private yacht charters key west

Private & Shared Sailing Charters

Sunset sail key west.

Have the sea to yourself with Sunset Sail Key West—chartered sailing trips led by us, tailored to you.

Get inspired with our most popular trips!

Private sunset sail.

Chillout Lilypad Sail

Key West Daysail

Sunset Sail on When & If

Privates Charters

Discover your perfect private charter.

Set out on a snorkeling, stargazing, or sunset sail, or build your own custom trip. Romance, relax or unwind from the privacy of your own chartered sailboat.

Shared Trips

Come together on a shared charter.

Rise above the crush of the crowds and set sail on a unique shared sunset charter, with a few friends you haven’t met yet. A personable local crew and captain will treat you to a stunning sunset view from the deck of an unforgettable vessel– General Patton’s elegant, private schooner When and If.

Three Classic Boats

View our fleet.

We sail a fleet of three vintage sailboats, each with their own unique charm and appeal. A custom sloop, a classic ketch, and a historic schooner are waiting to make memories with you on the crystal clear waters of Key West. Each boat is suited to different types of outings, so take a moment to get acquainted with our vessels.

Real. Fun. Sailing.

When And If is back at beautiful Stock Island Marina!

Check Out Our Ship's Store!

Wreckers' Race Season Is Back!

Hello, Sailor! Don’t miss out on the latest Sunset Sail news & offers.

Friends of SSKW

Legal & safety.

Welcome to the Best Private Yacht Charter in Key West

Boating is a way of life in southern Florida. When you’re visiting on vacation, you can elevate your experience by spending time on the water. At After Hours, we provide a selection of boat tours with private boat charters in Key West to give you the boating experience you need to enjoy true vacation bliss during your time in the Keys. Whether you’ve been searching for the best sunset cruise or want to take a day trip to enjoy fun in the sun with the opportunity to see dolphins and other marine life, we have the options you need for the ultimate experience.

Enjoy Our Specially Designed Boat Tours

Whether you’re interested in a sunset cruise to enjoy the tranquility of a beautiful sunset in the Keys or want to take a day trip that introduces you to local wildlife while you take in the sights from a unique perspective, our boat tours will give you the ultimate experience. Our experienced captains know the best places to take you to walk on pristine private beaches, swim in crystal clear waters, or even snorkel with sea turtles. We work hard to give you and your group the most amazing experience possible. We even include customized catering while you’re onboard with us.

Get a Private Boating Experience

When you book a private yacht charter with us, we will pamper you with the best experience you could dream of. We’ll help you leave the real world and the crowds behind, so you feel like you’re the only person on the planet. A private boat charter is ideal for heading out for some solitude or sharing an intimate experience with that special someone, your family, or a close group of friends. We customize each experience based on your preferences, so you’ll have the time of your life!

If you’re looking to make your Key West vacation extraordinary, we have the solution. After Hours is a private yacht charter that can take you and your guests to vacation bliss.

Why Choose After Hours?

Key West Yacht Charter on After Hours

Welcome aboard After Hours

You work hard. Your vacation days are precious. Why spend them in a crowd?

Your perfect day in paradise is custom-made to give you the pampering you need. This is your chance to break away from the masses and go beyond the ordinary.

On A Private Yacht

You left your hectic life behind to take a vacation. Why spend it in a crowd? Let us pamper you with a day, evening, or extended cruise in private luxury. Onboard After Hours, you’ll enjoy food and drink tailored to your tastes as you leave the real world (and its crowds) behind.

With Your Special Guests

Imagine hosting your closest friends and family for an amazing outing that they’ll remember for years. Or show your important clients or colleagues how much they are valued with a one-of-a-kind experience. Or even pop the question in a way that almost guarantees a “YES!” with a romantic proposal trip. Life’s big moments deserve special treatment. 

Your Trip, Your Way

Sunset cruise.

Key West sunsets are legendary. But, imagine a private sunset cruise during your visit to Key West. Sunsets are one of the most romantic experiences in Key West. Get away from the crowds and make it special on your own private charter.

You’ll never forget your After Hours day trip in Key West, FL. Cruise to a secluded island with crystal clear waters. We can be your escape to adventures based on what you want. Walk on a secluded beach? We know the best ones. Snorkle with sea turtles? Let us introduce you.

Key West Events

There’s always a festival or holiday being celebrated in Key West. What better way to participate than aboard After Hours private yacht charter. Sunset cruises or day trips, you’ll never forget this private yacht charter in Key West.

Experience the yacht lifestyle on the Mia in beautiful Key West, FL.

The Mia Services

All cruises are BYOB for alcoholic beverages, food or snacks. A chef can be provided if desired to prepare your special meal, additional info and cost will be provided upon request. Full galley, grill, coolers, ice, bottled water, sodas, glasses and place settings, utensils, blender, and crew is provided. ​Sunset times vary throughout the year, for times available click please send a request for your desired dates.

All cruises and routes are subject to change due to docking, weather or current conditions, USCG restrictions or Captains' discretion.

Take A Video Tour

The Mia Yacht in Key West was a wonderful experience for our family, beautiful memories were made. Top notch service, would highly recommend to anyone. A trip out to Boca Grande Island is a must if you’re visiting...The atmosphere of Stock Island Marina was amazing, lots of amenities. Truly a wonderful place to gather on any occasion. We definitely will be returning.

Best Day Ever!! Owner Mike and Captain Ryan and crew are the pinnacle of service and professionalism. If you like 1st class service and beautiful accommodations, Mia is the boat for you.

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Yacht Charter Key West

by "Charter Booker" | Mar 22, 2018 | Yacht Charter

Key West Yacht Charter Booking Company

Blue Ocean Yacht Charters (BOYC) located in Key West, Florida, was founded by boat owners seeking to provide a superior yacht charter service. Our goal is to make every person’s Key West yacht charter desires and dreams, a reality.  At Blue Ocean Yacht Charters we personally talk to every customer, paying close attention to their Key West yacht charter desires.  Blue Ocean specializes in overnight boat rental, day excursions, sunset sails, and extended yacht charters.

Call Blue Ocean Yacht Charters Key West

Customers will find that when they call, they do not have to wait on hold or talk to an operator. Our yacht charter Key West booking company was founded on the principle of providing the highest customer service. This is why our boat charter customers are more likely to return than other yacht charter companies.  All our boats provide the highest quality in performance and accommodations.

Key West Yacht Charter Fleet

In Key West, we keep our yacht fleet small. This ensures the best charter experience. We are large enough to give our customers choices that can be paired to each individual’s yacht chartering goals. All our yachts provide the highest quality in performance and accommodations.  Blue Ocean prides itself for keeping its charter pricing affordable with the finest, most pristine yachts, in Key West.  No matter your budget, we will have a yacht rental in Key West that’s right for you.

Yachts Rentals Key West

In Key West, Blue Ocean Yacht Charters has the right yacht rental for everyone.  Most of our customers desire the peace and beauty of a sailing charter.  For those customers who desire a motor yacht, we can provide this experience as well.  BOYC is adding boats on a regular basis, giving you choices that are simple, affordable, and functional.

Yacht Layout

Layout of a boat is very important to Blue Ocean Yacht Charters as well as its customers.  Vessels are carefully chosen to give your Key West yacht charter the best experience possible. The number of passengers chartering and sleeping is a very important part of a Key West yacht charter.

Number of cabins (bedrooms) and beds are usually considered one of the highest priorities in a Key West vessel charter.  Functional, efficient cabins with one bed that can sleep up to two-three adults are common among BOYC’s boats. Fleet vessels have multiple cabins in one yacht.  A cabin will typically have storage and closet space large enough to store your clothes and personal belongings.

The boats in the fleet boast spacious, well lit, cabins designed to make your experience restful.  Blue Ocean Yacht Charters can assure you restful sleep. Whether you rent a yacht and stay overnight at the marina or spend the night anchored by a private island.

Heads, or bathrooms are also an important factor in determining a Key West yacht charter.  The necessity of having a private bathroom vs a shared bathroom with your guests is important. Boats are equipped with a shower, sink, and toilet.  These heads are spacious enough to accomplish what is needed to freshen up.

Galley, is sometimes referred to as the Salon. Salon typically has a dining area with comfortable seating.  Kitchens are located in this area that are fully furnished for all your cooking desires.  In the kitchen, the vessel could have a stove, cook top range, microwave, refrigerator, freezer, and sink. Furthermore they will have plenty of storage for cooking essentials.

Vessels have TV’s with DVD players for the entertainment you desire.  This area is well lit, with many windows, for beautiful ocean views.  Yachts are equipped with stereo/CD players for your listening desires.

Cockpit is the area that is located outside the yacht, mostly shaded where the captain may steer the ship.  Boats have additional seating and dining tables in this area.  Music can be heard from the outdoor speakers or listen to the beautiful sounds of the ocean.  Some of the boats have sun beds and other extensions of this area for lounging and catching some sunshine.   A popular activity is dinner in the cockpit while watching a Key West sunset under sail.

The deck is the area on top of the yacht.  This can be used for standing, sitting, lying to rest at the same time taking in the beautiful sun in Key West, Florida. Catamaran’s offer the most desk space making them the most popular style of boat for a yacht charter, Key West.  Please call BOYC for additional information on other amenities such as a BBQ grille, trampoline, and more.

Featured Yachts

Bellamaggio.

Bellamaggio (BM) sailing catamaran is 48 feet long and is one of our most popular yachts in Key West to charter.  Located at Stock Island Marina Village, 7005 Shrimp Rd., Key West, FL.  Equipped with four cabins with each cabin having its private bathroom and shower.  Taking up to 12 passengers sailing and up to ten sleeping under a bareboat rental agreement, makes BellaMaggio popular.

Using all natural, ecofriendly, cleaning products ensures your Key West yacht rental is healthy and fun.  Bella also provides its guests with organic linens, bath towels, and all natural toiletries.

Cabins & Under Water Viewing Windows

Equipped with two master estate rooms located in the rear of the vessel and two forward guest suites located in the front of the boat.  The forward cabins have underwater viewing windows.  Cabins are well lit and have windows to open to let the fresh ocean breeze flow through your windows.

Great Room or Galley is large and spacious. Well lit with windows surrounding the entire area giving you 360 degree views of the ocean whenever you desire.  Located in this area is the Kitchen, fully furnished with cook top stove, oven, microwave, two refrigerators and freezers. There is plenty of dining space on this yacht.

The galley can seat up to eight adults as well as the table folds down to sleep two adults after a day of sailing and playing.  Widescreen TV and DVD player and an assortment of movies can be found in the galley.  Featuring CD/Stereo system for your listening enjoyment.

