Fair Winds Sailing Co, Destin, FL - logo

Experience Destin in a whole new way.

 fair winds sailing co.

Sail along Destin, Florida's Emerald Coast aboard "Selah," a classic 32 foot sailboat. Charter your own specialized adventure with a licensed and experienced sailing captain to create memories that will last a life time.  We offer private sailing tours for up to six people that include day time sails, sunset cruises, dolphin tours and more!

A Sailboat With A Story.

Sailing vessel Selah is a beautiful boat with a strong family history and connections to the local area. She is a sea worthy vessel that has sailed all over Florida and the Bahamas, but now take guests out on sailing adventures here in Destin. Her most unique feature is a large bowsprit that is the perfect spot for viewing dolphins and other sea life or taking in the sunset.   Whether you are sailing for the first time or are have lots of experience, we offer an excellent opportunity to relax and unwind as we explore the Gulf of Mexico, Choctawhatchee Bay and the Destin Harbor.

Selah is also equipped with plenty of dry storage, a cooler with ice for drinks or snacks you may want to bring along and complimentary bottled water. 

Fair Winds Sailing Co prides itself on providing an unforgettable opportunity to experience the joy of sailing and everything Destin has to offer. That's why we want to help you get the most out of your trip. Whether it's taking the whole day to explore the coast, getting the best spot to watch fireworks or planning the perfect evening with your significant other, we can make it happen.

Book Online  today! or call 850-502-0664

Guests aboard Selah watch as a dolphin swims along with the boat in Destin, Florida.

Daytime Sails

We'll raise the sails, turn off the motor and head out in to the Gulf of Mexico for a day that's relaxing and exciting. Stand on the bowsprit and watch dolphins swim under your feet as they follow the boat. Lay out on the deck with a cold drink. It's the perfect way to spend an afternoon.

Sunset cruise aboard our sailboat Selah on Choctawhatchee Bay, Destin, Florida.

Sunset Cruises

End the day with a picture perfect cruise on Selah. Watch the sunset over the clear waters of Destin, then cruise through the harbor as Destin lights up the night. It's a great opportunity to share a bottle of wine with friends or to top off a romantic getaway. 

A beautiful and initmate wedding ceremony aboard sailboat Selah.

Specialty Excursions

Captain Harbor can customize your sailing trip to make your day with Fair Winds Sailing Co unique and memorable. Book Selah for an engagement shoot or an intimate wedding ceremony. Turn your trip into an all day experience. Ask for a hands-on sailing tutorial. We also offer packages for special events like fireworks cruises,  moonlight sails and more.

[email protected]

850 502 0664

Captain Harbor raises the sails on Selah during a trip with Fair Winds Sailing Co.

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  • Crab Island Adventure
  • Snorkel Adventure
  • Sunrise Sail
  • Sunset Adventure
  • Dolphin Adventure
  • Santa Rosa Islands
  • Proposal/Anniversary
  • Fireworks Adventure
  • Photo Gallery
  • Current Weather
  • Wind Forecast
  • Local Regattas
  • Surf Forecast
  • Sailor Slang
  • What makes a good sailor?
  • The Ocean Race

Exclusive Catamaran Sailing Adventures

Spring break 2024.

Mins Minutes

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Come explore the majestic waters of the Emerald Coast!

Catamaran sailing in the emerald coast sun..

Are you visiting the Destin, Okaloosa Island, Navarre Beach area and needing a little adventure in your life? This is what you're looking for aboard catamaran Destin Sailing Adventures. The boat is a Stiletto 27 Special Edition Catamaran, designed to provide maximum sailing pleasure and performance over a wide range of wind and sea conditions. Made for adventure and racing, so it offers plenty of excitement and comfort for any occasion. The boat is outfitted with a 20hp motor, so if the wind isn't blowing we can still get out and play! Charter comes with a local captain to take you to all the local spots, while you sit back and relax.   

We offer an array of private tours, cruises, and adventures at a reasonable price. The longer you book the more fun you can have and the more money you’ll save. These are private charters, so you won’t be with a huge crowd during these unprecedented Covid 19 times. Just you and the people you bring. Come explore Crab Island, Sunset cruises, Sailing lessons, Dolphin Tour, Snorkeling, Marriage Proposals, Birthdays, sightseeing tours, Anniversary celebrations, and more with us today.    

