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Top 10 Best Caribbean Sailing Trips

Found 365 Sailing Trips activities in Caribbean. Sort by Popularity. - Page 10
 

Jost Van Dyke Day Sailing Catamaran Tour

(5 of 1 review)

***Ideal for hotel/villa guests, Available to cruise ship guests*** Welcome aboard, fellow adventurers, to the breathtaking paradise of the British Virgin Islands! Here, amidst the crystal-clear waters and gentle sea breezes, lie... More

Free Cancellation
Start From $195.00
 
Jost Van Dyke Day Sailing Catamaran Tour

Jost Van Dyke Day Sailing Catamaran Tour

  • Caribbean
  • Superb1 review5

***Ideal for hotel/villa guests, Available to cruise ship guests*** Welcome aboard, fellow adventur....

    Free Cancellation
    Start From $195.00
 
 

100% Private Charter Snorkel, Sail, Relax (Cruisers Friendly)

(5 of 98 reviews)

price various on #) Take your private yacht for a personal sailing and snorkel adventure on the beautiful waters of Bonaire! You go out on a 45.2ft Jeanneau for a 4,5 or 5,5 hour tour at the time you pick when you make the booking... More

Free Cancellation
Private Tour
Start From $455.00
 
100% Private Charter Snorkel, Sail, Relax (Cruisers Friendly)

100% Private Charter Snorkel, Sail, Relax (Cruisers Friendly)

  • Caribbean
  • Superb98 reviews5

price various on #) Take your private yacht for a personal sailing and snorkel adventure on the beau....

    Free Cancellation
    Private Tour
    Start From $455.00
 
 

Private Catamaran Party with Snorkeling and Unlimited Drink

(5 of 98 reviews)

The first stop is at the reef of Cabeza de Toro beach for an unforgettable snorkeling experience. All necessary and disinfected snorkeling equipment will be provided, always under the supervision of our professional guides. Get in... More

Free Cancellation
Private Tour
Start From $890.00
 
Private Catamaran Party with Snorkeling and Unlimited Drink

Private Catamaran Party with Snorkeling and Unlimited Drink

  • Caribbean
  • Superb98 reviews5

The first stop is at the reef of Cabeza de Toro beach for an unforgettable snorkeling experience. Al....

    Free Cancellation
    Private Tour
    Start From $890.00
 
 

Half Day Party Boat and Snorkeling in Punta Cana

(5 of 1 review)

Our goals are to make client satisfaction our main priority, our catamarans are safe, fun and very comfortable. It is for people who love great music, exceptional entertaining & friendly staff, delicious tropical rum, beer, cockt... More

Free Cancellation
Private Tour
Start From $53.00
 
Half Day Party Boat and Snorkeling in Punta Cana

Half Day Party Boat and Snorkeling in Punta Cana

  • Caribbean
  • Superb1 review5

Our goals are to make client satisfaction our main priority, our catamarans are safe, fun and very c....

    Free Cancellation
    Private Tour
    Start From $53.00
 
 

No1SXM Day Sailing Experience in St. Maarten

(4.9 of 142 reviews)

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

Free Cancellation
Private Tour
Start From $137.00
 
No1SXM Day Sailing Experience in St. Maarten

No1SXM Day Sailing Experience in St. Maarten

  • Caribbean
  • Superb142 reviews4.9

Are you ready to go Sailing? True sailing on board of No1Sxm Trimaran: stable, smooth, fast. The 5....

    Free Cancellation
    Private Tour
    Start From $137.00
 
 

Luminous Lagoon Tour Glistening Waters Experience Falmouth

(4.9 of 142 reviews)

Our Bioluminous Lagoon stands out with its vibrant glow, warm shallow waters perfect for swimming, and expert guides who make every moment unforgettable. We pride ourselves on being reliable, trustworthy, and offering this magical... More

Free Cancellation
Private Tour
Start From $25.70
 
Luminous Lagoon Tour Glistening Waters Experience Falmouth

Luminous Lagoon Tour Glistening Waters Experience Falmouth

  • Caribbean
  • Superb142 reviews4.9

Our Bioluminous Lagoon stands out with its vibrant glow, warm shallow waters perfect for swimming, a....

