Sailing Trips in Caribbean
Top 10 Best Caribbean Sailing Trips
Found 366 Sailing Trips activities in Caribbean. Sort by Popularity. - Page 12Janise Sailing Afternoon Charter in Fajardo, Puerto Rico
Come aboard the comfortable Janise Lagoon 380 for a memorable voyage in the beautiful waters of the Caribbean Sea ending in an amazing sunset setting. Great for engagements, and any special private event. Come experience the 1st c... More

Janise Sailing Afternoon Charter in Fajardo, Puerto Rico
-
Caribbean
-
Superb13 reviews5
Come aboard the comfortable Janise Lagoon 380 for a memorable voyage in the beautiful waters of the ....
Private day sail BVI - Explore & enjoy the British Virgin Islands
Enjoy a private day sailing charter and find out what the British Virgin islands are all about. Stunning nature, clear blue water, excellent snorkeling, beautiful beaches and famous beach bars. We customize the tour after your pr... More
Private Tour

Private day sail BVI - Explore & enjoy the British Virgin Islands
-
Caribbean
-
Superb8 reviews5
Enjoy a private day sailing charter and find out what the British Virgin islands are all about. Stun....
Private Tour
Adults Only Aruba Catalina Bay Small-Group Snorkel Sunset Sail
We offer assigned seating, only a small group of people on board, very calm waters. Afternoon delight Sailing and Snorkelling Sunset Cruise. We stop at Aruba's most beautiful lagoon, Catalina bay. This is where the water is cr... More
Private Tour

Adults Only Aruba Catalina Bay Small-Group Snorkel Sunset Sail
-
Caribbean
-
Superb44 reviews4.8
We offer assigned seating, only a small group of people on board, very calm waters. Afternoon deli....
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

4 Hours Party Boat Catamaran Cruise in Negril
-
Caribbean
-
Superb10 reviews5
Book our unique Catamaran experience. You will be picked up at your hotel. You will be travelling in....
Private Tour
Party in Catamaran in Punta Cana open bar
punctuality, respect and dedication for you and your family, we offer you the best party in the Dominican Republic sea sun, natural pool, music, alcohol. don't let them tell you, do it with us... More
Private Tour

Party in Catamaran in Punta Cana open bar
-
Caribbean
-
Superb21 reviews4.7
punctuality, respect and dedication for you and your family, we offer you the best party in the Domi....
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

All Inclusive Day Sail
-
Caribbean
-
Superb90 reviews4.9
Sailing on Helios in the Virgin Islands can be one of the most memorable days spent on your vacation....
Private Tour
Horseback Ride and Swim with Catamaran Cruise and Zipline
Ride up mountain terrains with spectacular ocean vistas. Journey through Jamaica’s backcountry and pass through farmlands, while exploring the ruins of an 18th century old sugar plantation. Continue to the seaside where your hor... More
Private Tour

Horseback Ride and Swim with Catamaran Cruise and Zipline
-
Caribbean
-
Exellent13 reviews4.4
Ride up mountain terrains with spectacular ocean vistas. Journey through Jamaica’s backcountry and....
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

Mojito - Full Day Private Catamaran Cruise - Sint Maarten
-
Caribbean
-
Superb12 reviews5
Join us on one of our luxury sail catamarans for an amazing day on the water. We offer private chart....
Private Tour
Ocean Bamboo Rafting Catamaran Cruise and Horseback Ride N Swim
It’s Time To Play at CHUKKA OCEAN OUTPOST, where ocean-loving thrill seekers and cultural explorers unite. Your Ocean Bamboo Rafting Triple Pass gives you access to the only seaside nature-adventure park in Jamaica, where you wi... More
Private Tour

Ocean Bamboo Rafting Catamaran Cruise and Horseback Ride N Swim
-
Caribbean
-
Exellent6 reviews4.5
It’s Time To Play at CHUKKA OCEAN OUTPOST, where ocean-loving thrill seekers and cultural explorer....
Private Tour
Punta Cana Private Cruise up to 10 people
Only company with a floating kitchen and large floating bar Our menu options cater to all tastes—including seafood, meat, surf and turf, vegetarian, and more. Coral museum and interpretation center upon arrival Snorkeling are... More
Private Tour

Punta Cana Private Cruise up to 10 people
-
Caribbean
-
Superb37 reviews4.9
Only company with a floating kitchen and large floating bar Our menu options cater to all tastes—....
Private Tour
Private Sailing & Snorkeling Tour with Bar & Food in Fajardo, PR
Explore the offshore islands of the East Coast of Puerto Rico aboard our modern 2013 Beneteau 41 ft Sailboat equipped amenities like full snorkeling gear, paddle boards and floaties. With over 15 years of experience, we'll create ... More
Private Tour