We are dedicated to making sure you have a great time while visiting the Emerald Coast. All trips include up to 6 Guests, Licensed Captain, cooler with ice, bean bag chairs, sound system, and a head (bathroom). Our Captain has 15 years of local experience racing/sailing along the Gulf Coast of Florida and more! Please contact us for special requests such as sailing to Navarre Beach (Juana's Sailors Grill), Sandestin (Baytown Wharf),Etc. Some of the best catamaran sailing adventures Destin, Okaloosa Island, Santa Rosa Island has to offer!

Jetty East Snorkeling

Usually one of the busiest spots during the summer, so book your trip early to beat the crowds.

Snorkeling with a Manatee.

Early bird got the manatee this day!  

Spanish Mack

Up close and personal to a Spanish Mack doing its thing!

Pick up location

Adventure marina, okaloosa island.

1201A Miracle Strip Pkwy SE, Fort Walton Beach, FL 32548, USA

850-217-3448

"A ship is always safe at the shore, but that is not what it is built for."

Albert Einstein

Destin Sailing Adventures

1201B Miracle Strip Pkwy SE, Fort Walton Beach, Florida 32548, United States

Copyright © 2023 Destin Sailing Adventures - All Rights Reserved

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Destin Boat Tours

Escape to paradise and create lifelong memories.

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destin fl sailboat cruises

Luxury Sailing Charters In Destin, Florida

Come sailing with us! We are East Pass Sailing Company, and we offer an extraordinary experience onboard our luxurious 45′ Beneteau sailing yacht, the Space Dancer. With our experienced captain at the helm, you can explore Florida's stunning Emerald Coast and sail into the clear blue water of the Gulf of Mexico. It's time for you to enjoy the good life with our Destin sailing charters.

Consider spending a day of family fun with our boat tours, dolphin cruises, and fireworks cruises. Destin boat tours are a memorable experience the whole family will love. Watch our resident bottlenose dolphins at play and search for local marine life along the Emerald Coast. We offer the best boat tours with a catered dinner cruise or sunset cruise in Destin Harbor for a romantic date night.

Space Dancer is the ideal yacht for luxurious sailing. Up to six passengers can sail with three comfortable cabins, three private bathrooms, a full galley, and plenty of room to stretch out and enjoy. You can enjoy morning coffee along the Emerald Coast, afternoon dolphin excursions, and cocktails with a beautiful sunset.

destin fl sailboat cruises

Relaxing. Luxurious. Scenic.

destin fl sailboat cruises

4 Hour Sunset Swim and Sail

Looking for something cool to do in Destin Fl? Join us for a Sail and Swim cruise! This 4 hour cruise is for the sailor who wants enough time to sail and go for a swim (swimming optional). There’s no rush! Get some real open water and hands-on experience and/or anchor up at the Cove or the Island and explore the beach. Great for family or social events.

- This excursion is also the best opportunity for the avid sailors to get open water and hands-on experience at the sails and helm of a tall luxury sailing yacht. - Capt Chris 👍

destin fl sailboat cruises

3 Hour Sunset Sail

A cruise along the coastline - a unique experience for the family or friends. Sail in the Gulf of Mexico for a 3 hour sunset cruise perfect for the folks who want more time in open water or cruising the beach.

- This trip affords more time to the sailor who is interested in a hands-on experience at the wheel and sails. - Capt Chris 👍

destin fl sailboat cruises

2 Hour Sunset Sail

Sail along the coast for a 2 hour sunset cruise perfect for a romantic evening or a family friendly adventure to wrap up a day. The perfect bite-sized experience for the folks who just want a nice evening cruise, but not venture too far from shore.

- This cruise is great for small children and first-time boaters. The experienced sailor should look at the 3 or 4 hour cruises - Capt Chris 👍

destin fl sailboat cruises

4 Hour Gulf Sailing Adventure

Looking for something cool to do in Destin Fl? Join us for a Sail and Swim cruise! Take a 4 hour cruise down the coastline, or split the trip between sailing and swimming! Anchor up at the Cove or the Island and go for a swim. Explore the sugar white sandy beaches. Plenty of time, there’s no rush! Great for family outings or social events.

destin fl sailboat cruises

3 Hour Gulf Sailing Adventure

A cruise along the coastline - a unique experience from the best side of Destin. Sail along the Emerald Coast for a 3 hour cruise perfect for the folks who want more time in open water or cruising further down the beach.

