Sailing Trips in Caribbean
Top 10 Best Caribbean Sailing Trips
Found 332 Sailing Trips activities in Caribbean. Sort by Popularity. - Page 10Private Full-Day Catamaran Sailing Charter in St Maarten
Experience some of the finest sailing, swimming and snorkeling in the turquoise waters of St. Maarten. We can alter our trips to meet your needs, that is what we are all about - flexibility. Please discuss your needs with us. We a... More
Private Tour
St Kitts Snorkel Cruise with Lunch and Transfers from Frigate Bay Inclusive
Sail and snorkel the pristine Caribbean Sea on this great St. Kitts snorkel cruise. Sail past beautiful scenery and island landscape along the coastline followed by a delightful light lunch.... More
Private Tour
Hiking 100% Sailing 100% ecological: lagoon Snorkelling Paddle
Perfect for reconnecting with nature, sharing passion in a lagoon where you can take the helm of Ti Bo under sail and develop your maritime culture. Calm body of water protected by the coral reef. Stopovers: swimming snorkelling p... More
Private Tour
Private Full-Day Luxury Sailing Catamaran Charter in Sint Maarten
Our Captain has 25+ years of experience, 0 incidents and is super helpful. He loves to tell amazing stories and will keep you entertained with his great energy. Our business is family owned, super friendly, warm and cozy kid frie... More
Private Tour
Luxury Catamaran Private Charter in St. Maarten/St. Martin
Get the mega yacht experience aboard 42ft of pure luxury. Freedom, our brand-new 2022 Lagoon 42 is a custom-made sailing catamaran appointed with all the luxuries for a comfortable, safe, and sustainable cruising experience. Thi... More
Private Tour
All Inclusive Day Sail
Sailing on Helios in the Virgin Islands can be one of the most memorable days spent on your vacation. The Virgin Islands are a popular destination for sailors, with near-constant trade winds, all-year round high temperatures and ... More
Private Tour
Private Sunset Cruise out of Sapphire Beach Marina, 6 Guest max
An Unforgettable Sailing Experience, Just for You. There is no end to what you can see while sailing with Virgin Islands Day Sailing. Join us as we explore the most breathtaking locations around the Virgin Islands. Create timeless... More
Private Tour
Mojito - Full Day Private Catamaran Cruise - Sint Maarten
Join us on 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 pamper yo... More
Private Tour
No1Sxm Private Intimate Day Sail in St. Maarten
Are you ready to go Sailing? True sailing on board of No1Sxm Trimaran: stable, smooth, fast. The 5 hour experience takes you along the south west coast of St.Maarten/Saint Martin & up Anguilla Channel. Included are a stop in... More
Private Tour
Private Catamaran Cruise Aboard the 'Quetzal'
This private day is yours to tailor! Hand pick off track spots and activities for a full personal experience that the crew will help you design if you wish. Enjoy an exclusive moment with family and friends, and make it a unique d... More
Private Tour
Best Private Luxury 3 Hour St. John Sailing & Snorkel Charter
The best day of your Virgin Islands Vacation will be your day out sailing with Island Sailing Tours. You will enjoy the sun, wind, and water sailing out of Cruz Bay to Pillsbury Sound on the beautiful, large comfortable classic sa... More
Private Tour
4 Hours Party Boat Catamaran Cruise in Negril
Book our unique Catamaran experience. You will be picked up at your hotel. You will be travelling in a comfortable fully air conditioned vehicle from your hotel to Negril. Once you arrive in Negril, you will be escorted to the Cat... More
Private Tour
Punta Cana Private cruise until 10 people
Hispaniola Aquatic Adventures is recognized as the best boat tour company in Punta Cana. We differentiate ourselves by our personalized and high quality service. Doing a private tour allows you to customize your navigation within ... More
Private Tour
Private Sail Tour Puerto Rico (Fajardo) with Drinks & Food
Hop aboard as guests, leave as family! With over 15 years of experience, Gio & Angie will create a sailing experience that will make you feel like you are being hosted by friends. Our modern 2013 Beneteau Sailboat of 41-feet is eq... More
Private Tour
Private Day Sail & Snorkel with Virgin Islands Day Sailing, 6 guest max
A Private Sailing Experience, Just for You. There is no end to what you can see while sailing with Virgin Islands Day Sailing. Join us as we explore the most breathtaking locations around the Virgin Islands. Create timeless memori... More
Private Tour
Fun Package Parasailing & Party Boat From Punta Cana
Imagine being raised 150 feet in the air, the cool wind caressing your face while relaxing with a spectacular view of the coast of Bavaro - Punta Cana. Stop imagining and join us in the exciting ride of parasailing, a truly unforg... More
Skip The Line
Private Tour
Private Day Charter Custom Built Boat
To maximize your day and our destination options in the National Park, we offer flexible timing allowing for an easy transfer away from the busy ports of St Thomas to meet near the commuter ferry terminal in Cruz Bay. The ferry ta... More
Skip The Line
Private Tour
Discovery Package Saona Island & ATV From Punta Cana
The two most popular tours in Punta Cana in one package, with the best Price and available to Schedule it any preffered day by you, ATV´S Tour is a Half day tour so you can do it in the morning,noon or afternoon, and Saona I... More
Skip The Line
Private Tour
Cruz Bay - PiZZA Pi Snorkel Sail
Join us aboard one of our luxury catamarans, as we set sail for the best snorkeling destinations surrounding St. John. Start the day with a sail to an offshore cay for premier snorkeling. In addition to fruit, salads, and cookies,... More
Skip The Line
Private Tour