Helm, Deck, and Trampoline

There is room for two with the captain at the helm. Additional seating for up to three adults on the starboard side of the cockpit area as well.  Boasting 48’ of deck space, 26’ wide to lay out, lounge or play.  This makes a perfect place to get close to the waves while sailing. Trampolines are nice for sun bathing, or just fun for jumping.

Two additional seats sit the most forward part of the catamaran.  One on each side at the tip of the bow.  These seats are incredible to get close to dolphins, turtles, and ocean waves.  Great for viewing beautiful coral reefs and fish right underneath you.

Cockpit area is large and spacious with seating up to 12 with an outdoor dining table area.  Most of this area is covered by another part of the boat giving plenty of shade and sun protection.  BBQ grille in the stern of the cockpit makes this yacht a Key West yacht chartering delight.  Listen to your favorite music or socialize with your guests, there is plenty of room for everyone on this boat.

During your charter you will have access to the yacht’s dinghy.  Eleven feet long with a Yamaha outboard makes a great taxi to any beach.  Transporting guests to private islands, makes the dinghy a lot of fun. Dolphin encounters are popular as well on the tender.

In addition to a charter to a destination, guests enjoy staying on BellaMaggio at the beautiful Stock Island Marina Village (SIMV).   During a guests stay on the yacht, guests will have access to the marina’s shower and laundry facilities.  SIMV has a dog park, restaurants, 2 new waterfront swimming pools, and free shuttle service to downtown.  Downtown Key West is located 4 miles from the marina.  Live music is offered most nights at the world-renowned Perry Hotel .  The amenities of the resort make it difficult to leave this island paradise.

For more details on amenities offered on BellaMaggio , such as a generator, air conditioning, auto pilot, and an inverter, call BOYC.

Aurora, a Leopard 44 catamaran was “Boat of the Year” when introduced in 2011. Everyone was raving about the sailing speed on the water, easy handling and the revolutionary forward cockpit.   Featuring two cockpits.  One forward and one aft with outside dining area protected by a hard-top bimini. On top of the bimini are, mounted solar panels throughout, making her self-sufficient. The forward dining area is perfect for up to six adults.  The aft dining area is massive with seating up to 12.

Cabins and Layout

Galley-up has ample storage and a huge drawer type fridge and freezer. Large cooler and additional refrigerator make more cooling space for your provisions.  No steps up or down anywhere on the salon level. 3-cabin layout features an owner-dedicated starboard hull with master stateroom, and office area.  Boasting the largest head in the fleet, with separate shower forward, makes Aurora an ideal charter boat, Key West.

Sailing this Leopard catamaran is easy.  Both main and jib sheets lead to stoppers and self-tailing (electric) winches directly adjacent to the helm. There’s room for two on the bench-style helm seat, but you need only one to trim sails! Accommodations for up to nine adults in three berth suites.  Queen bed that converts from the galley seating area makes a great bed for two couples.  She comes with a 10’, 6 HP dinghy to make your island escapes fun and exciting. Located at Stock Island Marina Village with the rest of our fleet.

Argo Navis 

Largest yacht and catamaran in our fleet.  Argo Navis (AN) boasts a length of 75’ and a beam of 36’.  AN is a 75’ luxury catamaran launched in 2016.  Charters on this large catamaran yacht are all inclusive with the exception of certain luxury items. The vessel carries a complete crew compliment to include: Captain, Chef, Stew/Mate. With a beam of 36 feet it would be hard to find a more comfortable ride under way.

Consistent cruising speed of 10 to 12 knots makes the most demanding cruising itinerary possible. The bridge deck is high off the water which minimizes the wave slapping that occurs on many catamarans.

Draft & Sailing Speed

Drawing 3.5, feet, makes it possible for her to go into the shallowest anchorages in Key West.  With the dagger boards dropped, the vessel draws 8 feet and becomes a very able sailing vessel.

Salon and Cabins

To say the saloon is vast would be an understatement. There are two dining areas to provide seating to twelve people very comfortably. Meals are provided by the fully stocked galley. Ahead of the galley is the entertainment center and Navigation Station. Below the main deck are three King Sized State Rooms all with their own ensuite head and showers. All cabins are climate controlled.

Carrying a 15 ft zodiac aboard as a tender for bringing guests ashore, snorkel trips, fishing and, exploring. With a 40hp Yamaha outboard the tender can be used for wake boarding or skiing.

If you prefer a slower pace Argo Navis carries six inflatable stand up paddle boards. Perfect for meandering through mangrove islets. Elevated stance on the board, gets a great view of the fish life below you.

Weddings and Large Parties

Perfect for weddings and cocktail parties. With ample deck space, we can accommodate up to 90 guests. Due to her 36ft. beam stability is phenomenal making for a very comfortable ride. Argo is a very versatile boat, whether you want to just relax or go for a spirited sail.

Sweet Chariot

Sweet Chariot (SC) is a new 46′ Bavaria Vision mono-hull sailboat.  She is sleek and luxurious in every way.  Offering the finest in modern sailing amenities.  SC is the fastest sailboat in our Key West charter fleet.  The perfect sailing boat for up to 6 passengers away from the marina and 8 passengers sleeping at the dock.  Very wide for a sloop, while inside she is bright and spacious complimented by a mass amount of hatched and windows.  Three cabins and two heads, will make this sailboat rental Key West unforgettable.

Cabins and Heads

This sailboat is one of a kind with three estate rooms and two heads.  The master estate room is large, well lit, and luxurious, located forward of the sailing boat.  The master cabin offers a private head or bathroom with a shower.  There are two guest estate rooms on board.  Port aft you have the choice of two single berths or they convert to one king size bed.  Starboard aft you will have a queen size bed for a great nights rest on your sailboat charter Key West.  Prior to getting to the starboard room you will have a walk through head.  This bathroom offers a roomy stand-alone shower.

The saloon or salon is spacious, bright, and modern.  Offering a table that electronically lowers to make a bed that can sleep two adults.  Located in the saloon you will find a full furnished kitchen with a large freezer and refrigerator.  You have the choice of two seats next to the navigation table or lower the table to make a single bed in the galley.  Sweet Chariot comes with a flat screen TV and high quality blue-tooth compatible stereo.  These amenities will make your sailing charter Key West on Sweet Chariot, amazing.

The cockpit offers two helm stations for easy navigation.  Comfortable for eight passengers, her cockpit is all comfort.  Stay dry with a bimini cover and dodger or drop it all and catch the warm sun of Key West.  One more feature in her cockpit is a large table that lowers electronically to make a bed to sleep two adults.

Dinghy and Marina

You can tow her 12′ dinghy that has a 15 horsepower mercury outboard motor.  Her dinghy makes island hopping fun on a sailboat charter Key West. Located with the rest of our Key West Florida charter fleet at the Stock Island Marina Village and Perry Hotel.

Ocean Motion Too

New to our Key West charter fleet, Ocean Motion Too.  A new 40′ power catamaran, with an 18′ beam and twin Volvo 150 Horse Power engines. Ocean Motion Too (OMT) is all luxury, offering the most modern look of luxury catamaran yachts.  Three cabins, two heads, large saloon, and upper bridge deck and helm station will make your yacht rental on her amazing.  Great for six to eight passengers cruising overnight or up to twelve passengers on a day cruise in Key West.

Equipped with three cabins and two heads.  The master cabin suite is starboard and massive with a walk around berth.  Modern private bathroom with stand alone shower complements this large master suite.  Plenty of storage about makes room for all your yacht charter belongings.  Going port side you will find two guest suites with a shared bathroom.  Each guest room is modern and luxury sleeping two adults on queen beds.

The saloon or galley is spacious and bright from windows that surround it.  Her saloon has a modern kitchen that is fully furnished with all your necessary cooking essentials.  Seating for six at her dinning table in the saloon can convert to make a bed that can sleep up to two adults on your next yacht rental, Key West.  Forward the galley is the large and pompous helm station.  Enjoy the benefits of navigating inside on bad weather days on this fly bridge yacht. Beautiful, sunny, warm, days are common in Key West, Florida.  A elegant stair case takes you a top its deck to an amazing, high up lounging and helm station area.

Upper Bridge Deck and Helm Station

One of the best views while in the marina is on Ocean Motion Too’s upper bridge deck.  Enjoy watching sunsets or sea life while at the marina or at your favorite anchorage on your yacht rental Key West, FL.  Enjoy a sun bed and plenty of lounging on the upper bridge deck while underway on this luxurious catamaran yacht.  Great weather days are common in Key West.  Take the helm up high under a bimini canvas with breathtaking views of the ocean.

Aft Lanai, Tender, and Marina, Key West

The aft lanai and cockpit offers more seating and space for your guests to socialize and relax on this catamaran renal Key West.  Walk through the cockpit then through large sliding glass doors to the saloon.  On the back of the cockpit is the dinghy on davits.  Located with the rest of our charter fleet at the Stock Island Marina Village, Key West, Florida.

Destinations

There are so many places to go and see with a Key West, boat charter. When you hire a yacht from Blue Ocean Yacht Charters, the possibilities are endless with no limits.   Customer service representatives of BOYC will assist you in determining the best destination based on your time and budget.

The Dry Tortugas

Dry Tortugas National Park (DT) is our most popular, private, boat charter destination.  70 miles (113 km) west of Key West lies the remote Dry Tortugas National Park . The 100-square mile park is mostly open water with seven small islands.  Accessible only by boat or seaplane, the park is known the world over as the home of magnificent Fort Jefferson (FJ).  Picturesque blue waters, superlative coral reefs and marine life, and the vast assortment of bird life that frequent the area.

Fort Jefferson

Fort Jefferson, the largest all-masonry fort in the US, built between 1846 and 1875 to protect the nation’s gateway to the Gulf of Mexico. Supply and subsidence problems and the Civil War delayed construction. The fort was never completed. Fears that additional bricks and cannon would cause further settling and place more stress on the structure and the cistern system. Distinguishing features include decorative brickwork and 2,000 arches. Time, weather, and water continue to take their toll, necessitating ongoing stabilization and restoration projects.

Dry Tortugas Yacht Charter Key West, FL

DT is typically a minimum of a six night private Key West boat charter, round trip.  Can be done in as little as three nights one way, taking the Yankee Freedom back to Key West.  Charterer or customer would be responsible for paying the captain to return the boat back to its port in Key West. Making a beautiful sail to and from Key West, DT is an unforgettable sailing charter.

Boat charter will stop half way at the Marquises which is about a 5 hour sail from Key West. Marquises, called quick sands, are deserted islands formed naturally from many years of hurricanes and other natural phenomenon.  These islands are loaded with birds and other unique wildlife.  When on a Key West boat rental with BOYC, the charterer will be able to use the dinghy to get to the islands from the sailboat. These islands boast many acres of white sandy beaches.