- This cruise also affords more time to the sailor who is interested in hands-on instruction at the wheel and sails. - Capt Chris 👍

destin fl sailboat cruises

2 Hour Gulf Sailing Adventure

Set sail for a 2 hour sailing excursion along the Emerald Coast to see the best side of Destin. The perfect bite-sized adventure for the folks who want to explore the Gulf along the coastline, but not venture too far from shore.

destin fl sailboat cruises

3 Hour Sunset and Fireworks

Join us for an evening you’ll never forget. This 3 hour Sunset and Fireworks cruise is the absolute best combination of an authentic sailing experience, an Emerald Coast sunset, and the famous Destin fireworks display. We’ll take a tour around the Harbor, sail in the Gulf of Mexico, before making our way into the calm waters of the protected East Pass and get right up near the show. The “SpaceDancer” a 45 ft Beneteau M445, and her amazing USCG licensed crew are ready to make your evening special.

- It doesn’t get much better than this y’all. These are my favorite cruises we offer and the ones that truly leave our guests with smiles that last all the way home. Many of my favorite locals pick these trips way in advance, so book yours quick today - Capt. Chris 👍

Why choose us?

Premier Boat Tours In Destin Florida

We offer more than an ordinary boat tour. Space Dancer is an authentic sailing yacht with ample space for six guests. Our private charters in Destin can curate special trips for you. Experience our half-day and full-day luxurious boat tours. You'll enjoy the service of an experienced local captain and mate on every sailing.

Spend a perfect day on the water with an authentic Gulf sailing charter experience. Relax and enjoy the sun and sea. The Destin area has plenty of amazing restaurants and we can arrange a catered meal to enjoy onboard. Feel free also to bring your own food and drinks or beverages of choice.

Space Dancer is a luxurious 45-foot Beneteau sailing yacht with ample space for six passengers to enjoy a private boat tour, dolphin cruise, catered dinner, and fireworks cruise. You'll sail around Destin, Florida in style.

The Emerald Coast is the ideal location for scenic boat tours. Whether it's a daytime dolphin cruise, a fireworks cruise, or a sunset tour, you'll have an amazing time with a picturesque view from every spot on our spacious top deck.

destin fl sailboat cruises

Destin, Florida

On a visit to Destin, FL, you'll enjoy miles of white sand beach ringed by emerald green water. Take a scenic boat tour from Destin Harbor to explore the Emerald Coast and Gulf of Mexico for dolphins, sea birds, and Florida's well-known sandbar islands.

Fort Walton Beach and Okaloosa Island are just a quick drive from Destin if beach hopping is your goal. Enjoy sugary white sand beaches and inviting water that beckons visitors to fish, swim, play, and enjoy a variety of water sports. Destin has been called "the world's luckiest fishing village," and anglers can fish from shore or head out to the Gulf of Mexico for deep-water action. Seafood features heavily on most menus in the area, with restaurants serving the local catch of the day.

Frequently asked questions

What should i park for a sailing boat charter.

When packing for a sailing boat charter, bring lightweight and comfortable clothing that can be layered for different weather conditions, a hat, sunglasses, sunscreen, and non-slip shoes. You may also want to bring a waterproof bag to protect your belongings, and any medications or personal items you may need.

What safety measures are in place on a sailing boat charter?

Charter companies are required to follow safety regulations and standards, and should provide safety equipment such as life jackets, fire extinguishers, and first aid kits on board. It's also important to listen to the safety briefing and instructions given by the skipper or crew and to follow any rules or guidelines provided.

Are there going to be other people on the boat with us?

No. All our trips are private. Just you, your loved ones and our captain.

What are some common sailing terms?

Some common sailing terms include port (the left side of the boat when facing forward), starboard (the right side of the boat when facing forward), bow (the front of the boat), stern (the back of the boat), and keel (the bottom of the boat).

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Private Yacht Destin

Your very own private yacht for a day!

Enjoy cruising the clear waters of Destin, Florida on a super-clean, professionally maintained yacht.  Celebrate those special moments in life with a Sunset Cruise under the stars on the Destin harbor. Or let loose with a fun Crab Island Excursion with family or friends.  If you prefer to Fish,  we provide a comfortable, air conditioned yacht the whole family can enjoy.

