Sailing Trips in Caribbean
Top 10 Best Caribbean Sailing Trips
Found 337 Sailing Trips activities in Caribbean. Sort by Popularity. - Page 8Power Catamaran Snorkel & Beach Break
Embark on a thrilling 3.75-hour adventure aboard the 1000hp "Breeze" PowerCat, exploring two of the Caribbean's top snorkel and beach spots. Experience the vibrant marine life at "Buck Island" before unwinding on the pristine shor... More
Private Sailing Tour of Pirate Waters and Shipwrecks
Salt River Bay, St. Croix, was a pirate nest for two and a half centuries, used by Kalinago, Conquistadors, Buccaneers, and Pirates, and appears almost as pristine as when they anchored in the bay, sold their plunder, and partied ... More
Private Tour
Cruz Bay Champagne Sunset Sail with Open Bar & Hors D'oeuvres
As the sun sets our sails rise, and the champagne flows. Experience a Caribbean sunset and celebrate one of nature’s wonders of color under full sail aboard our 55′ catamaran, Daydreamer. Enjoy a relaxing and romantic sail in ... More
Private Tour
The Soul Of Pirates Boat Trip Adventure Caribbean Charter Morning / Sunset SXM
A timeless adventure aboard our eco-tourism sailboat. No engine, navigate like pirates. Possibility to hold the helm with assistance from the captain. Aquatic activities: snorkeling, swimming with turtles, swimming. Included: snac... More
Private Tour
Leisure Full Day Catamaran (Blue, Aqua or Leeward)
Crafted Catamarans: Specifically designed for water tours, comfort, spacious decks, shaded seating areas, bar, and restroom for the enjoyment of passengers. Scenic Coastal Routes: Allowing passengers to enjoy the picturesque coas... More
Private Tour
Party Catamaran & Snorkeling tour in Montego Bay
Experience an unforgettable day of fun in the sun on our party catamaran and snorkeling tour in Montego Bay! Swim and snorkel in the crystal-clear waters of the Caribbean Sea, discovering vibrant coral reefs and colorful marine li... More
Private Tour
Party Boat Cruise & Open Bar with Snorkeling in Punta Cana
Our animation team and captain are highly trained for this type of events with a lot of experience in this type of adventures, fun professionals and good command of several languages, our boats are qualified and certified to provi... More
Private Tour
Be Happy - Private Catamaran Cruise Sint Maarten Full Day Tour
Join us on Be Happy, one of our luxury sail catamarans for an amazing day on the water. We offer private charters where you can enjoy all the beauty our island has to offer in the privacy of your own group. Our attentive crew will... More
Private Tour
Ocean Bamboo Rafting, Catamaran Cruise and Ocean Zipline
It’s Time to Play at Chukka Ocean Outpost with your Ocean Bamboo Rafting Triple pass! It’s going to be a smooth-sailing and sweet-jamming day aboard our catamaran cruise, where the water baby in you gets to unwind and the part... More
Private Tour
Catamaran Sail to Jost Van Dyke (Soggy Dollar Bar)
The Virgin Islands are the sailing capital of the world!! Sail with us from St. Thomas to the exotic island of Jost Van Dyke. This trip is limited to only 12 guests. A light continental Breakfast and a full open bar w/bottomless... More
Free Cancellation
Private Tour
(Saving 15% )
Ricks Cafe Sunset Catamaran RIU AQUARELLE and EXCELLENCE RESORTS
From the moment you're picked up from the hotel your tour of Jamaica begins, as we set of for Negril, you will get to do a little shopping, before heading to the famous 7 mile beach at Margaritaville, then its off to snorkel on t... More
Private Tour
Scuba Doo Diving Scooters in Punta Cana
The experience will leave you with a sense of awe and a renewed respect for the beauty of the ocean. It blends the thrill of scuba diving with the simplicity and exhilaration of riding your own underwater scooter. An exciting an... More
Private Tour
Saona Island: Full-day Sailing Tour - Small Group
This version of Saona, with a sailing boat catamaran, is offered to people wishing to enjoy a tour with a very small group (max 24 people), accompanied by the Quetzal crew! We board the catamaran sailing boat around 9am and then ... More
Free Cancellation
Private Tour
(Saving 10% )
Sunset Champagne Cruise in St. Maarten
Experience the romance of a Caribbean sunset on a Champagne cruise in St Maarten. While you sail along the coast on a luxury catamaran, enjoy Champagne and snacks and say farewell to the sun as it slowly sinks behind the horizon. ... More
Private Tour
Sunset Cocktail Cruise of St Kitts
Sailing on a luxury catamaran cruise during cocktail hour is the perfect way to relax before dinner in paradise. Enjoy unlimited open bar, fresh breezes, and magnificent scenery as you share the spectacular colors of the Tropical ... More
Private Tour
Speedboat and Snorkeling Adventure in Punta Cana
Enjoy an adrenaline adventure with Sailing Splash, you will navigate in your own high-speed boat along the coast of Bávaro in Punta Cana and you will be able to immerse yourself in the underwater world with Snorkel to enjoy the i... More
Private Tour
Catamaran Booze Cruise, Snorkeling & Punta Cana Coast View
SINGLES, COUPLES & GROUPS can all explore the beautiful coast of Punta Cana on this safe route. Have a flavorful typical Dominican lunch at an ocean view restaurant to immerse yourself in our culinary culture and get ready to emba... More
Private Tour
St. John Dinner Sail to Lovango with Open Bar and Hors d'Oeuvres - Westin
The private island escape of Lovango Resort + Beach Club is the newest go-to destination in the USVI. Enjoy an unforgettable waterfront meal with breathtaking views looking out over Pillsbury Bay with St. John in the distance, whi... More
Private Tour
3 ADVENTURES: Sailing Catamaran Cruise - Hooka Diving - Snorkeling
Discover the amazing underwater world at Punta Cana on this 4-hour party cruise. Enjoy the open bar, snorkeling, and hooka diving with a professional guide. Admire the water from the luxury catamaran, creating memories along the w... More
Private Tour