Sailing Trips in Caribbean
Top 10 Best Caribbean Sailing Trips
Found 332 Sailing Trips activities in Caribbean. Sort by Popularity. - Page 12Full day private catamaran cruise without meals
Enjoy our catamaran in an EXCLUSIVE and totally PRIVATE way! Take the helm or simply enjoy an idyllic day on a boat specially designed to offer comfort - Lounge lounge with sun loungers, deckchairs, sailsbags - and conviviality i... More
Private Tour
Private, All Inclusive, Double-Decker Catamaran in Punta Cana
Our Catamaran Party Boat Tour is a MUST when it comes to Punta Cana experiences. This booze cruise takes you along the Coast of Bavaro to the most popular Natural Pool in the Dominican Republic - and that's only the beginning! Y... More
Private Tour
Don't Worry - Private Catamaran Cruise Sint Maarten Full Day Tour
Join us on Don't Worry, 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 w... More
Private Tour
Learn to Sail - Sailing Lessons All Inclusive
With 20 years of experience sailing here in the US Virgin Islands we have found that our guests value the smaller venue for purists sailing. We can offer as much or as little instruction as you request while you take the helm of y... More
Private Tour
Private Small Group, Snorkeling Cruise, Natural Pool & Exclusive Virgin Beach
Suitable for small and large groups. A great option to unveil the true beauty of Punta Cana while you sail the coast from the luxury of your own private cruise. Sip drinks while playing music of your choice (courtesy of a usb po... More
Private Tour
Punta Cana: Ultimate Party Booze Cruise with Open Bar and Snorkel
Embark on an unforgettable journey as you sail from Punta Cana to the stunning coast of Bávaro on our exclusive booze cruise. Perfect for party enthusiasts and adventure seekers alike, this trip combines the best of entertainment... More
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Sunset Adventure
Start your night with a relaxing sunset trip around the coast of Bonaire and trying to catch the green flash sunset at the best spot on a fabulous yacht, while you enjoy your cocktail from the house and local snacks on board with ... More
Private Tour
Catamaran private charter
Take a look at the pictures this is a steal of a deal a fraction of the actual cost if you was to look into renting one of these brand new catamaran boats…in addition the vibes with the crew is priceless.. I hope to see you for ... More
Private Tour
Private Luxury Dinner Cruise “Sail & Dine”
Different to other tour operators the Corsair is an able sailing ship – Sails will be set according to the wind situation. Included on your sail will be an open premium bar, various wines, and champagne. The Corsair is yours f... More
Private Tour
Punta Cana Combo: Diving, Parasailing, Snorkeling & Party Boat (Half Day)
Combine all our adventures in half a day and live an unforgettable experience; Experience the sky and the sea to the fullest with this excursion in which you will discover the Bavaro coast in an incomparable way. Snorkel and dive ... More
Private Tour
Luxury Sunset Party Boat
Ride aboard a private boat, just you and your group, on a fun-filled afternoon in Punta Cana Enjoy a selection of drinks and great music as you ride and party along the Bavaro coastline Snorkel among colorful fish in a tropica... More
Private Tour
Curacao Private Charter Romantic Sunset Cruise for 2
Discover the ultimate romantic escapade in Curacao! Sweep your beloved off their feet with a breathtaking yacht adventure at sunset. Immerse yourselves in the lap of luxury as you celebrate your love story – be it a honeymoon, a... More
Private Tour
100% Private Sail & Dive from a 45ft sailing yacht in Bonaire
Charter your own private yacht for a personal sailing and guided diving adventure on the beautiful waters of Bonaire. You go out on a 45.2ft Jeanneau for a 4 hour tour at the time you pick when you make the booking. This is a spac... More
Private Tour
Full-day tour to Saona Island
Discover Saona Island! Embark on an unforgettable adventure to Saona Island, a tropical paradise in the heart of the Caribbean. Enjoy white sand beaches, crystal clear waters and impressive landscapes. Spectacular Nature: Relax... More
Private Tour
Simply Sailing Private Sail from Sapphire Marina
This is the ideal trip for the true sailor's out there. Enjoy a private 3 hour adventure of straight sailing aboard our beautiful "Robert Perry" designed 40ft Baba pilothouse Cosmos Mariner. Whether you want to learn a few things ... More
Private Tour
Be Happy - Private Catamaran Cruise in Sint Maarten - Half Day
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
Private Caribbean Snorkeling Cruise At Punta Cana & Sharks, Stingray Encounter
Perfect for both small and large groups. Explore the beauty of Punta Cana's white sands and turquoise blue clear waters in your own upgraded private catamaran adventure. A friendly guide to lead the way, an open bar and a professi... More
Private Tour