Tranquility

Tranquility of this Key West yacht rental starts with no airplanes, traffic noises, or best of all, no cell phone or Wi-Fi reception. This way you can unplug and relax from your hectic life back home.  Cooking out on the grill or enjoying a professionally made dinner by a chef makes this boat rental a vacation to remember. Charter guests wake up and head for the Dry Tortugas and Fort Jefferson the next day.

Garden Key at the Dry Tortugas is about another 5 hours which should get you there in the afternoon sometime.  This will allow you to take the dinghy into the fort and look around and get registered with a park ranger.

The next day we recommend you join a tour lead by the national park service of Fort Jefferson.  These tours are very educational and should not be missed.  In the afternoon our guests like to take the yacht out to one of the famous reefs or wrecks for a snorkel or dive.  In the evening, sunsets are remarkable from the boat or on top of the tall wall surrounding Fort Jefferson.

On your way home, you will stop overnight one more time at the Marquises before arriving at the marina your last night.  It’s time to make your next Key West yacht rental to the Dry Tortugas with BOYC.

Florida Keys Yacht Charter

Day 1: stock island to little palm island 24 nm.

Leave our charter base and try Little Palm Island. Reservations for dockage and dinner are highly recommend at this private resort. Ashore, watch for the miniature key deer and tropical birds.

Day 2: Looe Key and Marathon 25 NM

Looe is 5 miles south of Little Palm Island. It is one of the most colorful and alive of all the reefs in the Keys. Your destination tonight will be Boot Key Harbor. You’ll have a choice of marinas and anchorages.

Day 3: Long Key Bight 23 NM

Take your time, relax and have a slow start to your day. You might want to take a side trip out to Sombrero Key for snorkeling. If not and after leaving Boot Key Harbor follow Hawk Channel in a northeasterly direction and set a course to Long Key Bight.

Day 4: Indian Key 8 NM

The plan for this day is to take a short sail and then do some exploring on Indian Key, which was the Dade County seat from 1836 to 1840. About 1 mile south of the Indian Key, you’ll find mooring buoys marking the remains of the Spanish sailing galleon “San Pedro” in about 18′ of water.

Day 5: Duck Key 20 NM

Want to spend some time enjoying luxury in the Florida Keys? Set Sail for the first class Hawk’s Cay Resort in Duck Key. Do not go in at low tide!

Day 6: Bahia Honda Key 23 NM

As you depart Duck Key today you will back track with your destination being the anchorage at Bahia Honda Key. Bahia Honda is a state park and you can dinghy ashore where you’ll find a gift shop, an old broken railway bridge and a small swimming beach on the bay side.

Day 7: Key West 30 NM

It’s time to start heading back for Key West Today. If you make an early start today you might want to make another snorkeling visit to Looe Key.

Key Largo, Florida

A Key West yacht charter to Key Largo is a little bit more of an aggressive charter to do in a week.  This would mean less stops and more sailing, however will be well worth the charter.    A yacht charterer could take a few of the stops listed previous along the way with the final destination, John Pennekamp Coral Reef State Park .  Once there snorkel the famous John Pennekamp Coral Reef State Park, the first underwater state park encompassing 70 nautical miles.

Snorkeling Christ of the Abyss is probably the most famous underwater attraction in Key Largo, Florida. It is also known as Christ of the Deep. There is a bronze statue of Christ mounted on a cement base in one of the grooves of a patch reef.  To see the statue you are actually snorkeling the area called Dry Rocks. Make Key Largo your next Key West yacht charter with Blue Ocean Yacht Charters.

Further north easterly, beyond Key Largo, Florida, is Miami, Florida.  Best done, one way in one week.  You could fly into Miami and have a captain bring the boat to you, and take a week charter back to Key West or depart from Key West making Miami your final destination. A yacht charterer also has the option of a two week round trip yacht charter to Miami and back to Key West, Florida.  There are many things to see and do in Miami, Florida, once there.

Things to do on a Key West yacht charter

Sailing a boat is one of the most rewarding experiences in boating today.  Letting nature move you effortlessly, quietly, to and from a destination decompresses ones inner soul. Sailing also burns calories, so no need to worry about gaining weight on this Key West yacht sailing vacation.

Snorkel the Coral Reefs and view fish from the yacht

Key West boasts hundreds of miles of coral reefs, most being protected.  The reef tract starts near Miami and extends southwest to the Dry Tortugas, about sixty-seven miles west of Key West.  Most of the coral reefs are protected due to conservation efforts making them spectacular and some are the best in the world.

Jumping off the yacht, swimming, and jumping on the trampoline, are just some of the fun on a Key West yacht charter.

Fishing in Key West is probably well known for being the best in the world. On a Key West yacht charter, guests can troll a lure behind the boat while sailing or fish while it’s anchored on a reef. Reefs in Key West prohibit fishing and lobstering.  Make sure to check your local rules for further information on this.

Mini Lobster season opens the last Wednesday and Thursday of July every year.  The regular lobster season is open August 8th to March 31st every year. We can help you get the gear necessary and show you how to catch the Florida Spiny Lobster.  The best part of fishing and lobstering on a Yacht Charter Key West is fresh dinner.

Sunset Sails and Dinners

Key West offers some of the most breath taking sunsets.  This is especially beautiful while under sail.  Be fortunate to even see a pod of dolphins while sailing on one of our perfect yachts.

Exploring islands and viewing wildlife

A Key West yacht charter offers opportunities to stop at private islands, some inhabited and others uninhabited.  Key West offers miles of islands called Keys with white sandy beaches. Great for shelling, walking and exploring during a yacht charter, Key West.  Most of these islands are home to many birds and wildlife.  Some are home to sea turtle nesting sites.

Viewing sea life such as dolphins, turtles, and manatees

Viewing dolphins and sea turtles are very common on a Key West Yacht Charter.  Some can even get real close to the boat during your yacht rental in Key West.

Hanging out under the stars

Nothing is more beautiful than sitting on the deck of your favorite yacht and watching the sky light up.  As you look down you will see the ocean light up with different sea creatures such as jelly fish giving off light in the dark water beneath you.  The nights on a yacht charter Key West are so quiet, you can hear a pin drop.

Weddings and Anniversary Celebrations

Blue Ocean Yacht Charters offers yachts that are available for wedding and anniversary celebrations.  Most our yachts can take up to 12 guests with the exception of one catamaran yacht that can take up to 90 passengers on board.  If more guests are required, taking two yachts out together and anchoring side by side makes an unforgettable memory.

Unplug on a Yacht Charter Key West

One of the benefits most people don’t realize when hiring Blue Ocean Yacht Charters for a yacht charter Key West, is that some of the time there is no cell phone reception.  Talk with your spouse and your kids so the distractions of modern day technology dont ruin your vacation.  Reunite relationships on a Key West yacht charter today so you will have remember this vacation for a lifetime.

There is nothing more relaxing than a sailing yacht charter in Key West, Florida.  Make your next Key West charter with Blue Ocean Yacht Charters because we make chartering easy.

Selecting the right yacht charter Key West

Private yacht charter key west.

All our yacht charters are private and located in Key West, Florida.  What this means is that you and your guests will have the entire yacht to yourselves with the exception to the captain and crew.  We do not offer shared charters with other people you don’t know.

Bareboat charter

A Bareboat charter is when the customer rents the boat from the boat owner. The boat owner relinquishes control of the vessel for any given period of time.  The customer must hire and pay its own captain and crew to run the ship because of maritime law.  Charterer pays the boat owner or charter management company for use of the boat.  Customer must pay for its own fuel, provisions, insurance, or any other amenities preferred during the charter.

One of the benefits of a Key West bareboat charter is that the charterer may have more than six passengers or guests.  Bareboat customer is limited to 12 or less, with an uninspected coast guard vessel.  Besides regulations and the number of beds, the boats passenger rating is vitally instrumental when determining the right boat. For more information visit: https://www.uscgboating.org/library/boating-safety-circulars/bscscan68c.pdf

“Hired” yacht charter Key West

A hired yacht charter is when a customer pays the boat owner or charter management company for timed use of the ship.  All our yachts are uninspected vessels so under this type of charter, the customer is limited to six or less passengers on board.  The captain and crew members are not calculated in this total.  The customer usually pays a fee that encompasses insurance, fuel, provisions, beverages, and sometimes meals prepared.

Captain and Crew

Selecting the right captain and crew is one of the most important things to consider when hiring a yacht charter in Key West.  In addition to selecting the right size and layout, having the right captain and crew is just as important.  We will pair you with the crew that is most knowledgeable about the yacht as well as the waters it moves in.

Our company has insight and understanding of the skill level and expertise of each captain that charters its vessels.  Leave it to Blue Ocean Yacht Charters to match you with the perfect crew.  If your Key West yacht charter will be of Bareboat, we stand by in assisting you with selecting the best captain for you to hire.

Captain and crew typically share one restroom on board and sleep in a crew cabin or one of the additional cabins on board.  This is something very important when selecting the right yacht for you and your guests.  If the yacht offers four cabins with four beds that each sleeps two adults, you may only have three bedrooms and beds.  This is because the crew (depending on the number of crew) will assume at least one cabin. This will limit your guest size or sleeping area.  Crew associated with Blue Ocean Yacht Charters Key West will sleep on the bed in the saloon to avoid taking up a bedroom on your boat charter.

Private Chefs and Provisioning

Private, independent, Chefs are available for hire. Chefs are considered additional crew members that will need a place to sleep on board during your vessel charter.  Additionally if you have a private Chef on board with you, they will serve you, and do all the cleanup.  If a private chef is not your way, you may want to try Key West Catering Company .

Order your provisions online through Publix in Key West and they will deliver to the boat https://www.publix.com/shop-online .  This will save you the hassle of having to do this when you arrive.  This is the best way to take in a boat charter Key West.

Uninspected Vessel Charter Key West, FL.

An uninspected vessel is only allowed to carry up to six passengers, weighing less than 100 tons and twelve or less passengers for vessels between 100-200 tons.  The captain is required to have an appropriate coast guard license based on weight and number of passengers it charters.  All our boats associated with Blue Ocean Yacht Charters are uninspected vessels.

Boat Safety

This is probably the most overlooked criteria, by a customer, when selecting a yacht charter in Key West.  Safety is not overlooked by our Key West boat charter booking company.  One of the highest priorities to us at Blue Ocean Yacht Charters is safety.  All of our yacht charters are under 100 tons and carry the required coast guard approved safety gear on board.

Furthermore, our captains that we refer to are the most knowledgeable and trained in the Key West waters.  All charters are required to submit a float plan of their charter plans. The float plan must insure the safety of the crew and passengers.  Charter guests that listen to the captain and crew in preparations for a Key West yacht charter have the safest experience.  Customers have the most enjoyable Key West boat charter vacation this way.

