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Catamaran Charters Cayman

  • The Leopard 41 Powercat

Half Day Sails

Full day sails, sunset sails, multi day charters.

  • Lunch Options

Sail Cayman

PRIVATE CAYMAN CATAMARAN CHARTERS

The Leopard 41 Powercat

New Yacht "The Leopard 41 Powercat" Newly Arrived View Detail

"Cayman Catamarans" is the newest sailing catamaran introduced by the parent company Sailcayman Ltd; established in 1996 Sailcayman is one of the longest established and well respected Private Charter Companies in Grand Cayman. Hailing from Ireland, Neil Galway the company owner/operator has lived on island since 1987 and recognized the trend towards sailing Catamarans. "The modern day Cat offers Great Speed along with Stability and heaps of space to spread out and Relax"."Tom Cat"is the Newest Sailing Catamaran on Grand Cayman and at 39' this 2014 Built Lagoon is state of the Art, with capability to carry Private Charter Parties of up to 20 passengers comfortably. Our concept with "Tom Cat"is to provide a very relaxed excursion spending more time at each and every spectacular location, with Charters ranging from 3-8 hours duration.

About Cayman Catamarans

A luxurious 4/5 hour charter visiting the "Must See", Very Best Marine Destinations on the "North Sound" (Cayman's Premier Snorkel Location) We shall Visit the World Famous "Sting Ray City Sandbar" or the Less visited "Original Stingray City" (Full interaction with the Rays its a 10' snorkel with an abundance...

full day sails

A luxurious 7/8 hour charter which will cover all of the "North Sounds" (Cayman's Premier Snorkel Location) Best Sites. Starting with the rarely visited "Original Stingray City" we drop a mile or so down to the off the beaten path "Barrier Reef" Then its time to relax on the forward nets on our way to the...

Sunset Sails

A Luxurious 2/3 hour leisurely sail around the 35' square miles which is the" North Sound" Wind depending, we might cruise through the Mangrove Channel that separates "Booby Quay" from Our Central Wetlands or do a fly by of "Kaibo" and the "Little Sound" enjoying the Cool Breezes and Beautiful Nature...

multi day charters

We offer Cruising around Grand Cayman, The Sister Islands and Cuba, its a 2 night Minimum (Grand Cayman Only) and depending on your adventure a maximum of 6 nights. Breakfast, and Light snacks/Lunches are arranged to order, with Dinner options onboard or at an array of local restaurants...

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Logo Crazy Crab

Stingray City

Guided snorkeling, starfish point.

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Get ready for adventure

catamaran cruise grand cayman

A fantastic Cayman private charter adventure

All of us at Crazy Crab have one mission – to make sure you have a fantastic, memorable day. We hope you arrive as guests but depart as friends.

catamaran cruise grand cayman

Experience the Best

On your own private pleasure boat with personal crew, you’ll experience the very best of our sparkling clear marine playground. Snorkel vibrant coral reefs, swim among dazzling fish, feed magnificent stingrays, hold radiant starfish and enjoy an evening swim in the magical Bio Bay.

catamaran cruise grand cayman

Private Charter

To fully experience the beauty and wonder of Cayman’s marine world, there’s nothing quite like having your own boat with a local captain and guide. No worries, just fun. Experience all the amazing sites, but come and go when you want and stay as long as you like.

catamaran cruise grand cayman

Personalized

Do you want to fit in as many experiences and sites as possible or have a relaxed pace of cruising, swimming, and basking in the sun? No problem, it’s your day, you set the pace. We’ll tailor your charter just for you.

catamaran cruise grand cayman

Adventure Assurance

If bad weather or ship change cancels your adventure and we can’t reschedule, you’ll receive a full refund. Plus, if bad weather cuts your adventure short, we’ll give you a partial refund so that you only pay for the time you actually have.

catamaran cruise grand cayman

Trip Advisor

We’re the proud recipient of the TripAdvisor Certificate of Excellence which is awarded to companies that consistently earn great reviews from travelers.

