Top Caribbean Cruises, Sailing & Water Tours

Middleham Falls Hike and Ti'tou Gorge Half-Day Excursion

Explore the interior of Dominica with a 125-minute medium difficulty round-trip hike to the tallest waterfall in the Eastern Caribbean. After the hike and splurge …More

Explore the interior of Dominica with a 125-minute medium difficulty round-trip hike to the tallest waterfall in the Eastern Caribbean. After the hike and splurge...

4 hours Hotel pickup offered Free Cancellation
4.9 (61)
from
$130
Half-Day Jet Ski Tour of St Martin

Go for half-day tour discovering and enjoying the most beautiful beaches and bays of the island including the Belmond La Samanna, a 5-star hotel where …More

Go for half-day tour discovering and enjoying the most beautiful beaches and bays of the island including the Belmond La Samanna, a 5-star hotel where...

3 to 5 hours Hotel pickup offered Free Cancellation
5.0 (129)
from
$236
Klein Curacao Powerboat Adventure

Fast Powerboat adventure to the beautiful island of Klein Curacao. With a top speed of 45 m/ph (70 km) your adrenaline adventure will be unforgettable. …More

Fast Powerboat adventure to the beautiful island of Klein Curacao. With a top speed of 45 m/ph (70 km) your adrenaline adventure will be unforgettable....

6 hours Free Cancellation
4.9 (100)
from
$169
Dunn's River Falls Catamaran Cruise, Ocho Rios

Step aboard the Chukka Cat and sail away with us along the coast of Ocho Rios. Experience Jamaica at its finest on our sixty-five foot …More

Ocho Rios, Jamaica

Step aboard the Chukka Cat and sail away with us along the coast of Ocho Rios. Experience Jamaica at its finest on our sixty-five foot...

6 hours Hotel pickup offered Free Cancellation
4.5 (360)
from
$139
Private Half Day Trip: Snorkeling Cruise-Swimming Pool & Virgen Beach

With the sound of the waves gently lapping the shore, embark on a world-class catamaran cruise in Punta Cana. Enjoy this great party, snacks and …More

With the sound of the waves gently lapping the shore, embark on a world-class catamaran cruise in Punta Cana. Enjoy this great party, snacks and...

3 hours 30 minutes Hotel pickup offered Free Cancellation
5.0 (159)
from
$698
Rose Island Half-Day Snorkeling Cruise

Take a trip out on the clear blue Bahamian seas and enjoy our most popular excursion. Cruise to one of our favorite spots for snorkeling, …More

Take a trip out on the clear blue Bahamian seas and enjoy our most popular excursion. Cruise to one of our favorite spots for snorkeling,...

4 hours Free Cancellation
5.0 (126)
from
$750
St. Thomas Maho Bay Turtle Snorkel Sail - Ritz-Carlton

Sail away aboard Lady Lynsey II into the Virgin Island’s National Park to discover the wonders of snorkeling with sea turtles. …More

Sail away aboard Lady Lynsey II into the Virgin Island’s National Park to discover the wonders of snorkeling with sea turtles....

5 hours Free Cancellation
4.9 (61)
from
$159
Discover The Baths of Virgin Gorda Full Day Adventure - Ritz Carlton St. Thomas

Join us aboard our 45' express cruiser for an unforgettable tour of the British Virgin Islands (valid passport required), and one of the most famous …More

Join us aboard our 45' express cruiser for an unforgettable tour of the British Virgin Islands (valid passport required), and one of the most famous...

9 hours Free Cancellation
4.6 (106)
from
$369
Jost Van Dyke Boat Tour with Foxy’s and Soggy Dollar Bar

The BVI triangle hits the MOST stops in the British Virgin Islands in one day! Your first stop is at Great Harbor, Jost Van Dyke …More

Likely to Sell Out
Likely to Sell Out

The BVI triangle hits the MOST stops in the British Virgin Islands in one day! Your first stop is at Great Harbor, Jost Van Dyke...

8 hours
5.0 (308)
from
$360
USVI Private Boat Charter Adventure

Enjoy all the beautiful beaches the Virgin Islands has to offer in the comfort and shade of a specifically charter designed boat with reclining bow …More

Enjoy all the beautiful beaches the Virgin Islands has to offer in the comfort and shade of a specifically charter designed boat with reclining bow...