    Free Cancellation
    Private Tour
    Start From $25.70
 
 

RICKS CAFE PARTY CRUISE RIU AQUARELLE transfers included

(4 of 1 review)

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 the newest most upscale beach spot JAMWEST, ... More

Free Cancellation
Private Tour
Start From $145.00
 
RICKS CAFE PARTY CRUISE RIU AQUARELLE transfers included

RICKS CAFE PARTY CRUISE RIU AQUARELLE transfers included

  • Caribbean
  • Very Good1 review4

From the moment you're picked up from the hotel your tour of Jamaica begins, as we set of for Negril....

    Free Cancellation
    Private Tour
    Start From $145.00
 
 

Stroll and Initiation to Sailing in the Baie des Saintes

(5 of 79 reviews)

I invite you to come and share my passion for sailing and navigation in one of the most beautiful bays in the world! I am a State Sailing instructor, I grew up on a boat around Guadeloupe and its islands, and I invite you today to... More

Free Cancellation
Private Tour
Start From $83.45
 
Stroll and Initiation to Sailing in the Baie des Saintes

Stroll and Initiation to Sailing in the Baie des Saintes

  • Caribbean
  • Superb79 reviews5

I invite you to come and share my passion for sailing and navigation in one of the most beautiful ba....

    Free Cancellation
    Private Tour
    Start From $83.45
 
 

The Soul Of Pirates Boat Trip Adventure Caribbean Charter Morning / Sunset SXM

(4.9 of 56 reviews)

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

Free Cancellation
Private Tour
Start From $122.40
 
The Soul Of Pirates Boat Trip Adventure Caribbean Charter Morning / Sunset SXM

The Soul Of Pirates Boat Trip Adventure Caribbean Charter Morning....

  • Caribbean
  • Superb56 reviews4.9

A timeless adventure aboard our eco-tourism sailboat. No engine, navigate like pirates. Possibility ....

    Free Cancellation
    Private Tour
    Start From $122.40
 
 

Half Day Tour with Boat Party through Punta Cana Beaches

(4.7 of 37 reviews)

Embark on an unforgettable adventure in Punta Cana! Cruise the turquoise waters of the Caribbean aboard a comfortable catamaran, where you can relax, enjoy stunning scenery and cool off with delicious drinks while feeling the sea... More

Free Cancellation
Private Tour
Start From $74.68
 
Half Day Tour with Boat Party through Punta Cana Beaches

Half Day Tour with Boat Party through Punta Cana Beaches

  • Caribbean
  • Superb37 reviews4.7

Embark on an unforgettable adventure in Punta Cana! Cruise the turquoise waters of the Caribbean ab....

    Free Cancellation
    Private Tour
    Start From $74.68
 
 

Sharks & Stingrays Encounter and Small Boat Ride from Punta Cana

(3.5 of 15 reviews)

Come and live this emotion and enjoy a fun and completely safe trip. From young children to adults can participate in these incredible adventures. Enjoy a Small group fast boat ride and snorkel with multicolored tropical fish up t... More

Free Cancellation
Private Tour
Start From $89.72
 
Sharks & Stingrays Encounter and Small Boat Ride from Punta Cana

Sharks & Stingrays Encounter and Small Boat Ride from Punta Cana

  • Caribbean
  • Good15 reviews3.5

Come and live this emotion and enjoy a fun and completely safe trip. From young children to adults c....

    Free Cancellation
    Private Tour
    Start From $89.72
 
 

Half Day Sosua Sunset Cruise with Snorkeling

(4.7 of 3 reviews)

A totally relaxing catamaran cruise with a personal and professional guide. We sail towards an unforgettable adventure! Take advantage of the opportunity to experience one of the most beautiful sunsets aboard a catamaran that depa... More

Free Cancellation
Private Tour
Start From $80.00
 
Half Day Sosua Sunset Cruise with Snorkeling

Half Day Sosua Sunset Cruise with Snorkeling

  • Caribbean
  • Superb3 reviews4.7

A totally relaxing catamaran cruise with a personal and professional guide. We sail towards an unfor....

    Free Cancellation
    Private Tour
    Start From $80.00
 
 

Aruba Sunset Sail - The Arusun Catamaran

(4.5 of 2 reviews)

Enjoy a scenic sail along the Palm Beach coastline aboard The Arusun catamaran while enjoying some music with a premium open bar & light snacks.... More

Free Cancellation
Private Tour
Start From $55.00
 
Aruba Sunset Sail - The Arusun Catamaran

Aruba Sunset Sail - The Arusun Catamaran

  • Caribbean
  • Exellent2 reviews4.5

Enjoy a scenic sail along the Palm Beach coastline aboard The Arusun catamaran while enjoying some m....