Experiences

So many fun things to experience on your private charter adventure

catamaran cruise grand cayman

At Stingray City, one of the most amazing wildlife encounters in the Caribbean, you can swim with, touch, and feed the beautiful, gentle stingrays.

catamaran cruise grand cayman

Splash into the beauty of Coral Gardens and the barrier reef. In warm, crystal-clear water, snorkel among dazzling fish, coral, sponges and sea fans.

catamaran cruise grand cayman

Bioluminescent Bay

A magical evening swim in of the world’s best bioluminescence bays, where at night millions of microscopic plankton light up the water when stimulated.

catamaran cruise grand cayman

Gently touch and hold the radiant starfish populate the calm, shallow water at Starfish Point, a beautiful stretch of golden sand beach.

catamaran cruise grand cayman

Mangrove Discovery

Enjoy a slow cruise through our pristine mangrove forests and learn about this valuable and fragile ecosystem as you look out for the abundant wildlife.

catamaran cruise grand cayman

Dockside Drinks & Dining

A variety of dockside restaurants and bars to choose for a relaxing seafood lunch, a quick wood-oven pizza or famous "Mudslide" cocktail.

catamaran cruise grand cayman

Browse things to do with Crazy Crab

catamaran cruise grand cayman

Choose how many hours of fun you'd like

catamaran cruise grand cayman

Reserve with easy online booking

catamaran cruise grand cayman

Join us for a day of sea, sun, and fun

Choose the boat to match your vibe. Small, big, nimble, exhilarating, spacious, fast, luxurious, cosy – we have the right boat for you

catamaran cruise grand cayman

Red Shank World Cat 29

Built for comfort, speed, and stability, Red Shank, our 29 foot World Cat power catamaran, comfortably accommodates up to ten adult guests. This spacious go anywhere, do anything boat is perfect for a day of adventure.

catamaran cruise grand cayman

Lil Blue World Cat 25

Built for comfort, speed, and stability, Lil Blue, our 25 foot World Cat power catamaran, comfortably accommodates up to six adult guests. This nimble go anywhere, do anything boat is perfect for a day of adventure.

catamaran cruise grand cayman

Arrow Hurricane 27

Built for comfort and versility, Arrow, our 27 foot Hurricane Sundeck, accommodates up to six adult guests. This nimble go anywhere, do anything boat is perfect for a day of fun.

catamaran cruise grand cayman

U Betcha Sea Ray 34

Built for comfort and stability, U Betcha, our 34 foot Sea Ray Sundancer, spaciously accommodates up to six adult guests. This luxury boat balances outdoor space with inside comfort and is perfect for a day on the water.

Destinations

Explore cayman.

Grand Cayman is the largest of the three islands that comprise the Cayman Islands. Home of the award-winning Seven Mile Beach and famous Stingray City, Grand Cayman offers a kaleidoscope of culture and nature, adventure, and wonder.

Splash into the beauty of Coral Gardens and the barrier reef. Snorkel in warm, crystal-clear water among dazzling fish, coral, sponges and sea fans during your private boat charter. Our crew provides guided snorkeling, where they delight in pointing out their favorite resident critters at one of their personal favorite snorkel sites.

What do our guests say?

Starfish Point

Our Caymanian family-owned and operated company is not the biggest, but we’re working hard to be the best.

catamaran cruise grand cayman

Guest Services

Takes care of guest services and keeps things running smoothly

Canyon

Captain/Guide

Stingray charmer and island boy, wants to be on the water every day

Andrew

Former dive instructor and driftwood artist, passionate about photography and the sea

Hunter

Avid chef and dad, is on the water as much as possible

Grand Cayman

Grand Cayman is a fusion of culture, nature, and adventure. So much to explore and enjoy, you’ll leave wanting to come back for more.

catamaran cruise grand cayman

Things to do in Grand Cayman

Adventures, Activities & Attractions

catamaran cruise grand cayman

Beaches in Grand Cayman

Miles of Sand & Hidden Gems

catamaran cruise grand cayman

Grand Cayman Culture

Pirates Week, Batabano and more

catamaran cruise grand cayman

Grand Cayman Restaurants

Kaibo, Grapetree Cafe and more

catamaran cruise grand cayman

12 things you should know about Grand Cayman

By Crazy Crab · on January 17, 2020

catamaran cruise grand cayman

Nightlife in Grand Cayman: The Ultimate Guide

By Crazy Crab · on December 5, 2019

catamaran cruise grand cayman

Complete Guide: Grand Cayman’s Culinary Scene & Best Restaurants

By Crazy Crab · on November 27, 2019

Want to know more about your Crazy Crab adventure? This is the place for answers.