The Length of a Yacht Charter Key West

Day sails and excursion charters.

Offering half day tours, full day excursions, and sunset sails, Blue Ocean Yacht Charters has it all.  Half day sailing adventure is 4 hours.  Full day cruise is 8 hours.  A sunset sail Key West can happen in a half day or full day sail or on its own for 2 hours.  The start time is typically left up to the customer for all day sails and excursions.  There is so much to see and do on a day sail.  Many of our customers enjoy snorkeling on the beautiful coral reefs that protect Key West shore lines.

Barrier Reefs

Florida Keys National Marine Sanctuary (FKNMS) starts south of Miami extends for over 100 miles to the west of Key West.  FKNMS is made of a coral reef system.  It protects the shorelines and offers habitat and food to millions of sea life that thrive there.  Located only 4 miles from the marina in Key West, will make your cruise there quick.  It is about a 30-60 min sail to the reef, one way.  Once there, charter customers can snorkel, swim, fish, grille out, or just relax and watch the sea life. People can watch many colorful tropical fish from the boat.  Dolphin and sea turtle encounters are common on these trips.  These creatures are typically a highlight on a yacht charter, Key West.

Some charterers like to sail to a private island. While there, charter customers go to shore by the vessels dinghy.  Discovering its inhabitants, wildlife, and private beaches is magical.  The possibilities are endless the more time you have to take in a day sail.  Daytime boat rentals must return before dark to assure the safety of the passengers and the vessel.  Day sails are fully refundable if the captain cancels the day cruise due to bad weather.

24 hour Boat Excursions

24 hour yacht excursion is very popular.  Guests will spend their first night in the marina on the boat.  The next morning, the 24 hour excursion starts with many of the possibilities in a day excursion and more.  You will stay overnight out on the ocean with fish and wildlife surrounding you.  The anchorage will be near a protected area, usually a private island that you can get out and explore.  The stars can be bright out here, like camping on water, with silence and tranquility that is un-surpassing.  Wake up the next morning.  Head back to the marina where you will spend one more night before you check out the following morning.

3 to 7 night Yacht Charter Key West, Florida

This Key West yacht charter is a one way or round trip to a destination from Key West, Florida.  There can be stopping points along the way to snorkel, swim, fish, or relax.  Additionally there can be different nightly moorings (anchorages) near protected islands and keys to spend the nights under the stars.  Typically the first and last nights on this charter are spent on the yacht at the marina so your charter is relaxing. This gives you time to unpack/pack and prepare your provisions before you set off for your yacht charter Key West.

Float plan is prepared for the boat owner with the crew and charterer. This will outline the itinerary for the Key West yacht charter.  All charters are refundable to the point of your overnight stay at the marina. Overnight yacht rental at the marina is less expensive than setting off for a charter to a Key West destination.  The boat charter, Key West is refundable in the event the captain cancels due to bad weather.

Overnight Yacht Rentals Key West

Blue Ocean Yacht Charters specializes in matching its customers with the perfect yacht for their overnight yacht rental Key West, FL.  Imagine your next vacation rental being next to the water during your entire stay in a protected marina, free of any movement of the vessel.  Fish and other marine animals are always around you sitting on top of the calmest waters.  Breathtaking views and marina amenities make a yacht rental in Key West amazing.  All guests have free access to the marina’s amenities.

Why hire Blue Ocean Yacht Charters?

Our company takes the guess work out of booking as some companies only lets guests email listing owners.  This process is so cumbersome and many times a guest makes the wrong decision.  Blue Ocean Yacht Charters talks with every one of our guests making sure that all their questions are answered.  Our Key West boat charter company screens every boat making sure your next yacht rental in Key West is a five star experience.

Friendly Staff

Our friendly staff at Blue Ocean Yacht Charters awaits your phone call or text at 305-923-4152 to make your next charter, a dream come true. You can also go to: https://blueoceanyachtcharters.com/contact/ for a free quote. Find more information about Blue Ocean Yacht Charters and like us on our Facebook page: https://www.facebook.com/BOYCKeyWest/ . Become a friend today and stay tuned for upcoming specials and discounts for your next overnight yacht rental vacation.

Blue Ocean Yacht Charters, Key West’s premier yacht charter booking company, is here to make your next Key West yacht charter come true.  Sail away in the pristine, blue waters, in Key West, Florida for an unforgettable memory. Make your next Key West yacht charter affordable and memorable with us today.

Have a fun sailing charter and be safe.

“Charter Booker!”

(Charter Booker, manages Blue Ocean Yacht Charters in Key West and writes many of the company’s blogs.  Having experience both on the water and off the water helping customers experience the best possible yacht charter for many years.  Charter Booker carries American Sailing Association certifications and has extensive knowledge of boat safety and regulations.  Call 305-923-4152 and ask for “Charter Booker” when booking your next yacht charter with Blue Ocean Yacht Charters in Key West, Florida.)

Save 23% by booking online

Excursions and Private Boat Charters in Key West, FL

Spend the day where the locals hang out with our charters in key west.

Enjoy the fabulous, pristine waters of the Gulf of Mexico and straits of Florida from a beautiful powerboat. Mermaid Charters in Key West offers customized, private excursions that will make your Florida vacation truly memorable. Enjoy fun in the sun, visit a Key West sandbar, beach trips, and lunch trips, snorkeling as well as gorgeous sunset cruises. Book online! 

Spend the day where the locals hang out!

Enjoy the fabulous, pristine waters of the Gulf of Mexico and Straits of Florida from a beautiful powerboat. Mermaid Charters offers customized private excursions that will make your Key West vacation truly memorable. Enjoy fun in the sun, beach trips, and lunch trips, snorkeling as well as gorgeous sunset cruises. 

Explore Our Key West Boat Charters!

• Users Up to 6 People
• Hour Glass 4 Hours
• User All Ages

Sandbar Excursion

Enjoy the day miles off of Key West, at an Island or sandbar that only locals know about. Experience the ocean breeze and the beautiful turquoise waters in the Florida Keys. This is the #1 thing to do when visiting the keys. Fun in the sun for the whole family.

Snorkeling Excursion

Meet colorful marine life with an exclusive Key West snorkeling tour! Join us for a private charter to the best snorkel spots on the island. Don’t worry — we’ll provide the gear. Book online today!

• Hour Glass 3 Hours

Snorkeling & Sunset Excursion

Snorkel Key West with the best views of the sunset! This private charter is perfect for groups of up to six people. Join us by booking your charter online today.

• Hour Glass 4-5 Hours

Combo Excursions

Why not have the best of both worlds? Join us for the best Key West snorkeling along with a trip to the sunny Boca Grande island. This Key West vacation package is great for everyone! Book online.

Sandbar & Sunset Excursion

This is a fantastic way to spend a day in the sun. You will arrive by boat at a sandbar, where you can relax on the sand and soak up some rays. You can paddle-board and dolphin watch to your heart’s content. Then end the day by enjoying the sunset.

Geiger Key & Boca Chica Sandbar

Take a trip to Boca Chica sandbar and enjoy local bites along the way! Join us for a stop at Geiger Key Marina RV Park  and Fish Camp in Key West on this water adventure. Book online!

• Hour Glass 2 Hours

Sunset & Dolphin Watching Excursion

What can be better than watching a Key West sunset with dolphins swimming by? Join this sunset dolphin cruise in Key West for the perfect, romantic evening. Book online!

• Hour Glass 5 Hours

Tiki Bar, Snipes, Sandbar & Sunset

Sail out to a local tiki bar, a sandbar, and more! Enjoy this fun boating excursion for the best bites and time on the water. Book your tiki bar in Key West charter online today!

Tiki Bar, Sightseeing, & Boca Chica Sandbar

Enjoy marine life, island food, Tiki Bar cocktails, and sightseeing as you travel around the island, and take a quick dip at a nearby sandbar. Cocktails and island cuisine are available for purchase at the stop location, and you’re welcome to bring your own snacks and drinks on board.

Swimming, Sightseeing, Dolphin Watching

Swim with local marine life including dolphins, sea turtles, and manatees! This two-hour charter is perfect for exploring the Key West waters. Book online today!

• MOST POPULAR!

Island Excursion & Dolphin Watching

Sail away with us to an island only the locals know about! Our dolphin tour in Key West will be a memorable experience for you and your whole crew. Explore the Key West islands by booking your charter online.

Have fun in the sun with private boat charters in Key West!

Mermaid Charters in Key West is locally-owned and family-operated with our captains who bring more than 30 years’ experience with them on every adventure. We are committed to having fun, and always make sure you have a blast while avoiding the tourist crowds.

Delight in your best Key West boat charter ever when you join us aboard our amazing 30-foot scarab boat with twin engines, capable of accommodating six passengers comfortably. Enjoy a private boat charter in Key West and customize your adventure while motoring around Key West and reaching offshore destinations in complete safety.

Why people love to go out with Mermaid Charters in Key West!

"Had an awesome time with Mike. Super laid back and accommodating. Would 100% recommend this trip and the next time I am in Key West I plan on going again."

"We had an amazing day! Mike our captain took us to Boca Grande. Saw stingrays and much sea life . They were very accommodating as we added time onto our excursion. Can’t wait to go back!"

"Mike did a wonderful job! In fact, we’ve already booked another excursion with him. The island was beautiful and he was extremely knowledgeable. Thanks for a wonderful time."

"Captain Mike took us on a harbor tour, and then to a sandbar to chill on the beach and play on the Lillypad. Weather was iffy when the trip started, but it quickly cleared and turned out to be a beautiful day."

"Mike treated 5 of us to a area where we could either sit on the beach or sandbar. He also had the stuff to do a little snorkeling so some took advantage of it. Will definitely call them again on our next trip"

"Prompt and courteous, Capt Mike delivered a beautiful and memorable sandbar excursion which included visiting with dolphins! The boat ride was superb! Highly recommend Mermaid Charters."

Boat Excursions

Let Captain Nikki help book the best Key West charter for you.

Boat charters boat charters, non-crowded        |        choose your captain        |        no hidden fees       .

PRIVATE CHARTER

Private Boat Charter Key West | Florida   Family vacay? Bachelorette party? Girls' weekend? Micro wedding? Customizable private trip! Captain Fuel Paddle board, floats Snorkel Equipment Sodas & Water Light snacks BYOB

(customizable private boat charter )  , all included, no hidden fees.

SUNSET SAIL

Public Sunset Sail Key West | Florida   2 hour sunset cruise Premier sailing vessel Champagne, beer, & wine Hors d'oeurves  

(public cruise w/ larger capacity but premier sailing experience)  .

