Sailing Trips in Caribbean
Top 10 Best Caribbean Sailing Trips
Found 332 Sailing Trips activities in Caribbean. Sort by Popularity. - Page 13Don't Worry - Private Cruise Tour Visit in St Maarten with Guide
Join us on Don't Worry, one of our luxury Leopard 45 ft sail catamarans for an amazing moment 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... More
Private Tour
Oyster Sunset Sail and Dinner in Aruba
Enjoy a private romantic sunset cruise and 4 course dinner for two or for a for a group of up to 6 friends. We offer a more intimate experience than many other sailing companies in Aruba. This allows you to relax and enjoy the co... More
Private Tour
Tropical Dream Snorkel and Dinner Sail in Aruba
You are cordially invited to indulge yourself in the privacy and comfort of an Aruba sailing charter! What ever your desires, the crew of the Tropical Sailing will provide you with the memory of a lifetime! This boat charter is pr... More
Private Tour
Luxury Private Grand Cayman Sunset Catamaran Sail Charter
Sunset cruises are a must to appreciate Cayman’s amazing coastline and phenomenal sunsets either in the North Sound or on Seven Mile Beach. Relax on either our 52 Lagoon Bamboozle with everything you need for an experience of a ... More
Private Tour
Knot at Work - Private Catamaran Tour in St Maarten - Full day
Join us on Knot at Work, 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 ... More
Private Tour
4 Hour Private Boat Experience in Puerto Rico Island
Our boat is in one of the most exclusive and privileged locations in the island of Puerto Rico, we offer a private experience package on the north-east coast of the island. Explore the beauty of the most pristine crystal-clear wat... More
Private Tour
Martha Brae Bamboo Rafting & Luminous Lagoon Sunset, Swim& Dinner
This activity sets out to be a day of satisfying all your demands whilst on vacation in a Tropical country. You'll be given the opportunity to see Jamaica from the eyes of a local, relax on our beautiful soothing rivers, take a di... More
Private Tour
Hobie Cat Sailing Lesson
Learn how to operate and sail a Hobie Cat Wave or Hobie Cat Getaway like a true skipper. Your expert teacher will be a certified Captain making your learning experience fun, interactive, and most importantly, informative.... More
Private Tour
Private Sunset Sail
You will set sail aboard one of the largest daysail yachts in the Virgin Islands. At 55 feet the Blue Dream is well equipped to sail you through the tranquil waters of the USVI and beyond. Our experienced captain and crew will sai... More
Private Tour
Catamaran Cruise, Snorkel & Natural Pool (open bar ) all included
What’s better than to go on a Catamaran fun ride in the Caribbean? Embark with us and enjoy your vacation on the water! Whether you want to relax, or spice it up by partaking in local drinks and learning some Dominican dancing, ... More
Private Tour
Coral Sunset Sail with 3 Course Dinner in Aruba
Enjoy a private romantic sunset cruise and 3 course dinner for two or for a for a group of up to 6 friends. We offer a more intimate experience than many other sailing companies in Aruba. This allows you to relax and enjoy the co... More
Private Tour
BBQ-Grill Sailing Cruise with 360° view !
What can you expect during a private Dinner Sailing Charter? You'' get a fully crewed and catered sailing yacht for your private party for 4 hours, sailing along the North coast of Kralendijk. You can dip or snorkel in the best p... More
Private Tour
Full Day Shared Catamaran Cruise at Saint Maarten
Join us on our luxury sail catamaran for an amazing day on the water. In groups of maximum 12 people, you will enjoy all the beauty our island has to offer. Our attentive crew will pamper you with our on-board offer and captivate ... More
Private Tour
Exotic River Rafting and Luminous Lagoon Adventure
-“Rafter’s Village”, is on 6 acres of beautifully manicured lawns situated on a natural island. It offers a full recreational facility which includes picnic grounds, a full service bar, souvenir shops, and a swimming pool. B... More
Private Tour
Two Hours of Sailing and Relaxation in the Bay of Saintes
In an intimate setting (max 7 people), come and discover the Saintes archipelago by sail! I'll take you to Terre de Bas to observe the pelicans and jump into the water in search of sea turtles! Together, let's hoist the sails, tak... More
Private Tour
8 Hours Jost Van Dyke Snorkel Sail from Westin Frenchman's Reef
Slip away to the British Virgin Islands and experience the fun and sun of magical Jost Van Dyke! After checking in at the Westin at Frenchmans' Reef, start the day with a cruise along the southern coast of St. Thomas on the way ... More
Private Tour
Private Experience on Saona Island from Punta Cana
When you book this full-day Saona Island tour, we pick you up from your hotel in Punta Cana. Your day begins with a simple pickup from your chosen location. After boarding your vehicle, head to the area where your boat departs fro... More
Private Tour
Tour to Isla Saona From Punta Cana with Transportation and Lunch
Spend a day immersed in the beauty of the Caribbean on this full-day excursion to Saona Island from Punta Cana. Hop aboard a catamaran and party as you head towards Saona. Then, enjoy plenty of time to swim and sunbathe before tuc... More
Private Tour
Punta Cana Catamaran: Snorkel, Parasailing & Natural Pool Party
Experience the ultimate adventure in Punta Cana with our extraordinary Catamaran Tour! Snorkel in the crystal-clear waters, soar high during a thrilling Parasailing flight, and indulge in a lively party at the Natural Pool. This... More
Private Tour
Stingray City Private Charters
Swim with stingrays in the most amazing wildlife encounters in the Caribbean. Once in a lifetime belly rubbing experience from the gentle Southern Stingrays. Our experienced tour guides will make sure you get the attention of thes... More
Private Tour