If you make your booking online , full payment will be charged to your credit card.

Please contact us if you would like to make your booking with a 50% deposit.

You can Book with Confidence with our flexible cancellation terms and our 100% Lifetime Booking Credit which allows you or anyone you chose to use the credit from a cancelled charter anytime in the future.

You may cancel your charter before the departure time subject to the following Cancellation Terms and Fee: – There is no penalty or fee for cancellations more than 3 days (72 hours) before charter departure. – Cancellations 1 – 3 days (24 – 72 hours) before departure – 50% of total Booking Price or receive 100% Lifetime Booking Credit – Covid Cancellations up to 2 hours before departure with proof of a positive Covid test result – 50% of total Booking Price or receive 100% Lifetime Booking Credit – Other than Covid Cancellations, there will be no refund or Booking Credit for cancellations less than 24 hours before the departure time. – There will be no refund or Booking Credit for Covid Cancellations less than 2 hours before the departure time. – There will be no refund or Booking Credit for failure to show.

Red Shank, our 29 foot World Cat can accommodate a maximum of 10 guests. Lil Blue, our 25 foot World Cat can accommodate 6 guests. 

No, we provide completely private charters so only your group will be on board.

No, but we will provide details on getting a taxi straight from the terminal. It’s quick and easy and only cost $5 per person.

Red Sail Sports Grand Cayman

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Evening Catamaran Tour in Grand Cayman — Dinner Cruise

  • 5:30 pm - 8:45 pm
  • Departs from the Westin & Seafire Beach
  • Tuesdays and Thursdays Hit the "Proceed Booking" button below to see availability

catamaran cruise grand cayman

Evening Catamaran Tour in Grand Cayman — Trip Details

Indulge in an unforgettable night of dining beneath the stars aboard our sensational 65 ft catamaran, cruising along the stunning 7 Mile Beach. Picture this: a skilled Chef whipping up a scrumptious three-course feast, where delectable delights are sizzled to perfection on our onboard BBQ grill.

Get ready to feast, stargaze, and make memories that’ll sail with you forever. 

Choose from two appetizers: Tomato Soup or Fishcake.

Choose from three entrées: Fish Tacos, Baby Back Ribs, Jerk Chicken, or a Vegetarian option.

Dessert: Warm Sticky Toffee pudding

Click for the full menu . Meal selections must be confirmed by 1:00 pm on the day.

If you have any questions about this evening’s catamaran tour in Grand Cayman, please don’t hesitate to get in touch .

Are you looking for even more vacation inspiration? Browse our wider range of Stingray Trips in Grand Cayman .

Highlights:

  • Unique dining experience on the water
  • Freshly prepared meal from talented onboard chef
  • Catch the Cayman sunset while sailing before dinner
  • Refreshments available from on-board bar (Cash/card/room charge)

Proceed Booking

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catamaran cruise grand cayman

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Sunset Wine Down Cruise in Grand Cayman

Explore Stingray City, Snorkel Reefs, Starfish Point

Allura catamaran excursion.

Experience a once in a lifetime opportunity to snorkel in the world famous waters of Grand Cayman’s Stingray City. Spacious, comfortable and with shaded area if you wish, Allura is the ideal boat to sail the beautiful waters of the North Sound to the Stingray Sandbar. There you will be able to snorkel, feed and interact with dozens of Southern stingrays. The rays literally eat out of your hand. Your experienced crew will ensure the ultimate photo opportunity, before hoisting the sails for the return to the Yacht Club.

Stingray City

Local legend has it that the stingrays began gathering in the area decades ago when fisherman would return from an excursion and go behind a reef into the sound and clean their fish in the calm water of the shallows and sand bar area. The fish guts were simply thrown overboard and the stingrays eventually congregated to feast on the discarded guts. Soon the stingrays began to associate the sound of a boat engine with a free meal.