Private Sailing & Snorkeling Tour with Bar & Food in Fajardo, PR
-
Caribbean
-
Superb23 reviews5
Explore the offshore islands of the East Coast of Puerto Rico aboard our modern 2013 Beneteau 41 ft ....
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

Private Catamaran Cruise Aboard the 'Quetzal'
-
Caribbean
-
Superb91 reviews5
This private day is yours to tailor! Hand pick off track spots and activities for a full personal ex....
Private Tour
Saona Island Excursion by Catamaran and Speedboat (Full Day)
Morning pickup in Punta Cana or Bavaro means you begin the day stress-free. Enjoy the scenery on the way to Bayahibe, where you board either a catamaran for the ride to Saona Island. Upon arrival, you can decide how to spend you... More
Private Tour

Saona Island Excursion by Catamaran and Speedboat (Full Day)
-
Caribbean
-
Very Good8 reviews3.8
Morning pickup in Punta Cana or Bavaro means you begin the day stress-free. Enjoy the scenery on the....
Private Tour
Small Group: Snorkeling Cruise Adventure around the Punta Cana Coast
SINGLES, COUPLES & GROUPS can all explore the beautiful coast of Punta Cana on this safe route. Embark on a party in one of the most beautiful beaches in the world. Take up the warm Punta Cana sun in a spacious double deck catamar... More
Private Tour

Small Group: Snorkeling Cruise Adventure around the Punta Cana Co....
-
Caribbean
-
Superb39 reviews4.7
SINGLES, COUPLES & GROUPS can all explore the beautiful coast of Punta Cana on this safe route. Emba....
Private Tour
Saona Island Tour and Catamaran Party from Punta Cana
Saona Island is like a paradise on earth surrounded by white sand beaches, crystal clear turquoise waters and countless palm trees, this environment invites you to relax. The tour of Saona Island is an experience of a lifetime! T... More
Private Tour

Saona Island Tour and Catamaran Party from Punta Cana
-
Caribbean
-
Very Good6 reviews4
Saona Island is like a paradise on earth surrounded by white sand beaches, crystal clear turquoise w....
Private Tour
Snorkeling Adventure and Explore Catalina Island from Punta Cana
Spend the day cruising off the Dominican Republic’s coast on a Catamaran bound for Catalina Island. Listen to live music and sip drinks from the open bar before diving in to snorkel on “The Wall” with the snorkel equipment p... More
Private Tour

Snorkeling Adventure and Explore Catalina Island from Punta Cana
-
Caribbean
-
Very Good5 reviews3.6
Spend the day cruising off the Dominican Republic’s coast on a Catamaran bound for Catalina Island....
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

Fun Package Parasailing & Party Boat From Punta Cana
-
Caribbean
-
Good3 reviews3.3
Imagine being raised 150 feet in the air, the cool wind caressing your face while relaxing with a sp....
Skip The Line
Private Tour
7 Hour Private Catamaran Sail, Snorkel and Beach BBQ Grace Bay, Providenciales
GO NATIVE! Take a journey into the culinary culture of the Turks and Caicos as we take you on an informative, scenic and relaxing full day sailing adventure. Experience true sailing and an educational guided snorkel tour of the wo... More
Skip The Line
Private Tour

7 Hour Private Catamaran Sail, Snorkel and Beach BBQ Grace Bay, P....
-
Caribbean
-
Superb17 reviews5
GO NATIVE! Take a journey into the culinary culture of the Turks and Caicos as we take you on an inf....
Skip The Line
Private Tour
St Martin Gd-Case: Private day in all inclusive catamaran
Imagine a perfect day, lulled by the waves and rays of the sun, aboard our exceptional catamaran that transforms every moment into an unforgettable adventure. This catamaran combines comfort, performance and space, offering a uniq... More
Skip The Line
Private Tour

St Martin Gd-Case: Private day in all inclusive catamaran
-
Caribbean
-
Superb10 reviews5
Imagine a perfect day, lulled by the waves and rays of the sun, aboard our exceptional catamaran tha....
Skip The Line
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
Skip The Line
Private Tour

Be Happy - Private Catamaran Cruise in Sint Maarten - Half Day
-
Caribbean
-
Superb1 review5
Join us on Be Happy, one of our luxury sail catamarans for an amazing day on the water. We offer pri....
Skip The Line
Private Tour