8 hours Free Cancellation
4.9 (96)
from
$1,500
Jost Van Dyke Funday

This trip is enjoying Jost Van Dyke . We check into the BVI at the quaint village of Great Harbor. Here we have time to …More

Likely to Sell Out
Likely to Sell Out

This trip is enjoying Jost Van Dyke . We check into the BVI at the quaint village of Great Harbor. Here we have time to...

8 hours
5.0 (156)
from
$360
Private Full Day, Fun Day SY Mazu -Luxury Gemini Legacy Catamaran

An island tradition, Full Day-Fun Day aboard SY Mazu or SY Neptune makes lasting memories. Both vessels are a Gemini Legacy sailing catamaran. SY Mazu …More

An island tradition, Full Day-Fun Day aboard SY Mazu or SY Neptune makes lasting memories. Both vessels are a Gemini Legacy sailing catamaran. SY Mazu...

7 hours Free Cancellation
4.9 (165)
from
$1,595
Antilla Shipwreck Seabob Tour

This tour includes everything you need for a thrilling adventure: pickup and drop-off from your hotel, resort, or nearest beach, a 2.5-hour tour, beverages, snorkel …More

Likely to Sell Out
Likely to Sell Out
Oranjestad, Aruba

This tour includes everything you need for a thrilling adventure: pickup and drop-off from your hotel, resort, or nearest beach, a 2.5-hour tour, beverages, snorkel...

2 hours 30 minutes Hotel pickup offered Free Cancellation
4.9 (222)
from
$120
Aruba Seabob Scooter Reef Tour

The SEABOB F5 S Jet enables you to cover a much more extensive area on the water without getting physically tired. As a result you …More

Likely to Sell Out
Likely to Sell Out
Oranjestad, Aruba

The SEABOB F5 S Jet enables you to cover a much more extensive area on the water without getting physically tired. As a result you...

1 hour Hotel pickup offered Free Cancellation
4.8 (229)
from
$97
Full Day Sail with Max Charters

A day with Max Charters is a unique way to experience the Virgin Islands. We carry fewer passengers than most charter companies in order to …More

Likely to Sell Out
Likely to Sell Out

A day with Max Charters is a unique way to experience the Virgin Islands. We carry fewer passengers than most charter companies in order to...

6 hours Free Cancellation
5.0 (136)
from
$285
6-Hour Turtles, Pizza Pi & Sunset Sail

** This trip departs from St. Thomas Only ** Get ready for a day of sun, sea, and stories! Our crew members, who also call …More

Likely to Sell Out
Likely to Sell Out

** This trip departs from St. Thomas Only ** Get ready for a day of sun, sea, and stories! Our crew members, who also call...

6 hours
5.0 (441)
from
$280
US Virgin Islands Island Hop & Food Boat Tour

This is a NEW *Stormy Pirates* Itinerary!! Visit 3 different US Virgin Islands. 2 food boats and a Beach Club in 8 hours. This trip …More

Likely to Sell Out
Likely to Sell Out

This is a NEW *Stormy Pirates* Itinerary!! Visit 3 different US Virgin Islands. 2 food boats and a Beach Club in 8 hours. This trip...

8 hours
4.9 (433)
from
$280
Private All Inclusive Speedboat to Soufriere with Lunch, Mud Bath & Waterfall

If you are looking for an All-inclusive private boat shore excursion in St Lucia, which is certified Covid-19 compliant, where you may visit the volcano …More

Likely to Sell Out
Likely to Sell Out
Anse La Raye, St Lucia

If you are looking for an All-inclusive private boat shore excursion in St Lucia, which is certified Covid-19 compliant, where you may visit the volcano...

4 to 6 hours Hotel pickup offered Free Cancellation
5.0 (50)
from
$125
6HR-Private Provo Cays Exploration with Lunch

Imagine spending the day luxuriating on your own private boat with your friends and family. Our private charter will take you on an experience like …More

Imagine spending the day luxuriating on your own private boat with your friends and family. Our private charter will take you on an experience like...

6 hours Hotel pickup offered Free Cancellation
5.0 (111)
from
$2,300
3-Stop Stingray City, Reef Snorkel & Starfish Point Tour

Have you ever been on a catamaran? Aboard the Buccaneer! A beautiful, comfortable, stable and relaxing 50-foot sailing CATAMARAN where you don't have to worry …More

George Town, Cayman Islands

Have you ever been on a catamaran? Aboard the Buccaneer! A beautiful, comfortable, stable and relaxing 50-foot sailing CATAMARAN where you don't have to worry...

3 hours 30 minutes Hotel pickup offered Free Cancellation
4.9 (116)
from
$79

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

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