DOLPHIN & SNORKEL TOUR

Dolphin / Snorkel Boat Charter Key West | Florida Swim noodles, floats Snorkel Equipment Sodas & Water Light snacks BYOB

(Non-crowded public trip, 6 passenger max !)  

SANDBAR EXCURSION

Sandbar Boat Charter Key West | Florida Paddle board, floats Snorkel Equipment Sodas & Water Light snacks BYOB

WHY CHOOSE SO KEY WEST

Bookings by an actual Captain

Owned & operated by Key West local, Captain Nikki

Non-crowded charters

Both private and public small group charters offering a more quality, intimate boating experience

Choose your Captain

Private charters can request to have Captain Nikki

No hidden fees

No gimmicky marketing spiels; just upfront details and pricing

Follow On Social Media

See fun footage from captain nikki's charters.

Book your dream boat charter with So Key West today! Offering both private charters & public charters - all small group, non-crowded for a better boating experience.

Don't miss out on the amazing sandbar excursions, snorkeling opportunities, dolphin watching charters, and private boating experiences in Key West.

Let So Key West simplify the booking process and help make your vacation beautiful.

What people are saying about Captain Nikki

Teresa   |   Florida

“We have been booking with Nikki for over 7 years. She has always been professional and competent as well attentive and personable. Nikki never hesitates to go the extra mile to make sure we have an excellent charter, snorkeling or sunset cruise... it's always an exceptional trip."

Tyrel   |   Oklahoma

"We booked a sandbar charter with Captain Nikki in May 2023. Luckily, we were the only guests on the charter so it was very private. Captain Nikki took us to some beautiful sandbars where we were able to swim around, see wildlife, etc. She was incredibly accomodating and kind to us. We have kept in touch since and plan on booking with her again when we visit Key West. 100% recommend Captain Nikki and That's So Key West Charters!!!"

Stephanie   |   Nebraska

“I jumped on a boat solo and almost moved to Key West because of it. My Aunt had to leave town last minute, but I decided to go alone anyway. I jumped on the boat and immediately felt welcomed by Captain Nikki, and at the time all women crew. I almost canceled and I'm so happy I didn't. The food, drinks, and vibe of the boat was amazing. So much so, am I moving to Key West? I would recommend 100%.”

Key West Coastal Charters

Key West Coastal Charters specializes in private boat charters and shared sandbar trips. Activities include snorkeling, eco touring, dolphin watching, sand bar hopping, lobstering, and fishing. No matter what you choose, KWCC will ensure it’s a memory you will never forget.

Come experience all the wonder and endless possibilities on the waters of Key West and the Lower Keys with Captain Amy and Key West Coastal Charters. I assure you, it will the highlight of your vacation!

With over 20 years on the blue waters of the Keys, Capt. Amy has a sandbar for every occasion. Whether you want a private sandbar with not another person in sight or to swing and socialize, KWCC knows the perfect spot. Regardless of what side of Key West you are playing on for the day, there is always one accessible. With the ever popular “sandbar with the swing”, Marvin Key, Woman Key, not to mention a whole host of unnamed, less traveled sandbars, needless to say, the list is endless. Let “real” life melt away and get lost in the blue water and sunshine with some island music and white sand. NO STRESS PERMITTED!

Glide through the tranquil, crystal clear water in and around our beautiful mangrove islands. Cruise slowly looking for sharks, turtles, and a wide variety of birds. Capt. Amy has a Biology degree and two decades of experience in the keys and will spot and identify a wide range of flora and fauna while talking about the unique mangrove ecosystem and why we depend on it. After this eco-tour you will truly “know ” the keys. 

Come be captivated and inspired by an up-close and personal viewing of Key West’s resident pod of wild Bottlenose dolphins. Seeing these guys never gets old, and Captain Amy has been crossing them off the bucket list for visitors for 15 years. Armed with all the dolphin facts you could want and a solid knowledge of where these amazing animals might be hanging out, Key West Coastal Charters will share this fantastic experience with you, and maybe, just maybe, a mama will share a glimpse of her baby with you too!

*Dolphins are wild and cannot be guaranteed. Swimming with and feeding marine mammals is prohibited. We abide by the Dolphin Safe viewing regulations and the Marine Mammal Protection Act of the United States.

The possibilities are endless for amazing snorkeling around Key West. A barrier reef, endless patch reefs, sponge beds, shipwrecks, and soft coral reefs are all within a few miles of the island. Key West Coastal Charters will take you to the best spots with the best visibility while keeping your requests and comfort at the forefront. There is a spot for every comfort level and age, whether you’re a worldly, seasoned snorkeler or want a place you can stand and walk-in. Your comfort and safety are top priorities. Detailed instruction and helpful tips are always provided and flotation, in the form of a vest or pool noodle, is always available. Your captain can ID most fish by description, but we throw in a fish ID card so you can check her accuracy (wink).

Nothing beats dropping a line in the water and seeing what bites! KWCC loves to “beer in one hand and rod in the other” fish. We don’t trophy fish and you’re not gonna pack a giant cooler and ship fish home but you absolutely will catch fish and the kids will too! Add a little fishing to your Combo Charter with Key West Coastal Charters and catch Snapper, Grouper, Mackerel, Grunts, Barracuda and ….who knows!!  Once back at the dock, Captain Amy will fillet any edible fish, making it ready to cook, bag it on ice, and you can go to a local restaurant and experience a Hook and Cook where the restaurant cooks the fish you just caught! Either way we will have fun fishing and be able to tell great fish tales.

All gear and licensing are provided.

Are you feeling adventurous? Try your hand at catching some lobster! Captain Amy has been teaching people to catch their dinner for 15 years and has amazing, shallow spots for you to be successful. It’s so much fun and so rewarding to enjoy a hard earned dinner.  Lobster gear will be provided, along with ALL the tips and tricks and in-water demo and coaching. Many local restaurants will cook your catch. You will be “hooked”!

Choose your trip

Does everyone want to do something different or maybe it’s your first time here and you want to experience everything you can! A combo charter is perfect for you. Choose several activities you would like to experience, and we will plan your perfect day. Two charter lengths ensure that whether you choose one activity or all of them, you will have plenty of time to enjoy them to the fullest extent!

*Activities include snorkeling, dolphin watching, sandbars, sight seeing and fun, easy fishing.

*All gear and licensing provided

Whether it’s solitude or adventure you’re seeking, KWCC has everything to make your sandbar trip the best in Key West. This sandbar trip (all lengths) includes personal water floats, a Lily pad mat, Turtlebox speakers, properly sanitized snorkel gear, and a cooler with ice and bottled water. The 6 hour sandbar adventure will also include two kayaks and a floating cooler. Do as much or little as you choose. Visit the famous sandbar swing or have a sandbar all to yourselves. This is a “bucket list” trip and it will be the best thing you do on your vacation!

People come from all over to try their hand at catching Florida Spiny Lobster. While it’s definitely a challenge, lobstering is a ridiculous amount of fun and so rewarding. If you can snorkel you can lobster! This is where KWCC really excels! Captain Amy loves to lobster and will share her 23 years of tips, tricks and spots and will give an in water demo as well. When we get back to the dock your captain will clean your catch and several local restaurants will cook them up. Best dinner EVER!!

Mini Season- 7/26/23 & 7/27/23

Regular Season- 8/06/23-3/31/24

Most Popular Trips

Do you want to see dolphins and fish or sit on a sandbar and do a little snorkeling? A combo charter is just the thing for you. Choose several activities you would like to experience, and we will plan your charter accordingly. Your charter length will determine how many activities you choose because we want you to succeed at whatever you choose. This can be discussed during booking.

The Hook and Cook is one of Key West’s coolest things to do. The Hurricane Hole (our dock) is not only home to a marina but also a fantastic bar and restaurant! If you choose to fish or lobster on your charter, I will clean and filet them upon our return, hand you a bag of deliciousness, and our restaurant will cook it up for you right then and there! You literally cannot get fresher seafood, and it feels so rewarding to enjoy all your effort immediately!

• 711 Eisenhower Dr, Key West, FL 33040
• [email protected]
• 305-923-6343
• TripAdvisor

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Private Boat Charters

Creating lifetime memories!

Enjoy a private charter on Boundless, a 30-ft Luhrs cabin cruiser offering the ultimate in comfort and fun.  She has all the amenities including a large Yeti cooler, plenty of seating, lots of shade, a galley, an air conditioned cabin if needed and  a restroom. Our guests really love her, and you will too!  

Hop Onboard!

Join us for a custom private charter and explore the beautiful water surrounding Key West.  You'll have the whole boat to yourself.  You can decide exactly how you want to spend your day on the water. Choose from guided kayak and paddleboard eco tours, family fishing, snorkeling at the reef, lounging at a beautiful sandbar, or just kick back and take in the amazing scenery surrounding the Florida Keys and Key West. Full or half days are available. We offer flexible times to fit into your schedule.   We can also accommodate larger groups up to 12  guests!  See you on the dock! 

Good Clean Fun

We care about your health and safety. Your custom charter boat and all the equipment is thoroughly sanitized before each cruise. Your in good hands with an experienced captain and all the best safety equipment.  Passengers are limited to groups of six or fewer, and only the people you invite will be on board.  You won't be crowded or have to share equipment with lots of strangers.  We look forward to seeing you! 

Your Captain

Captain Tim has salt water in his veins. Although technically not a native, Captain Tim has navigated the waters around Key West for over 25 years. He loves what he does, and it shows!  His laid back yet professional approach has won the hearts of many.  Captain Tim will help you plan your special day on the water and show you all the best spots for sandbars, snorkeling, kayaking, paddle boarding and near shore fishing.You'll be in good hands my friend! 

Drop us a line!

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Better yet, see us in person!

We love our customers, so feel free to visit during normal business hours  or  call  305-923-9119

Native Sun Private Charters

5950 Peninsular Avenue, Key West, Florida 33040, United States

305-923-9119

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SERENITY NOW

Private Charters Key West Florida

Private crewed sailing packages.

Set sail on your own private catamaran and explore the only living coral reef in the continental United States.  Sail the pristine turquoise waters of the Florida Keys and enjoy a relaxing afternoon on a secluded beach.  As a private charter you, and up to 5 of your guests, have the option to customize your adventure.

Full Day Sail  Adventure Lunch and Optional Snorkeling

Starting at $1200

Half Day Sailing Adventure with

Optional lunch and snorkeling.

Starting at $600

Sunset Sailing Adventure with  Appetizer  and optional Snorkeling

Sailing catamaran "serenity now".

Up to 6 Passangers max

S/V "Serenity Now"  is a Fountaine Pajot Lipari 41.  She has a large comfortable trampoline on her bow and a spacious covered cockpit on her stern. Inside you will find a settee with seating for six along with four cabins and two large heads.