Destin Private Yacht

We make unforgettable moments!

Fun in the sun with Destin Private Yacht Charters – your super-clean, family friendly charter on the beautiful Destin Harbor.  Book your unforgettable moment today!

Destin Private Yacht Charters

Call us 24/7 for Reservations: 850-424-1119

Address 314 Harbor Blvd, Slip 1 Destin, FL, 32541

Hours Monday – Saturday: 8:00 AM- 8:00 PM

OUR YACHT TRIPS AND RATES YOUR CREW PHOTO GALLERY CONTACT

destin fl sailboat cruises

Captain Jambo's

Destin .

destin fl sailboat cruises

Call Now! 850-888-8FLY

destin fl sailboat cruises

AS FEATURED IN...

destin fl sailboat cruises

Parasailing Banana Boat Rides Reef Snorkeling Private Catamaran Tours

destin fl sailboat cruises

Captain Jambo's Destin Parasail is the Best!

Engagement Sailing Cruise

Just Engaged in Destin Fun Ways to Get Engaged

Sailing in Destin FL

Captain Jambo's Destin Harbor - Destin Sailboat Cruise

Why Choose Jambo's?

High-quality, small group tours are our specialty, experienced captains, family-owned, beautiful beach side setting, you will never feel like one of the herd.

Beach & Destin

Available !!

​ Looking for Things To Do in Destin, Florida?

Journey no further than Captain Jambo's Destin Harbor! Whether you embark on our signature parasailing adventure, or you relax and take it easy on our small group, catamaran sailing cruises, we invite you to not just explore with us, but hang out and enjoy the beauty Destin has to offer!

Captain Jambo's is a family-owned and operated business. We pride ourselves on making your adventure one-of-a-kind, tailored to your family and friends! Our jovial owner & captain, Jason, is a native of Destin, Florida with over 25 years experience on the water, so he can tell you a tale or two on your parasailing ride , Destin style!

Every day is a perfect day at Captain Jambo's! Our happy hut is conveniently located beside June White Decker Beach Access. (Restaurant RD, Destin Florida 32541.) There is plenty of parking and good food nearby. We are nestled between Silver Shells Resort and The Back Porch! So walk on over, or drive in, and fly with us!

Click on Photos to Learn More

destin snorkel

PARASAILING

Dolphin tour, parasailing and sailing cruise prices, parasail prices, anyone can do it, if you can sit you can fly longest flights at the best price 90% of parasail companies quote a 10-12 min ride, but always give 7. we guarantee our flight times and fully disclose them. small groups of 6 only, not 12-15   800' line for flight (highest legally)                10-12-minute flight             **click booking button to see online spring break special ** non-flying passengers (as available) click book now button non­flying passengers are accepted when space­ is available. discounts cannot be combined with any other offers.   call for parasailing/dolphin tour availability (april, may, sept-dec), snorkeling prices.

Small Groups means Personalized Tour!

Up to 6 snorkelers per trip

3-6 Hour Trips Available

All Ages Welcome

Starting at $450 for 3-hr trip

Includes at least 2 snorkel spots.

Snorkel gear & ice/cooler provided.

Gratuity & refreshments excluded.

Dolphin Cruise Prices

The BEST RATED Dolphin Tour of Destin!

The CLOSEST Dolphin Viewing!

Up to 6 people per trip

2-6 Hr Trips Available

Book Catamaran by the Hour

Infants, Children, Adults Welcome!

   **See Sailing Prices Below** 

Want to share the cost? Grab another family from your condo and have fun together!

Catamaran Sailing Tour Prices

Crab island.

Per Boat for Up to 6 Passengers

3-Hour Trip                   $450

4-Hour Trip                   $600

5-Hour Trip                   $750

All Day, 6 Hours              $875

Sunset Sail 2-Hr               $375

Sunset Sail 3-Hr              $500

Fireworks Cruise 1.5-Hr      $375

(Thursdays, May 28 - Sept 3)

Sunset/Fireworks 3.5-hr      $600

Catamaran holds up to 6 passengers per Coast Guard Regulations

Ice-filled chest included.

Just bring drinks and snacks!

Gratuity excluded.