Testimonials

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Sail With Friends

Bringing Irish hospitality to the Caribbean

Grand cayman sailing charters sail with friends.

catamaran cruise grand cayman

Grand Cayman Sailing Charters “Sail With Friends Cayman ” is a premier service small tour company. We go out of our way to ensure that all our tours are smooth sailing. When you book with us you book with confidence. We guarantee ALL our tours 100% with over 1000 perfect score reviews from TripAdvisor and counting.

We (Patrick & Alice) have made Grand Cayman Sailing Charters and the blue waters of Grand Cayman our home for nearly 30 years. Being live aboard sailors we have cruised the Caribbean and most of the US eastern seaboard. We both hold formal captain qualifications and are now happy to share our experience and years of stories with friends aboard our popular charters. Our flexible itinerary can be personalized to ensure you and your group have a wonderful day on the water.

GRAND CAYMAN SAILING CHARTERS

Give us a call, we’ll answer all your questions. Contact us to discuss any element of the booking before you book and ask about the possibility of extending or upgrading the booking if we have time. Tel: 1 (345) 548 8060

GRAND CAYMAN SAILING CHARTERS OUR TOURS

Join us for an exquisite sail boat tour of a lifetime aboard our beautiful 38 foot lagoon catamaran.

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Full Day Sail Charter

Half Day Sail Charter

Half Day Sail Charter

catamaran cruise grand cayman

Cruise Ship Special

Cayman sunset tour, join us for an exquisite sunset sail boat tour of a lifetime aboard our beautiful 38 foot lagoon catamaran.

Sunset Cruise

Sunset Cruise

Accomodation at the meridian, the meridian is a collection of fully self-contained luxury villas located in the heart of seven mile beach..

The Meridian is a collection of fully self-contained luxury villas located in the heart of Seven Mile Beach in Grand Cayman, Cayman Islands and has one of the few prime locations on Seven Mile Beach with a large pristine sandy beach and the clearest blue water in the Caribbean.

All villas are oceanfront with spectacular views of the beach, oceanfront pool and jacuzzi. They are designed for a true vacation experience you deserve and will never forget, whether sunbathing, reading, lounging or enjoying nearby water sports. Our 2 and 3 bedroom villas are beautifully custom designed with free Wi-Fi and most offer free calls to the US and Canada. All villas have central air-conditioning, ceiling fans, en suite bathrooms, full laundry and a fully-equipped kitchen.

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Cayman Yacht Charters

Grand Cayman Catamaran  charters aboard Catch the Cat allow you to sail and explore the Cayman Islands most beautiful locations and snorkel sites aboard your own private luxury catamarant. Miss those crowds and the compromises that come with group tours. A private charter boat is perfect for those wanting fun, flexibility. Click this link to see more about our Grand Cayman Catamaran Charters . Enjoy a fabulous luxury charter experience and create wonderful family memories to last a lifetime. Our crews are very experienced, professional and passionate about what they do. They love to show guests the best that Grand Cayman has to offer and to make sure that everyone has great fun in complete safety.

Grand Cayman Boat Charters

Cayman Yacht Charters have every type of boat available to meet your need for the very best Cayman private charter experience. Visit beautiful locations such as; Stingray City, Starfish point, Coral Gardens or Seven Mile Beach. Enjoy a five star charter experience. Whatever your boating preferences, you will find that Cayman Yacht Charters have a boat that is perfect for you. We are always happy to advise on the best boats and itineraries for your group to enjoy. We can also offer an on board BBQ (catamaran charters only), or lunch platters. Boats can be provisioned with your choice of beverages. We will make your Cayman luxury charter experience one to remember.

Snorkel Trips

Stingray city, starfish point, coral gardens, grand cayman boat charters – why go private.

Discerning guests book private boat charters for many reasons, including:

Private boat charters allow people to customize their itinerary, travel at their own pace, and create their own schedule, which is not possible with group tours.

A private boat charter provides a private and intimate setting for people to enjoy with their friends and family, without having to share the experience with strangers.

Private boat charters are often used for special events and celebrations, such as weddings, anniversaries, birthday parties, or Corporate Events.

Private boat charters can be tailored to individual preferences and interests, such as fishing, snorkeling, or diving.

Private boat charters offer guests the chance to enjoy remote and less-visited destinations away from the large tour groups.

Private boat charters can provide a luxurious experience with high-end amenities, such as meals, spacious cabins & restrooms, along with top-of-the-line equipment like great music systems, Jet Skis and fishing gear.