About Your Crew

Captain Tom and his wife Denise have been sailing for over two decades.   Over the course of the last three years they have sailed over 4,000 nm along the east coast of US and the Caribbean Sea.  Tom holds a USCG OUPV Captain's License.  Prior to their most recent adventure, Tom was a Research Physicist and his wife a Public Relations Manager.  Bow and Harry our French Hounds server at the pleasure of our guest or vacation at a nearby pet resort during charters.

6810 Font Street

Key West FL 33040

[email protected]

410-849-9199

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Yachting in Key West, FL

Located at Florida's southern tip, Key West captivates with azure seas, vibrant coral reefs, and a relaxed vibe. Experience the island's allure and enjoy luxury yachting in Key West, FL. Perfect for leisurely cruises or thrilling adventures, Key West is ideal for sun-filled coastal experiences. Discover its beauty from the deck of your private yacht.

52' Viking Princess

80' FF Pendleton

75' Luxe Catamaran

Why charter a yacht in key west, fl, traverse hidden treasures with key west luxury yacht charters, boat rental in key west, .css-1uazooj{display:-webkit-box;display:-webkit-flex;display:-ms-flexbox;display:flex;-webkit-align-items:center;-webkit-box-align:center;-ms-flex-align:center;align-items:center;width:100%;outline:2px solid transparent;outline-offset:2px;transition-property:var(--chakra-transition-property-common);transition-duration:var(--chakra-transition-duration-normal);font-size:1rem;-webkit-padding-start:var(--chakra-space-4);padding-inline-start:var(--chakra-space-4);-webkit-padding-end:var(--chakra-space-4);padding-inline-end:var(--chakra-space-4);padding-top:var(--chakra-space-2);padding-bottom:var(--chakra-space-2);padding:10px 16px;}.css-1uazooj:focus-visible,.css-1uazooj[data-focus-visible]{box-shadow:var(--chakra-shadows-outline);}.css-1uazooj:hover,.css-1uazooj[data-hover]{background:var(--chakra-colors-blackalpha-50);}.css-1uazooj[disabled],.css-1uazooj[aria-disabled=true],.css-1uazooj[data-disabled]{opacity:0.4;cursor:not-allowed;} .css-1pkhz46{font-size:var(--chakra-fontsizes-sm);font-weight:600;-webkit-flex:1;-ms-flex:1;flex:1;text-align:left;} how do i book a yacht on yachtlife .css-g5ledl{width:1em;height:1em;display:inline-block;line-height:1em;-webkit-flex-shrink:0;-ms-flex-negative:0;flex-shrink:0;color:currentcolor;vertical-align:middle;font-size:8px;}, when is my payment collected is it refundable.

Once you confirm your reservation, your broker will process your payment.

• If you are booking for a single day and your reservation is confirmed more than 7 days in advance, a deposit of either $1,000 USD or 50% of the total cost of the reservation (whichever is greater) is processed immediately in order to hold the yacht. Once your embarkation date is 7 days away, the remainder of the amount due is processed.
• If you are booking for a single day and your reservation is made 7 days or less in advance, the total price of your reservation is processed immediately.
• If you are booking for a multi-day charter and your reservation is confirmed more than 30 days in advance, a deposit of 50% of the cost of the yacht is processed immediately in order to hold the yacht. Once your embarkation date is 30 days away, the other 50% is collected for the price of the yacht, plus the APA, plus the taxes due.

Terms of refunds are dictated by the Charter Agreement. Generally, once a payment is collected, it is non-refundable. In certain circumstances, as dictated by the Charter Agreement, credits can be provided so you will be able to enjoy your yacht charter at a future date that is convenient for you.

Why is there a 3% credit card convenience charge?

Are my payment details saved on the app, what if your servers get hacked is my payment information really safe.

Sandbar Private Charters

Experience Key West like a local!

Island Hopping, Snorkeling, Scuba, SNUBA ® , Sunsets, Dolphin Tours & more!

We offer two main options which are both completely customizable; A 4-hour Daytime Cruise or a 2-hour Sunset Cruise. The 4-hour cruise will give you enough time to visit multiple locations to snorkel, Snuba or Scuba Dive with the wild marine life, dolphin watch and relax at the sandbar with unparalleled service from your personal bartenders and captain. 

Our sunset cruises are normally 2 hours in duration, leaving the dock 1 hour before sunset, and returning 1 hour after. During this cruise, you’ll get to see and learn about the many different sites along the coast of Key West while you enjoy exclusive access to everything that Sandbar Private Charters has to offer!

Our Vessels

Explore our available private charter vessels.

"Lori D" aka "Happy Hours" 22' Grady White Key West 

Starting at $450

"Lori C" 32' Century CC Looe Key

Starting at $650

"Good Times" 47' Cooper Marine Power Cat Key West

Starting at $1300

What Makes Us Unique

Offering Something Special

At Sandbar Private Charters, our values are at the core of everything we do. We’re always striving to improve our guests experience, and that drive helps distinguish us from other charters in the area. Have a look at a few of the special features we provide to all of our guests and get in touch for more information.

Personalized Excursions and Crew

Whether you're looking to enjoy drinks at the sandbar or Dive our Reef and Wreck sites, your crew will be personally selected to give you the best experience we can.

3 Different Vessels to choose from

Check out the "Explore our Vessels" Page to compare our available vessels or give us a call to let us help you decide which boat would be the best fit for your groups trip.

We Specialize in Excursions Such as...

Sandbar Trips Snorkel / Snuba Tours Scuba Diving Sunset Cruises Bachelor/Bachlorette Parties Weddings Birthdays Corporate Events

Please contact us with your inquiries regarding any of our available charters

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Go Beyond Snorkeling... We offer the only SNUBA® excursions in Key West!

305-900-7263

HAVANA FLEET

Luxury charters, charter your dream yacht and experience the adventure of a lifetime.

Havana Fleet Key West Luxury Yacht Charters offers guests an unforgettable experience aboard our fleet of luxury charter boats. Our experienced Captain and Crew will treat you and up to eleven guests like true celebrities, ensuring that you have a once-in-a-lifetime experience. At Havana Fleet, no two trips are alike and every charter can be custom-tailored to your needs & specifications. Custom charter options are endless, so whether you want a relaxing 2 1/2-hour Sunset Cruise or a multi-day adventure 90 miles into the Gulf of Mexico, we have you covered. From your secluded anchorage, you can enjoy stunning sunsets and star-lit skies. Plus, with access to world-class snorkeling and beaches on Loggerhead Key, you can explore at your leisure. Water toys, sport fishing, and personal chef options are also available for your enjoyment. Learn more about our fleet of boats and our luxury charters below. 

CHARTER ACTIVITES

Book your adventure.

The Havana Fleet offers a wide selection of activities for everyone. Some of the most popular are snorkeling, fishing, island adventures, sandbar excursions, and sunset cruises. Contact us to plan your luxury charter today.

PRICING & INFO

Havana Fleet offers a wide variety of charter options. We have three different luxury charter boats that offer private luxury charters starting at the price listed below.

2.5 HR CHARTER

Elegant Sunset or Morning Cruises onboard our 36′ Hinckley Picnic Boat, Dolphin Watching, 2 1/2, 4, 6, and 8-hour Custom Island Tour Packages which can include catered onboard or beach picnics. Water toys are available.

2.5 HOUR CHARTER

Your custom charter options are endless! From a relaxing 2 1/2 hour Sunset Cruise 4,6 or 8 hour Island excursion up to a Multi-day and Night adventure 90 miles into the Gulf of Mexico. Explore Fort Jefferson and experience the world-class snorkeling and beaches of Loggerhead Key at your leisure.  

Sunset & Brunch 2.5Hr Cruises are available. Dry Tortugas day trips. Tour Fort Jefferson and snorkel Loggerhead Key. 4, 6, and 8-hour and Multi-day High-end Fishing Charters. Thrilling Sunset Cruises. Express Island Tours and Adventures. Water toys are available.

PRIVATE CHARTERS

Experience the ultimate adventure with Havana Fleet in Key West, Florida. Our luxury charter boats cater to your desires, offering custom trips with tailored destinations and activities for groups of up to 12 people. From half-day to multi-day charters, every detail is addressed by our attentive captain and crew. Explore Fort Jefferson & The Dry Tortugas on our exclusive day trips. Let's plan the charter of your dreams with Havana Fleet today!

3 vessels to choose from

Our fleet of luxury charter yachts offers something for everyone. With options for a group of up to 6 or up to 12 guests on our private luxury charters.

Amazing Destinations

Our fleet offers the chance to experience remote destinations like the Dry Tortugas. Experience untouched locations just for the day or on a multi-day excursion aboard our luxury yacht.

Professional Crew

Our dedicated captains and crew are first and foremost committed to the safety of you and your guests while ensuring an unforgettable experience.

Multi Day Trips

Our fleet offers guests the chance to stay aboard and really get a feel for the yacht life. Our crew can plan an amazing itinerary for your guests. Chefs and catering are available to suit your needs.

2.5 HOUr CHARTER

Looking for adventure but don’t have all day? A 2 1/2 Hour Charter will get you on the water and offer enough time to explore some of the local sights or take in a sunset. Activities include island adventures, or sunset cruises.

4 HOUR CHARTER

Spend an afternoon or morning exploring the uninhabited offshore islands and sandbars. Have time to relax on the water and experience more. Activities include island adventures, sandbars excursions, and sunset cruises.

6 HOUR CHARTER

Spend the day on the water enjoying everything our fleet has to offer. Create a custom itinerary that includes a number of destinations and activities of your choice like a sunset cruise and our sandbar excursion or other combinations.

8 HOUR CHARTER

Have the whole day to see what is out there. A full-day charter opens the door to many remote destinations. Our charter boats can comfortably accommodate up to 6 guests on a day trip to Fort Jefferson & The Dry Tortugas.

START THE JOURNEY

Plan your trip.

Let's plan a custom Key West Charter together. Use the contact form below to tell us a little more about your trip.

7 Best Key West Private Boat Charters In 2024!

by waynekask | Mar 20, 2024 | Blog , Key West | 0 comments

Last Updated on March 20, 2024

Always On The Shore contains affiliate links and if you make a purchase, we make a small commission at no cost to you.

For more information, please read the disclaimer page . 

Are you looking for the top Key West private boat charters? If so, you’ve come to the right place!

Whether you’re looking for a half-day or full-day charter, boat trips to a private island, or a crew offering the most perfect hospitality, this list has something for you.

As an expert on Florida travel and a Sunshine State fanatic, I’ve carefully curated this list of Key West private boat charters to include only the best of the best.