​ Fee Added To Credit Transactions

Use Cash for Best Price

Camera Packages

Our staff knows the best parasailing shots.

Have your Destin, Florida parasailing photographed using a high definition, Nikon camera for $30 for the 1st flight (up to 3 people) and $10 for each additional flight. 25-60 photos are taken and handed to you on SD card.

Video yourself with a GoPro selfie stick camera in hand while you parasail for $35!

Superstar yourself with both for $55!

Sailing Cruises of Destin

Hop aboard our sailing catamaran for some summer fun with the whole family! We offer quality, small group tours to fit your group size and budget. Charter our 6-passenger sailboat privately or come with another family or couple to share the cost! Destin snorkeling excursions are tailored to your groups fitness level and interests. We look at tide tables and weather conditions to ensure safety and the best water clarity. Dolphin tours take you out to the Gulf of Mexico and the Choctawhatchee Bay, where ever our mammalian friends may be swimming! If you take a dolphin cruise, have your camera ready; the dolphins are much closer to you on a smaller boat. So join Captain Jambo's Destin Harbor for an intimate sailing experience to enjoy Destin's beauty! Click here for more on sailing in Destin, FL .

Parasailing Destin with Us

Come aboard one of Destin's only 6 passengers boats for your Destin parsailing adventure! Don't waste time waiting 30-45 min at the dock. Here we make it easy with check-in on the boat and we ask that you arrive 15 min ahead of time. In the summer we add add a fun shuttle boat ride, where marine life can be spotted along the way on your fun-filled ride to the Gulf of Mexico!

We give a 10-12 minute parasail flight , the longest in Destin. Do the math on the harbor boats that hold 12-15 passengers. They are unable to provide the parasail times they quote. And with 23 years experience, our owner/captain Jason is there to extend quality and safety to your Destin parasail experience!

Click here for more on our parasailing in Destin !

Join Captain Jambo's for Your Destin Boat Fun!

FREE PARKING & EASY ACCESS ON DESTIN HARBOR !

Sailing Moby

Sailing Moby

Sailing, snorkeling, fishing & dolphin adventures in destin, fl, choose your adventure.

  • Info Up to 6 people
  • User All ages
  • Hour Glass 3 hours

Swim & Sunset Sail

Swim & see beautiful Sunsets with Sailing Moby and create your own customized trips based on your preferences.

  • Hour Glass 2 hours

Sunset Sail

Enjoy Florida’s sunset on this 2 hour private cruise

3-Hour Daytime Swim & Snorkel

Crab Island, Snorkeling, Dolphins & More! Sailing Moby offers Crab Island cruises, Snorkeling, Dolphin tours, Destin Harbor tours, Sunset Cruises, Sailing, Fishing, and Swimming

  • Hour Glass 4 hours

4 Hour Fun Day Swim, Sail & Snorkel

Sailing Moby offers Crab Island cruises, Snorkeling, Dolphin tours, Destin Harbor tours, Sunset Cruises, Sailing, Fishing, and Swimming!! We create customized tours based on your preferences. It’s your trip, you tell us!!

2 Hour Day Sail

Sailing Moby offers Crab Island cruises, Snorkeling, Dolphin tours, Destin Harbor tours, Sunset Cruises, Sailing, Fishing, and Swimming! We create customized tours based on your preferences. It’s your trip, you tell us!

  • Hour Glass 5 hours

Fun Day Cruise

Enjoy a private cruise with Sailing Moby. Create and customize trips where you can go snorkeling, dolphin watching, sunset sailing, and more.

  • Hour Glass 6 hours

6 Hour Swim, Sail & Snorkel

Experience the thrill of a 6-hour sailing adventure with Swim, Sail & Snorkel in the breathtaking waters of Moby. Encounter dolphins, explore Crab Island, and create memories that will last a lifetime.

Sailing Moby offers Crab Island cruises, snorkeling, dolphin tours, Destin harbor tours, fishing, sailing the beautiful gulf and area bay waters, and MORE! 

We create customized tours based on your preferences, for up to six passengers.  It’s your trip, you tell us!

Top reviews for our tours ★★★★★

Sailing Moby

We fished, snorkeled, played and soaked up the sun! We had fun watching the dolphins play! They never rushed us and made sure we were entertained! Would highly recommend going out with them! You won’t be disappointed!

