Top Caribbean Cruises, Sailing & Water Tours

Private Caribbean Snorkeling Cruise At Punta Cana & Sharks, Stingray Encounter

Perfect for both small and large groups. Explore the beauty of Punta Cana's white sands and turquoise blue clear waters in your own upgraded private …More

Perfect for both small and large groups. Explore the beauty of Punta Cana's white sands and turquoise blue clear waters in your own upgraded private...

4 hours Hotel pickup offered Free Cancellation
5.0 (45)
from
$1,295
Luxury Catamaran Cruise: Sip, Sail, Snorkel, and Swim with Pigs!

Dive into a world of difference with Tropical Breeze as we redefine the classic Bahamian cruise experience. Here's what sets us apart as the ultimate …More

Dive into a world of difference with Tropical Breeze as we redefine the classic Bahamian cruise experience. Here's what sets us apart as the ultimate...

6 hours Free Cancellation
5.0 (88)
from
$179
Full-Day Sailing Tour in Virgin Islands National Park

Set sail and explore the Virgin Islands National Park! Enjoy a day of sailing and snorkeling with lunch and drinks provided! Where to meet: We …More

Likely to Sell Out
Likely to Sell Out

Set sail and explore the Virgin Islands National Park! Enjoy a day of sailing and snorkeling with lunch and drinks provided! Where to meet: We...

6 hours Free Cancellation
4.9 (49)
from
$285
Full Day Private Boat Charter to the British Virgin Island

Embark on a BVI adventure with Carpe Diem Charters, your powerboat passport to paradise. Cruise turquoise waters, uncover hidden coves, and relish unforgettable moments. With …More

Embark on a BVI adventure with Carpe Diem Charters, your powerboat passport to paradise. Cruise turquoise waters, uncover hidden coves, and relish unforgettable moments. With...

8 hours Free Cancellation
5.0 (58)
from
$1,700
Explore the Virgin Islands on a Private Boat Charter

Stormy Pirates Captains are long-time residents of the Virgins Islands. Not only will they safely drive you around the islands, they will give you a …More

Stormy Pirates Captains are long-time residents of the Virgins Islands. Not only will they safely drive you around the islands, they will give you a...

6 hours
5.0 (371)
from
$1,195
Private El Yunque Rainforest Day Tour with Transport

This experience is the same El Yunque experience you know and love, but this time fully private! Our certified guides go above and beyond to …More

This experience is the same El Yunque experience you know and love, but this time fully private! Our certified guides go above and beyond to...

4 to 6 hours Hotel pickup offered Free Cancellation
5.0 (34)
from
$595
Private Snorkeling, Sunset & Bioluminiscent Bay Swim Boat Tour

Mystic Waters Under the Sun & Stars is the most intimate and cinematic way to interact with nature, an experience unlike any other in Puerto …More

Mystic Waters Under the Sun & Stars is the most intimate and cinematic way to interact with nature, an experience unlike any other in Puerto...

9 hours Free Cancellation
4.9 (52)
from
$400
Banana Adventure Catamaran Tropical Sunset Sail

Experience the magic of an Aruban sunset aboard our luxurious catamaran. Sip on refreshing drinks and savor tasty snacks as you sail along the sparkling …More

Experience the magic of an Aruban sunset aboard our luxurious catamaran. Sip on refreshing drinks and savor tasty snacks as you sail along the sparkling...

2 hours Hotel pickup offered Free Cancellation
4.8 (142)
from
$50
Sail, Shop and Snorkel in St. John from Westin Frenchman's Reef

Experience the best of two tropical islands! Sail to the island escape of St. John from St. Thomas aboard the beautiful Flying Frenchman. After snorkeling …More

Experience the best of two tropical islands! Sail to the island escape of St. John from St. Thomas aboard the beautiful Flying Frenchman. After snorkeling...

7 hours Free Cancellation
4.8 (29)
from
$129
Deluxe Sunset and Saxophone Sail on Luxury Catamaran

What could be a better end to a day full of Caribbean sun and surf than a relaxing sunset sail aboard a luxury sailing catamaran? …More

What could be a better end to a day full of Caribbean sun and surf than a relaxing sunset sail aboard a luxury sailing catamaran?...