Let’s dive in!

Don’t Have Time To Read The Full Article? Book The Private Half-Day Key West Boat Trip   with a 5 ⭐️ rating

Our Top 3 Picks: Key West Private Boat Tours!

Private Half Day Key West Boat Trip

Private Sand Bar Cruise On A Tiki Bar Boat

Private Wind & Wine Sunset Sail In Key West

Best Key West Private Boat Charters!

1. snorkel, sandbar & dolphin excursion in a glass-bottom boat.

Photo Credit- Floridays

Tour Rating: 5 Stars ⭐️⭐️⭐️⭐️⭐️     Length: 3.5 Hours      Check Rates Here

Make your Key West vacation extra special with one of the most distinctive charter boats available: a glass-bottom boat .

There is no better way to see Florida’s coral barrier reef and fabulously diverse sea life than through the glass on this private charter with your own captain.

Enjoy a day trip into the Florida Keys National Marine Sanctuary to snorkel.

All the while, your crew will share their wealth of local knowledge about the ocean.

Next, you’ll head to a remote island where you can explore, paddleboard, snorkel, or float in the crystal blue waters.

If you’re lucky, you may even get in some dolphin watching!

This unique experience gives you the opportunity to enjoy aspects of the natural environment many tourists never see.

Here’s what a past guest said about this tour:

“This was the single best charter boat experience we’ve ever had. Ashley, the captain, was stellar… Ashley is a great captain and she’s fun intelligent and interesting, but she also knows her craft… Of all the things we did in Key West, this was absolutely the highlight of the trip and worth every penny… Such a fantastic experience.”

Melody_K ⭐ ⭐ ⭐ ⭐ ⭐

✅ What’s included in this tour: 

Bottled water

Use of Snorkeling equipment

Cooler with Ice

Book this Snorkel, Sandbar & Dolphin Excursion In A Glass-Bottom Boat

2. Private Wind And Wine Sunset Sail In Key West

Photo Credit- Danger Charters

Tour Rating: 5 Stars ⭐ ⭐ ⭐ ⭐ ⭐     Length: 2 Hours      Check Rates Here

Turn your trip into a special occasion with a private sunset cruise in Key West .

Spend two hours relaxing on a 65-foot schooner near Opal Key Resort with great music and even greater views. 

Soak in the views while you sip on international wines, beers, and non-alcoholic beverages (full bar style).

Snack on delicious hors d’oeuvres, take pictures and chat with the crew.

Watch a spectacular sunset over the waters of Key West to finish off a perfect day.

Sophistication and beauty define this private sailing charter. You’re sure to have an amazing time.

Note: The departure time is just before sunset.

“This is the second time I went on the Wind and Wine Sail… it’s top-notch customer service and not too crowded. The wine and snacks are great and the crew is so personable. Definitely recommend this trip!!”

Tripadvisor Reviewer ⭐ ⭐ ⭐ ⭐ ⭐

✅ What’s included in this tour:

Alcoholic Beverages

Hors d’oeuvres

Book this Private Wind And Wine Sunset Sail In Key West

3. Private Dry Tortugas Luxury Charter In Key West/ Lower Keys

Photo Credit- SeaEO – Nautical Ventures

Tour Rating: 5 Stars ⭐ ⭐ ⭐ ⭐ ⭐     Length: 8 Hours      Check Rates Here

Ready for an unforgettable experience? If so, step aboard this Luxury Charter full-day tour to ensure you have enough time to do everything you want.

The captain and crew will tailor the boat ride and itinerary to your preferences.

Whether you’re looking for an intimate experience involving sunsets, want to spearfish your own lunch, snorkel above a coral reef, or visit your own private sandbar, the decision is up to you!

One option is to head to the remote and beautiful Dry Tortugas–a group of islands featuring an exceptional natural habitat.

Here you’ll find glorious white sand, beautiful waters, and historic Fort Jefferson.

It’s the perfect destination for an all-day adventure and is on many people’s bucket list.

When it comes to full-day charters in the lower Florida Keys, this is definitely one of the best.

“We had the most incredible afternoon with SeaEO and Carlos. He took us to a sandbar where we drank champagne in the ocean and watched the sun go down. Truly an unforgettable experience. Carlos tailored every moment of the experience to our wishes. We will call him every time we are in Key West from now on.”

Mary_C ⭐ ⭐ ⭐ ⭐ ⭐

Air-conditioned vehicle

Restroom on board

WiFi on board

Private transportation

Use of Snorkel equipment

Use of spear gun

  √ Book this   Private Dry Tortugas Luxury Charter In Key West/ Lower Keys

4. Private Luxury Sailing Catamaran Charter

Photo Credit- Bimini Charters

Tour Rating: 5 Stars ⭐ ⭐ ⭐ ⭐ ⭐     Length: 3 Hours      Check Rates Here

Wind, sea, and sails await on the private luxury catamaran tour .

Choose the best time for you, or opt for a dreamy afternoon sail over the crystal clear waters surrounding Key West.

Keep an eye out for sea turtles and dolphins, relax on the trampolines, or sip on cocktails while the breeze blows softly past.

You can also don snorkel gear and explore the underwater world.

This catamaran charter is a perfect way to enjoy a special day with your partner, celebrate family get-togethers, or simply celebrate life.

Rest secure in the extensive experience of your captain. This day will be worry-free and fabulous.

Snorkel, sail, and delight in the views on one of the most popular sailing charters available.

“Sitting in the netting of the catamaran and watching the water go by the snorkeling was awesome. We went out to the reefs. He was able to post up while we snorkeled.”

Jonathan_D ⭐ ⭐ ⭐ ⭐ ⭐

3-Hour Boat Tour

Book this Private Luxury Sailing Catamaran Charter

5. Private Half-Day Key West Boat Trip

Photo Credit- Native Sun Private Charters

Tour Rating: 5 Stars ⭐ ⭐ ⭐ ⭐ ⭐     Length: 4 Hours      Check Rates Here

Have a blast on the gorgeous Key West waters on this private half-day boating experience .

This boat is a one-stop shop for pure  fun . You can snorkel among tropical fish, paddle board, make sandbar trips, or even enjoy a little fishing.

Whether you’re looking for a relaxing tour of Key West or jam-packed hours of activity, this tour could make for the best day of your life.

Charter lengths can vary from 2 to 8-hour day trips, but at 4 hours, this tour could be a perfect option.

It lets you enjoy the sunshine and sea but still have half a day for other activities or pure relaxation.

“You can’t go wrong with this excursion! Captain Tim was an excellent captain and guide!! His boat and the service he provided were top-notch. All of the equipment was in great condition, and he was very knowledgeable about the best places to go for the water activities we wanted to partake in. We would love to do this again the next time we’re in Key West!”

Sarah_S ⭐ ⭐ ⭐ ⭐ ⭐

Soft drink/Pop

Use of snorkel gear

Fishing gear

Paddleboard

Book this Private Half-Day Key West Boat Trip

6. Private Sand Bar Cruise On A Tiki Bar Boat

Photo Credit- Tiki Boat Adventures

Skip the chaos of larger group sailing tours and enjoy a great day on a private Tiki boat .

A tiki boat is the perfect vessel for bachelorette parties, groups of friends, and anyone who enjoys exploring.

Join one of these Tiki sandbar tours and sip or snack on whatever food or beverages you bring along.

Keep an eye out for dolphins, turtles, and other marine life as you cruise.

This tour passes by the US Navy facilities and cool landmarks, visits Jewfish Basin (an amazing area for wildlife), and cruises into the backcountry of the Florida Keys.

“What a great time! Plenty of shade aboard which was great. The captain was a stitch! Took us through just beautiful little islands where we swam and explored a bit. Perfect half-day trip!”

Kyle_H ⭐ ⭐ ⭐ ⭐ ⭐

Ice, Cups, water

Book this Private Sand Bar Cruise On A Tiki Bar Boat

7. Private Key West Sunset Cruise

One of the best experiences you can have in Key West is watching the sunset from the quiet waters of the Gulf.

Sail through a working harbor, explore mangroves, and even try your hand at fishing.

Next, your captain will take you to one of the best spots to see the sunset.

Gorgeous views and tasty snacks and sips make this sunset charter a fabulous choice.

If you’re ready, book your charter today and enjoy an unparalleled trip through North America’s natural treasures.

When it comes to multi-activity charters, the customer service and reviews set this private charter apart.

“Great night! Loved our experience. The boat moved slowly, we saw parts of Key West we hadn’t seen and learned a few things, too. The only negative was the boat is a bit older but it got the job done for a beautiful night watching a Key West sunset! Thank you!”

Suzanne_H ⭐ ⭐ ⭐ ⭐ ⭐

Book this Private Key West Sunset Cruise

Key West Private Boat Charters – Frequently Asked Questions

How much is a private charter in key west.

Private charters in Key West range from approximately $725 dollars per group of up to six people to $4,000 or more for a group of up to 15 people.

Private charters are a great way to experience the natural beauty of Key West.

How Much Does It Cost To Charter A Boat In Key West?

The cost of chartering a boat in Key West ranges from approximately $725 dollars per group of up to six people to $4,000 or more for a group of up to 15 people.

Can You Take A Private Boat To Dry Tortugas?

Yes! You can take a private boat to Dry Tortugas.

Simply check out  #3 on this list  and book your private adventure to the beautiful remote islands of Dry Tortuga National Park. It’ll be the adventure of a lifetime.

What Does A Private Charter Boat Mean?

A private boat charter is similar to boat rentals, but you won’t have to drive the boat yourself. 

Instead, you’ll have a captain (and sometimes additional crew) to man the boat.

You can enjoy a delightful day on the water without worrying about logistics or the technicalities of boating (and no massive size groups detracting from the experience).

You also get to decide where you want to go and what activities you’d like to do during the day.

How Much Does It Cost To Take A Boat To Dry Tortugas?

It costs about $200 per person to get to Dry Tortugas on the public ferry from Key West.

However, you can also get there via a private sailing catamaran. One  private charter option costs $1,899.00 per group of 12 people.

How Do I Get To Dry Tortugas Private Charter?

You can get to Dry Tortugas via a private charter by booking this  Private Dry Tortugas Luxury Charter in Key West/Lower Keys .

Final Thoughts: Key West Private Boat Charters

Have a great time away from home on these amazing Key West Private boat charters.

They are perfect for corporate events, family outings, and romantic getaways.

From yachts and catamarans to floating tiki bars and glass-bottom boats, this list has something for everyone.

Enjoy a day sailing through the Keys with the company of your choice.

Still Haven’t Decided? I Recommend Private Key West Half-Day Boat Trip  with a 5 ⭐️ rating

Booking a last-minute trip to Key West Florida?  