We had so much fun sailing with Ladd and Tracy! They made us feel right at home and never rushed us! We saw lots of dolphins and caught some fish! We enjoyed snorkeling and jumping off the boat into the cool water! It was so fun and relaxing! They told us a lot about the area and we learned so much! You won’t be disappointed!

on the water ever, fun for all ages, wonderful husband and wife duo to help you accomplish everything you want, look no further! We will be repeat customers year after year, thank you, Tracy and Ladd, for the best day. Kasen says it was the best day ever!

Sailing-Moby

Capt. Ladd and Sebastian showed us an amazing time. Dolphins playfully swam along with the catamaran, we spotted a beautiful manta ray, our 10year caught fish off the back. The ocean’s colors were majestic - a totally phenomenal time - THANK YOU sailing Moby!

Our family of 5 had an awesome time sailing the Moby! Ladd and Tracy were so sweet and took great care of us! They took us to see dolphins, we did snorkeling in two different areas, my kids jumped from the top of their boat and we even did some fishing! Our sons were so excited to catch a blue fish and a Spanish Mackerel. To top it all off, Tracy took a lot of amazing photos of us as a family, candid photos and action photos and she sent them to us a couple days later to cherish forever. Please book them on your trip, you will NOT regret it!

Ladd and Sebastian were great! They let us choose where we wanted to go, what we wanted to do and how long we wanted to be there. We were very thankful for their expertise as well. We went to find dolphins first, to avoid the choppy water. Found a pod of 4 dolphins and they were amazing. We were also able to reel in a few fish off the back of the boat! Then we came into the bay to snorkel for a bit. Decided we wanted to go to deeper water to jump off the boat. Ladd took us over to the harbor and parked us perfectly. Bonus: they took pictures of us having fun and emailed all the pictures the next day. Loved the fact that it was just our family of 5. Overall great experience. Kids: ages 8, 11, 13.

Sail Away Destin

  • Crab Island

Your Own Private Charter

Join Captain Bryan Klein for the adventure of a lifetime on your luxurious and spacious 24-foot Tri-Hull private pontoon charter, with plenty of lounge space in the sun and a large, shaded area under a covered canopy. Feel free to bring your drinks and snacks (glass is acceptable); we will provide a cooler full of ice for your convenience. There is a bathroom on board, with a covered private space for the ladies (with room for changing). The boat also has a great sound system and is Bluetooth enabled, so; please bring your own choice of music!

Regular Charter Rate

$150 per hour up to 6 people  Additional time may be booked

Sunset Cruise Rate

$300 for two hours up to 6 people. Additional time may be booked

Fireworks Cruise Rate

$300 for 1½ hours up to 6 people. Memorial Day - Labor Day -9PM Mon & Thurs

Award Winning

Sunset Cruise

Can you imagine watching the sunset on the open waters with beautiful white beaches and the sun setting as the backdrop to your perfect evening? This cruise is great for families, or for couples who would like to enjoy a romantic view.

Fireworks Cruise

Fireworks Cruise

Take a Fireworks Cruise along Destin Harbor at Harborwalk as a fantastic finale to your perfect day in paradise. Fireworks Cruises are only available from Memorial Day to Labor Day, starting at 9 PM on Mondays and Thursdays.

Fun Included!

Snorkel Gear, Paddleboard, 15 x 6 Lilypad, Noodles, Nets, Football, Frisbee, Volleyball, Skip Ball, and a cooler full of ice.

Party On Crab Island

Party On Crab Island

Crab Island is one of the most popular places for a boat outing in the Destin area. Crab Island is a large sandbar with waters of depths from 1 to 3 feet where you can enjoy partying, water sports, family fun, snorkeling or sunbathing.

Snorkeling

Snorkeling Tours

Snorkeling the waters of Destin, Florida you will find all types of interesting treasures and creatures, such as hermit and blue crab, shells and sandollars. Our snorkeling charter includes everything you need for this fun-filled adventure.

Dolphin Excursions

Dolphin Excursions

Enjoy the fascinating marine life of Desitn on a Dolphin Excursion. This is the perfect charter to enjoy with the whole family or for couples. Come with us for a Dolphin Excursion and see these friendly and enchanting creatures for yourself.