90 to 120 minutes Free Cancellation
4.8 (55)
from
$139
Gibbs Cay Stingray & Conch Cultural Experience

Get away from the crowds and join Exclusive Escapes, where we specialize in small-group experiences rooted in the culture and natural heritage of Grand Turk. …More

Get away from the crowds and join Exclusive Escapes, where we specialize in small-group experiences rooted in the culture and natural heritage of Grand Turk....

2 hours Free Cancellation
4.9 (222)
from
$128
Tobago Buccoo Reef Glass Bottom Boat Cruise and Island Sightseeing Tour

Experience the highlights of Tobago including the capital city before venturing out to the Caribbean Sea on a glass bottom boat for snorkeling. The panoramic …More

Experience the highlights of Tobago including the capital city before venturing out to the Caribbean Sea on a glass bottom boat for snorkeling. The panoramic...

8 hours Hotel pickup offered Free Cancellation
4.7 (40)
from
$110
La Romana: Saona Crusoe VIP - Kreuzfahrtgäste

If you are looking for an eco excursion without crowded beaches, this is the right one for you. We bring you to the places of …More

If you are looking for an eco excursion without crowded beaches, this is the right one for you. We bring you to the places of...

9 hours Free Cancellation
4.8 (106)
from
$145
San Juan: Small-Group Snorkeling Experience with Pickup

Don't let other companies fool you! Transportation, entrance fees and gear are included in our price! Book with us, save money and feel relief! Looking …More

Isla Verde, Puerto Rico

Don't let other companies fool you! Transportation, entrance fees and gear are included in our price! Book with us, save money and feel relief! Looking...

2 hours Hotel pickup offered Free Cancellation
4.4 (59)
from
$94
Hands on Sailing Tour in Rodney Bay St Lucia

Enjoy an exciting and adrenaline filled sail around Rodney Bay or further afield, learning the skills and techniques of sailing a race yacht. As you …More

Likely to Sell Out
Likely to Sell Out

Enjoy an exciting and adrenaline filled sail around Rodney Bay or further afield, learning the skills and techniques of sailing a race yacht. As you...

3 hours Free Cancellation
4.9 (51)
from
$150
Afternoon Luxury Catamaran Sailing and Charter Cruise from Bridgetown

Enjoy a beautiful sunset on beautiful sunset cruises, you would not miss out on the snorkeling and the turtles, still have plenty of time for …More

Enjoy a beautiful sunset on beautiful sunset cruises, you would not miss out on the snorkeling and the turtles, still have plenty of time for...

3 hours 30 minutes
5.0 (317)
from
$175
Barbados Private Luxury All Inclusive Day Cruise By Oceanluxx

Experience the Pinnacle of Island Luxury with Our Exclusive Private Cruises for Four Step aboard and escape into paradise with a private cruise designed for …More

Experience the Pinnacle of Island Luxury with Our Exclusive Private Cruises for Four Step aboard and escape into paradise with a private cruise designed for...

4 hours Free Cancellation
5.0 (15)
from
$800
Half-Day Private Stingray City Charter in Cayman Islands

This is a private tour/activity. Only your group will participate. Avoid the crowds of Stingray City aboard your own private, 11-passenger boat. Depart from the …More

Grand Cayman, Cayman Islands

This is a private tour/activity. Only your group will participate. Avoid the crowds of Stingray City aboard your own private, 11-passenger boat. Depart from the...

3 hours 30 minutes Free Cancellation
4.9 (94)
from
$625
Private Aruba Beach Hop and Snorkel Experience

Discover Aruba beyond the usual tourist trail on an unforgettable Private Island Adventure combining breathtaking beaches, vibrant culture, and authentic local flavor. Your journey begins …More

Discover Aruba beyond the usual tourist trail on an unforgettable Private Island Adventure combining breathtaking beaches, vibrant culture, and authentic local flavor. Your journey begins...

4 hours Free Cancellation
4.9 (28)
from
$480
Private Full-Day Cruise of St. Martin and Anguilla

This private charter will take you around St. Martin or Anguilla for a full day. Departure is from Anse-Marcel Marina on the French side. The boat …More

This private charter will take you around St. Martin or Anguilla for a full day. Departure is from Anse-Marcel Marina on the French side. The boat...

8 hours Free Cancellation
5.0 (49)
from
$1,750

Frequently Asked Questions

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

Recent tour reviews
Activity name

Discover Caribbean