If so, we have you covered.  

Top Tours in Key West  – Viator

Top Rated Hotels & Accommodations –  Booking.com

Looking To Get Around In Key West Florida?  

Check out rental car rates here! 🚗

You may be interested in these related articles: 

The Best Key West Bike Tours & Rentals In 2024!

11 Best Key West Adults-Only Hotels!

Key West Parasailing: 5 Best Tours In 2024!

The Best Shark Tour In Key West For 2024!

Key West Kayaking Tours: 5 Highest-Rated In 2024!

Key West Snorkeling Tours: 12 Best In 2024!

9 Highest-Rated Sunset Cruises In Key West In 2024!

5 Best Key West Jet Ski Tours In 2024 (& Rentals)!

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• Ticketed Cruises

Offering our most premium sailing experience, you are sure to create a memory that will last a life time. Step aboard for a classic day sail, sunset sailing, full moon cruise, or one of our special Holiday events. Learn more »

Sunset Sail

The BEST Key West sailing adventure is aboard the Schooner America 2.0! Join us aboard this stunning sailboat, and cruise with us into the magical Key West sunset! Learn more »

• Private Yacht Charters

The Schooner America 2.0 is classically designed for a contemporary experience. This is the perfect vessel that offers an elegant atmosphere for you to host a Nautical Wedding, Corporate Outing or Team Builder. Learn more »

Key West Sunset Cruise just got upgraded….

Stargazing Sail»

Schooner America 2.0 is hosting enchanting evenings of stargazing in Key West!

Sunset Sail»

Schooner America 2.0 is sailing the emerald green waters of Key West! Step aboard this stunning sailboat, and cruise with us into the magical Key West sunset!

Soak in the sun and join us for an afternoon sail on the emerald green waters of Key West.

Sailing Season»

Schooner America 2.0 starts sailing on November 13th! Grab your tickets now!

Key West Full Moon Sail»

Join us for an evening out on the water for a Full Moon Sail on Schooner America 2.0!

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Classic Harbor Line: Key West

Dedicated to providing the most perfect hospitality and sailing experience one could find in Key West, Classic Harbor Line hopes for the privilege of escorting you on a breathtaking excursion aboard the most elegant vessel in the local Key West fleet: Schooner America 2.0 . While visiting Key West, Florida you will find a number of land and water based activities. However, a classic schooner sail, whether it be a day sail, or sunset sail, is well known to be the quintessential Key West activity that will highlight your stay and be the lasting memory forever.

South Florida sightseeing is all about getting on the water, seeing the wildlife, watching the Key West sunset with a loved one, and experiencing the adventure sailing in the great Key West Florida breeze. A 2 hour sailboat ride is a great way to take advantage of your time in Key West to enjoy all of these things.

Whether buying tickets for one of our Champagne Sunset Sails, Afternoon Key West day sail, Full Moon, Star-Gazer Sails; or Privately Chartering the schooners for a special family event or corporate event, you will be amazed by America 2.0’s beauty and comfort. It is maintained by the same creators of Key West’s former pride, Schooner America.

Classic Harbor Line is not only known for operating with amazing sailboats and classic yachts in Boston, New York, Newport, and Key West, but they are also renowned for their outstanding hospitality and customer service. You will find your captain and crew extremely capable, accommodating, helpful, and friendly whether you are spontaneously buying tickets for a classic day sail or planning your one-of-a-kind wedding day.

JOIN OUR MAILING LIST

See our calendar of events, private yacht charters.

Sail out into the emerald green waters of Key West and impress your guests. Step aboard the legendary Schooner America 2.0 for a private charter. This yacht is perfect for Corporate outings, Birthdays, Anniversaries, Weddings, Team Building and more. Read more »

PUBLIC EVENTS

Sail out into NY Harbor and impress your guests. Step aboard one of our classic vessels for a private charter. These yachts are perfect for Corporate outings, Birthdays, Anniversaries, Weddings, Team Building and more. Read more »

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Sale yacht in Moscow

36 yachts for sale in moscow, customer reviews, popular destinations.

• Sell yacht in Moscow
• Sell yacht in St Petersburg
• Sell yacht in Vladivostok
• Sell yacht in Samara
• Sell yacht in Saratov

Moscow is the largest city and historical capital of Russia, the country's most popular tourist center and the center of the Russian Orthodox Church. In this metropolis, antiquity and modernity are whimsically combined, numerous cultural and historical sights, viewing platforms and entertainment centers make it a center of attraction for tens of millions of tourists from all over the world.

• Price: low to high
• Price: high to low
• Estimate price

• Length 6.90 m
• Beam 2.50 m
• Draft 0.60 m

• Length 6.00 m
• Beam 2.00 m
• Draft 0.00 m

• Length 6.06 m
• Beam 2.36 m
• Draft 0.40 m

• Length 11.80 m
• Beam 3.00 m
• Draft 1.00 m

• Length 8.00 m
• Beam 2.40 m

• Length 8.10 m
• Beam 2.80 m

• Length 10.75 m
• Beam 3.56 m

• Length 8.13 m
• Beam 2.60 m
• Draft 0.90 m

• Length 7.16 m
• Beam 2.58 m

• Length 7.06 m
• Beam 2.55 m

• Length 11.50 m
• Beam 3.50 m
• Draft 0.95 m

• Length 7.05 m
• Beam 2.70 m

• Length 7.01 m
• Beam 2.59 m

• Length 5.81 m
• Beam 2.26 m

• Length 16.20 m
• Beam 7.00 m
• Draft 1.20 m

• Length 9.44 m

• Length 14.00 m
• Beam 4.80 m
• Draft 1.10 m

• Length 9.99 m

• Length 11.88 m

• Length 9.60 m
• Beam 3.05 m
• Draft 1.45 m

• Length 8.60 m
• Draft 0.50 m

• Length 17.80 m
• Beam 4.90 m
• Draft 1.35 m

• Length 8.25 m
• Beam 2.97 m
• Draft 0.59 m

• Length 18.00 m
• Beam 5.80 m
• Draft 1.40 m

• Length 11.40 m
• Draft 0.80 m

• Length 12.30 m
• Beam 3.95 m

• Beam 4.50 m

• Length 16.00 m
• Draft 1.30 m

• Length 10.00 m
• Draft 0.89 m

• Beam 8.00 m

• Length 9.45 m
• Beam 3.30 m
• Draft 1.98 m

• Length 8.67 m

• Length 10.53 m

When planning to buy a yacht in Moscow , pay attention to the offers of 2yachts - we hope you will find a suitable option among current and profitable ads from direct sellers.

Sights of the Russian capital

On the territory of the largest city in Europe with a 9-century history, there are many interesting places and objects. Some of the best attractions of modern Moscow are:

• The Kremlin and Red Square, with which it is worth starting to get acquainted with the city;
• Arbat - the main tourist artery of Moscow;
• The business center of the city with skyscrapers is Moscow City with viewing platforms, including a 360-degree circular view of the capital;
• The Bolshoi Theater is one of the most significant in Russia and the world;
• Tretyakov Gallery with the world's largest collection of Russian painting;
• Ostankino TV Tower, the country's main television tower 540 m high with 2 viewing platforms - open type and glazed at different levels;
• St. Basil's Cathedral (Cathedral of the Protection of the Holy Virgin);
• The historical district of the capital is Kitay Gorod.

It is also worth visiting the river berths, beaches (in Rublevo, Strogino and Serebryany Bor) of the Moscow River, Kolomenskoye Museum-Reserve, Moskarium Oceanography Center, Novodevichy Convent, Moscow Planetarium, Darwin Museum, Zaryadye Natural Landscape Park and Exhibition of Achievements of National Economy (VDNH).

The best restaurants in Moscow: Pushkin, Balzi rossi, Wine & Crab, Osteria della Piazza Bianca, White Rabbit, Björn, Northerners, Beluga, Lavkalavka and others.

Yachting in Moscow

You can leave your yacht parked in Moscow at the pier of one of the many yacht clubs on the banks of the Moscow River and the Khimki Reservoir - for example, on the territory of the Yacht Port “Estate Port” with 36 berths for vessels up to 15 m long or in CHALET RIVER CLUB yacht club on the border with the Moscow region with 57 berths for vessels up to 17 m long and with a draft of up to 1.7 m. If you are interested in selling yachts in Moscow , we recommend that you use the services of one of the trusted yacht brokers in the region, for example - PRESTIGE YACHTS, ULTRABOATS, IY C or WEST NAUTICAL.

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THE 10 BEST Moscow Boat Rides & Cruises

Boat rides & cruises in moscow.

• Boat Rentals
• Scuba & Snorkeling
• Fishing Charters & Tours
• Water Sports
• Stand-Up Paddleboarding
• Surfing, Windsurfing & Kitesurfing
• Kayaking & Canoeing
• Waterskiing & Jetskiing
• Parasailing & Paragliding
• River Rafting & Tubing
• Dolphin & Whale Watching
• Speed Boats Tours
• Submarine Tours
• 5.0 of 5 bubbles
• 4.0 of 5 bubbles & up
• 3.0 of 5 bubbles & up
• 2.0 of 5 bubbles & up
• 3rd Transport Ring (TTK)
• District Central (TsAO)
• Garden Ring
• District Northern (SAO)
• Good for Big Groups
• Good for Couples
• Good for a Rainy Day
• Budget-friendly
• Good for Kids
• Hidden Gems
• Honeymoon spot
• Good for Adrenaline Seekers
• Adventurous
• Things to do ranked using Tripadvisor data including reviews, ratings, photos, and popularity.

1. Flotilla Radisson Royal

2. Moscow River Boat Tours

3. Sup-Club

4. Akvanavt Diving Centre

5. Diving Center Crocus City Oceanarium

6. CheapRussia Tours

7. Kite School Kiteclass

8. SUP Center

9. Erwin. Reka

11. Easy Russia Tour Guide

12. Lovely Russia Tours

13. Capital River Boat Tours - Moscow Centre

14. Alfa Centr

15. Diving Club Divers

16. Sup Outdoor

17. MORE MOSCOW

19. Soho Sailing Style

20. Diving Center Crocodile

21. Dive-Project

22. Mosparokhodstvo

24. Kosinskiy Children Marine Club

25. Kayak Moscow

26. DIVECLUB CHE

27. Moswake

28. FLOW Moscow

29. Morskiye Volki

30. S-cruises

What travelers are saying

• CheapRussia Tours
• Easy Russia Tour Guide
• Lovely Russia Tours
• MORE MOSCOW
• Insider Moscow Tours
• Flotilla Radisson Royal
• Moscow River Boat Tours
• Capital River Boat Tours - Moscow Centre
• Diving Center Crocus City Oceanarium