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Tripadvisor

Mainstay Sailing

We will build a tailor made charter that's flexible to your group's needs while still holding our Mainstay personal touch. We ensure, every time, no matter what age, that everyone onboard has the maximum amount of fun

We accommodate families with ease…we keep the kids entertained with a plethora of water toys at their disposal including a kneeboard, tube, fishing gear, lobster snares (when in season) even a splash pool for the toddlers in the cockpit!

We have entertained  weddings, renewing of the vows, engagements, corporate groups, disabled groups, kids birthdays, staff parties, hen nights (we even installed a dance pole for that one -mainly for our entertainment!). Just let us offer a few options to make your day and we will deliver what you expect…and so much more

100% 5 star reviews and tripadvisor certificate of excellence

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Allura Catamaran - All You Need to Know BEFORE You Go (2024)

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  • Grand Cayman Stingray City Catamaran Sail and Snorkel Excursion S1274

Grand Cayman stingray city Reservations

Grand Cayman Stingray City Catamaran Sail and Snorkel Excursion

Grand cayman, cayman islands (excursion id s1274).

  • Duration 3 hours 30 min
  • Activity Level Moderate
  • Minimum Age All Ages
  • Languages EN

Description

  • Meeting Point
  • Restrictions

Cancellation

  • Round-trip transportation from your Grand Cayman cruise ship terminal!
  • English-speaking certified guide!
  • Guided snorkeling!
  • The snorkel set includes varied-sized fins, sanitized snorkel, a silicone mask, and a vest!
  • Complimentary drinks such as bottled water and soft drinks!
  • This Grand Cayman Catamaran Cruise Excursion to Stingray City is also available as a private charter excursion option !
  • Small groups, max of 20 guests per departure!
  • Escape the crowded cruise ship-sponsored shore excursions in Grand Cayman!

What is included?

  • Round-trip transportation from your cruise ship terminal
  • Complete snorkeling and stingray cruise shore excursion
  • Light Drinks (bottled water and soft drinks)
  • Bilingual snorkel excursion guide
  • Snorkel set including varied-sized fins, sanitized snorkel, silicone mask, and vest

Excursion Notes

  • Please bring along sunglasses, a towel, a change of clothes, a swimsuit, a camera, and cash for souvenirs, tips, etc.
  • The departure times are meeting times, the actual tour departure after a short ride to the dock is about 20 minutes.
  • Alcohol is NOT served on board due to an insurance policy, however, bring your own, no problem!

Where we meet

For this Grand Cayman Stingray City Catamaran Sail and Snorkel Excursion, you will meet directly at your cruise pier, all necessary details will be printed on your Electronic Shore Excursion Ticket.

Excursion Restrictions

  • This excursion is not allowed for guests with limited mobility.
  • Some medical conditions may prevent you from safe snorkeling, please ask your doctor if snorkeling is safe for you.
  • This Grand Cayman Stingray City Catamaran Sail and Snorkel Excursion may involve risks. We suggest you check with your elected person of choice to see if these possible risks might affect you.

Excursion FAQ

  • You want to cancel at any time, for any reason, before or after your arrival. Simply contact us via email [email protected] within 14 days of your missed excursion date for a deposit refund.
  • Your ship arrives into port late and you cannot make it in time to the meeting location.
  • Your ship misses/skips the port.
  • Weather conditions or equipment failure prevents the operator to run the excursion.
  • A medical problem prevents you from safely participating in the excursion (we will verify with the tour operator or guest may send doctor's note).
  • Cancellations that do not comply with the above may not be subject to refund. Guests must notify us within 14 days after their excursion date via email for requesting a refund of booking payment made to Shore Excursioneer.
  • Refunds may be subject to a service charge fee as determined by the payment processor, please refer to Terms and Conditions for more information.

