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Top Caribbean Cruises, Sailing & Water Tours

Intrepid 47' Luxury Performance Yacht 6 Hour Rental in Fajardo

Consider the type of activities and add-ons as well as the destination islands we charter to. Whether it be to Icacos for snorkeling and natural …More

Consider the type of activities and add-ons as well as the destination islands we charter to. Whether it be to Icacos for snorkeling and natural...

6 hours Free Cancellation
from
$2,000
Historic / Educational Private Day Sail - South Coast of Puerto Rico

With the assistance of expert ecotour guide, our experienced USCG Captain and crew you will enjoy a day of great sailing and learning history of …More

With the assistance of expert ecotour guide, our experienced USCG Captain and crew you will enjoy a day of great sailing and learning history of...

6 hours Free Cancellation
from
$1,050
Private 3 Day Tour with Sailing and Snorkeling in Anegada BVI

Sailing wellness retreats is a passion of mine. As an ocean lover, I want to share the beauty of the ocean with you. Get away …More

Tortola, British Virgin Islands

Sailing wellness retreats is a passion of mine. As an ocean lover, I want to share the beauty of the ocean with you. Get away...

3 days Hotel pickup offered
from
$10,000
Private Yacht Tour Montego Bay with DJ Open Bar and Water Sports

Elevate your event with an unforgettable cruise aboard the luxurious Sea Ray 540 Sundancer. Whether you're hosting a lively party or seeking a serene escape, …More

Montego Bay, Jamaica

Elevate your event with an unforgettable cruise aboard the luxurious Sea Ray 540 Sundancer. Whether you're hosting a lively party or seeking a serene escape,...

3 hours Free Cancellation
from
$2,600
Private Deep Sea Fishing in Montego Bay

Basically this completely private fishing trip is perfect for the whole family, with private roundtrip transportation and a certified crew you can expect to get …More

Montego Bay, Jamaica

Basically this completely private fishing trip is perfect for the whole family, with private roundtrip transportation and a certified crew you can expect to get...

4 hours Hotel pickup offered Free Cancellation
from
$1,800
Private Full Day Whale Watching Tour

For parties 10 persons and smaller, the “Serendipity” provides a solid, comfortable, and well-equipped boat for bottom fishing or combination days. Serendipity is a 37’ …More

For parties 10 persons and smaller, the “Serendipity” provides a solid, comfortable, and well-equipped boat for bottom fishing or combination days. Serendipity is a 37’...

8 hours Hotel pickup offered Free Cancellation
from
$5,507
2 Hours Sunset Cruise Aboard the Serendipity in Turks and Caicos

Come on board Serendipity in Turks and Caicos.  Our friendly crew will have you smiling in no time !  We welcome you aboard with a …More

Come on board Serendipity in Turks and Caicos.  Our friendly crew will have you smiling in no time !  We welcome you aboard with a...

120 to 145 minutes Hotel pickup offered Free Cancellation
from
$1,809
Private Express Cruise Tour in Punta Cana

Escape the ordinary with our Private Catamaran Tour along Punta Cana's stunning coastline. Perfect for groups of up to 8 people, this exclusive 4-hour journey …More

Punta Cana, Dominican Republic

Escape the ordinary with our Private Catamaran Tour along Punta Cana's stunning coastline. Perfect for groups of up to 8 people, this exclusive 4-hour journey...

4 hours Hotel pickup offered Free Cancellation
from
$1,000
Private Charter Catamaran Sailing and Snorkeling

This catamaran sailing adventure is one of the most relaxing catamaran excursions found in Punta Cana. The catamaran passes along the Punta Cana coastline with …More

Punta Cana, Dominican Republic

This catamaran sailing adventure is one of the most relaxing catamaran excursions found in Punta Cana. The catamaran passes along the Punta Cana coastline with...

4 hours Hotel pickup offered
from
$3,125
Private Full-Day Catamaran Martinique Trip

Head to St. Lucia's neighboring island Martinique for a unique cultural experience. You are free to roam around the island to experience the many experiences …More

Cap Estate, St Lucia

Head to St. Lucia's neighboring island Martinique for a unique cultural experience. You are free to roam around the island to experience the many experiences...