Paddleboard +

15-foot Lily Pad

Crab Island charter"

Capt. Bryan gave us a great Sunset Cruise adventure. Having grown up in the Destin, he is very knowledgeable about the area and the marine life. He gave us a fantastic cruise! He has ice chests on hand for your snacks and drinks, has an awesome sound system for your playlists and will even take pictures of your group, if you like. He makes everyone feel right at home on the water! Will definitely book more adventures with Capt. Byran!

From the moment we got down to the docks, Captain Brian was a true Southern gentleman. Helping everyone onto the boat, placing our supplies in the cooler in his newer pontoon. He was very informative regarding the area has he has been in the Destin area from a boy. Great suggestions of what to do, restaurants, night life etc. On this particular trip we got to see dolphins, turtles, and moon jellyfish. Brian is entertaining and a wealth of information.

Thank You to our Friends & Guests!

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Smile N' Wave

Sailing Charter & Tours in Destin, Florida

Pricing & Booking

Swimming & Snorkeling

Swim & Snorkel

Starting at $525

Sunset Sail

Sunset Sail

Starting at $425

Seasonal Fireworks

Seasonal Fireworks

Starting at $350

Swimming & Snorkeling

Tour Highlights

  • Sail Destin's emerald green waters
  • Licensed and experienced captain at the helm
  • Morning, afternoon, or sunset charters are available
  • See dolphins and other marine wildlife

Included in tours

  • Safety Equipment
  • Sound System
  • Experienced Captain
  • Refreshments (water)
  • Snacks (upon request)
  • Hands-on Instruction (optional)
  • Onboard restroom facilities

Excluded Items

  • Beach towels
  • Food & Beverage

Tour & Charter Packages

Smile N Wave Sailing Fleet has various charters for customizable two to eight hours of customizable trips, such as a snorkeling tour to make it a day full of fun and aquatic activity paired with a Sunset Sail. Or combine one of our Sunset Cruises with a Moonlight Cruise to make it a romantic evening for two.

Nice Tri" is powered by a Yanmar diesel engine and is 39 feet long. We can take up to 6 guests at a time. Our crew can take guests sailing three miles out into the gulf. We supply coolers full of ice, so you can bring what you want to eat and drink. There is a restroom on board. The boat also has a stereo system where you can plug in your iPhone and listen to your favorite music. There is plenty of dry storage as well.

Rates are subject to change, 1-6 people—minimum  of 2.5 hours .  Tours for more than 3 hours are available. Call for more information.

Don't want to book online? You can avoid additional fees by calling and paying cash with a memo.

Booking Details

Reservations require a credit card on file, but no charge will occur until cruise day. Please bring the method of payment at the time of the cruise. We accept cash and credit card (3% credit card processing fee). A gratuity of 20% or more is customary. The Captain will meet at their slip located at 404 Harbor Blvd (go to the docks in the back). The charterer must arrive at least 15 min early to receive a safety briefing.

Booking Cancellation Policy

Customers may cancel for at least 72 hours before the charter date. However, if you book online, pay in advance, and need to cancel after you book, there will be a $100 cancellation fee. There's an option when booking online to pay the deposit only, and when using that option, you will not be charged that fee if you need to cancel. Customers that cancel within 24 hours of your charter will not be eligible for a refund. If weather or waves are unfavorable, you may reschedule the trip for a later time/date, or we will issue a refund. No-shows will not be refunded. Reschedules are permitted if the captain determines conditions and forecasts are unsuitable for a safe charter.

Booking Terms of Service

  • Must be at least 18 with a valid ID to book this activity and sign the charter agreement
  • The charter agreement will be presented upon arrival
  • Charter can accommodate up to 6 passengers ONLY
  • Customers may bring an iPod or phone for listening to music while on the charter.
  • Restroom facilities are available on the dock before departure and onboard the sailboat
  • Glass beverage bottles or containers permitted

Departure Details

The sailing yacht is available for booking all year round. Departure times vary depending on the type of trip booking. Customers may depart as early as 9 am. Duration: 2.5-10 Hrs.

Our location is at 404 Harbor Blvd, behind the Marina Cafe. Marina Cafe is between Beauchamp's restaurant and The Inn on Destin Harbor. There is a blue stairwell leading to the docs on the east side of Marina Cafe. If you are going west on Hwy 98, a U-Turn may be required.

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