Excursion out of stock

Grand cayman stingray city catamaran sail and snorkel excursion experiences, this excursion is available to everybody and specially designed to accommodate passengers of the following cruise lines.

catamaran cruise grand cayman

Similar Grand Cayman Excursions

catamaran cruise grand cayman

Grand Cayman Stingray City Catamaran Sail and Snorkel Excursion Reviews

A fun day with catamaran sailing and snorkeling along with a visit to Stingray City to interact with the rays.

catamaran cruise grand cayman

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Surfside Charters

Welcome to the Cayman Islands

Luxury, quality & comfort, extraordinary awaits.

catamaran cruise grand cayman

Whoever you are and wherever you come from, there is a piece of Cayman that will speak to you. It could be our melting pot of cultures that causes the best traditions to rise to the top. It could be the finer things in life that only seem to get better here. It could be the works of Mother Nature or the skills of our artisans. Odds are, what resonates with you will be all of the above and more.

catamaran cruise grand cayman

Great Cruise on the Bamboozle!

“ My wife and I with two other couples took the 52’ beautiful Bamboozle out for a 3 hour cruise and even stopped at stingray city . Was an amazing time , amazing ship and amazing crew . Will definitely always be first call when we come back . Crew was so fun and respectful of anything we wanted to do and such a great guide at the stingray city part. Even let me take my drone for a spin and plenty of pictures! Thanks captain Glen, Stephanie and all the crew!”

catamaran cruise grand cayman

Life Memory

“ What an amazing charter! We had a great day, great crew and great memories! It’s like I tell my family, we will have a lot of memories in our lives but only a few life memories. Those are the ones I’m after and that’s what we got with Surfside Charters! Thanks guys and can’t wait to do it again!”

catamaran cruise grand cayman

  • Cayman Islands
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catamaran cruise grand cayman

Grand Cayman Catamaran Dinner Cruise

  • 3.5-hour Grand Cayman dinner cruise
  • Relax aboard a luxury catamaran as you coast past Seven Mile Beach at sunset
  • Sip a cocktail from the cash bar aboard the boat
  • Be awed by breathtaking views of the Cayman Islands as you sail in the Caribbean
  • Enjoy a three-course gourmet dinner and delicious coffee

Inclusions & Exclusions

  • Luxury catamaran sail
  • Three-course dinner
  • Gratuities (optional)
  • Hotel pickup and drop off
  • Beverages (available to purchase)

Departure & Return

from the Seven Mile Beach Watersports Center

5:30pm (Check-in time is 5:15pm)

Returns to original departure point at approximately 8:45pm

What To Expect

Your Grand Cayman catamaran cruise departs from Seven Mile Beach before the sun sets. Once you set sail, select a tropical cocktail from the cash bar and relax during a luxurious 3.5-hour tour as your vessel drifts over tranquil, turquoise waters. Glide past the shoreline's coral sands and savor a breathtaking display of Caribbean colors during a vivid sunset. Share your Grand Cayman dinner cruise with a special someone when your catamaran anchors for a 3-course, gourmet candlelit dinner.Choose from a variety of themed courses including an appetizer, entree, sides and dessert, before returning to Seven Mile Beach. See sample menu in Itinerary.ItineraryDaily Menu:Appetizer:Cream of Tomato Soup served with focaccia breadFish cake served on a bed of greensEntree:Blackened fish taco topped with mango salsa and lime slawCured and slow smoked baby back pork ribs in a honey garlic sauceAll natural chicken breast in a spicy jerk marinadeSides:Rice and beansMixed greensRoasted root vegetablesPasta saladDessertWarm stick toffee pudding with butterscotch sauce*Please choose an appetizer and entree option upon booking or contact Red Sail Sports prior to 2pm on the day of the sail. If no option is chosen you will automatically receive Soup and Chicken.** A vegetarian option is available and must be requested at the time of booking: Grilled Portobello Mushroom topped with Roasted Red Pepper, Pesto and Brie cheese.***Fresh catch can and will vary between mahi-mahi, trigger and wahoo.

Additional Info

  • Confirmation will be received at time of booking
  • Due to time restrictions, these tours are not available for cruise ship passengers on a one day stopover
  • Vegetarian option is available, please advise at time of booking if required
  • If you do not reconfirm your meal options at least 24 hours before your tour, you will receive the Tomato Soup option for your Appetizer and the Jerk Chicken option for your Main Course.

Cancellation Policy

For a full refund, cancel At least 24 hours in advance of the start date of the experience.

Your Contact Details

Questions or requests.

Do you have questions or specific requests regarding this tour?

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