8 hours Hotel pickup offered Free Cancellation
from
$3,500
Private catamaran for groups up to 15 people and Lunch on board

Live a unique experience aboard a catamaran in Puerto Plata! Embark on an exclusive journey through the crystal-clear Caribbean waters, enjoying breathtaking landscapes and hidden …More

Puerto Plata, Dominican Republic

Live a unique experience aboard a catamaran in Puerto Plata! Embark on an exclusive journey through the crystal-clear Caribbean waters, enjoying breathtaking landscapes and hidden...

4 hours Hotel pickup offered Free Cancellation
from
$1,599
Bleu's Full Day 8 Hours Tour

Join our Full Day Jet Ski Tour in Turks and Caicos, featuring breathtaking sights of historic sites, sandy beaches, and stunning islands and cays. Enjoy …More

Join our Full Day Jet Ski Tour in Turks and Caicos, featuring breathtaking sights of historic sites, sandy beaches, and stunning islands and cays. Enjoy...

8 hours Free Cancellation
from
$1,700
Timeless Private Luxury Speedboat Charter

Experience the ultimate in luxury and adventure with our exclusive private speedboat charter aboard this stunning triple-engine Donzi 38 Zfx called ‘Timeless’. Set against the …More

Marigot Bay, St Lucia

Experience the ultimate in luxury and adventure with our exclusive private speedboat charter aboard this stunning triple-engine Donzi 38 Zfx called ‘Timeless’. Set against the...

6 hours Hotel pickup offered Free Cancellation
from
$1,800
Full-Day Snorkeling Adventure at Catalina Island from Punta Cana

Embark on a full-day snorkeling adventure to Catalina Island, one of the Dominican Republic’s top snorkeling destinations. Begin your journey with a scenic catamaran ride …More

Punta Cana, Dominican Republic

Embark on a full-day snorkeling adventure to Catalina Island, one of the Dominican Republic’s top snorkeling destinations. Begin your journey with a scenic catamaran ride...

10 hours Hotel pickup offered Free Cancellation
from
$78
Half Day Private Yacht Cruise to Catalina Island with Snorkeling

Catalina Island awaits with its stunning beaches and crystal-clear waters on this half or full-day private yacht cruise. Begin with convenient pickup from your hotel …More

Catalina Island awaits with its stunning beaches and crystal-clear waters on this half or full-day private yacht cruise. Begin with convenient pickup from your hotel...

4 hours Free Cancellation
from
$1,400
Full-Day Private Yacht Excursion in Catalina Island w/ Snorkeling

Step beyond the ordinary with an unforgettable journey to Isla Catalina, where venture meets tranquility in one of the Caribbean's most breathtaking destinations. Unlike standard …More

Step beyond the ordinary with an unforgettable journey to Isla Catalina, where venture meets tranquility in one of the Caribbean's most breathtaking destinations. Unlike standard...

3 hours Free Cancellation
from
$1,850
Miches Private Sailing Tour in Punta Cana Natural Reserve

Unique opportunity of Sailing and cruising in the Punta Cana and Cape Engaño crystal clear shallow waters, with 2 nets to relax that will be …More

La Romana, Dominican Republic

Unique opportunity of Sailing and cruising in the Punta Cana and Cape Engaño crystal clear shallow waters, with 2 nets to relax that will be...

5 hours 30 minutes Hotel pickup offered Free Cancellation
from
$1,489
Full day VIP Excursion on Luxury Yacht to Saona Island

Experience the ultimate luxury with our exclusive 37-foot yacht charters from Cumayasa (La Romana) to Saona Island. Our excursions stand out with personalized itineraries, gourmet …More

Experience the ultimate luxury with our exclusive 37-foot yacht charters from Cumayasa (La Romana) to Saona Island. Our excursions stand out with personalized itineraries, gourmet...

8 hours Free Cancellation
from
$2,100

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These answers are based on answers previously given to Cool Shore Excursions customers' questions.

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