    Free Cancellation
    Private Tour
    Start From $55.00
 
 

3 ADVENTURES: Sailing Catamaran Cruise - Hooka Diving - Snorkeling

(4.9 of 118 reviews)

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

Free Cancellation
Private Tour
Start From $105.00
 
3 ADVENTURES: Sailing Catamaran Cruise - Hooka Diving - Snorkeling

3 ADVENTURES: Sailing Catamaran Cruise - Hooka Diving - Snorkelin....

  • Caribbean
  • Superb118 reviews4.9

Discover the amazing underwater world at Punta Cana on this 4-hour party cruise. Enjoy the open bar,....

    Free Cancellation
    Private Tour
    Start From $105.00
 
 

Private Island Boat tour, Snorkel & Discover hidden Treasures !

(5 of 5 reviews)

We can have a tour on our lovely motor sail boat Treasure where its not crowded and can take maximum of 6 we can go to the inhabitable Secret Saba Island if weather conditions are good to where we can snorkel there in a transpare... More

Free Cancellation
Private Tour
Start From $79.00
 
Private Island Boat tour, Snorkel & Discover hidden Treasures !

Private Island Boat tour, Snorkel & Discover hidden Treasures !

  • Caribbean
  • Superb5 reviews5

We can have a tour on our lovely motor sail boat Treasure where its not crowded and can take maximum....

    Free Cancellation
    Private Tour
    Start From $79.00
 
 

Sailing Antigua's West Coast

(4.6 of 5 reviews)

Look forward to a pleasant day navigating the beautiful coast of Antigua Island, the captain will drop anchor so you can jump in and enjoy this paradise.... More

Free Cancellation
Private Tour
Start From $179.21
 
Sailing Antigua's West Coast

Sailing Antigua's West Coast

  • Caribbean
  • Superb5 reviews4.6

Look forward to a pleasant day navigating the beautiful coast of Antigua Island, the captain will dr....

    Free Cancellation
    Private Tour
    Start From $179.21
 
 

Luxury Sail & Snorkeling

(4.6 of 5 reviews)

From the moment you step aboard, we promise an experience filled with excitement. You'll be greeted with a welcome drink as our captain outlines the safety protocols, setting the stage for our sailing journey. As we leave the harb... More

Free Cancellation
Private Tour
Start From $115.00
 
Luxury Sail & Snorkeling

Luxury Sail & Snorkeling

  • Caribbean
  • Superb5 reviews4.6

From the moment you step aboard, we promise an experience filled with excitement. You'll be greeted ....

    Free Cancellation
    Private Tour
    Start From $115.00
 
 

Beach Buggy Excursion in Punta Cana Bavaro

(4 of 2 reviews)

It is a short activity of only 4 hours so you will have the whole day to enjoy your hotel once finished. You can choose from three different schedules First shift 7:30 AM Second 10:30 AM Third turn. 1:30 PM allowing you to pla... More

Free Cancellation
Private Tour
Start From $54.00
 
Beach Buggy Excursion in Punta Cana Bavaro

Beach Buggy Excursion in Punta Cana Bavaro

  • Caribbean
  • Very Good2 reviews4

It is a short activity of only 4 hours so you will have the whole day to enjoy your hotel once finis....

    Free Cancellation
    Private Tour
    Start From $54.00
 
 

Saona Island Tour and Catamaran Party from Punta Cana

(4 of 6 reviews)

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

Free Cancellation
Private Tour
Start From $74.00
 
Saona Island Tour and Catamaran Party from Punta Cana

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....

    Free Cancellation
    Private Tour
    Start From $74.00
 
 

Cruz Bay Champagne Sunset Sail with Open Bar & Hors D'oeuvres

(4.3 of 58 reviews)

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

Free Cancellation
Private Tour
Start From $99.00
 
Cruz Bay Champagne Sunset Sail with Open Bar & Hors D'oeuvres Likely to Sell Out

Cruz Bay Champagne Sunset Sail with Open Bar & Hors D'oeuvres

  • Caribbean
  • Exellent58 reviews4.3

As the sun sets our sails rise, and the champagne flows. Experience a Caribbean sunset and celebrate....

    Free Cancellation
    Private Tour
    Start From $99.00
 
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