Top Caribbean Cruises, Sailing & Water Tours

Private Beach Cruisin & Snorkeling Experience in Aruba

Discover Aruba from the water with a private charter designed completely around you. Strea Charters is a family-owned company offering personalized, relaxed, and unforgettable boating …More

Discover Aruba from the water with a private charter designed completely around you. Strea Charters is a family-owned company offering personalized, relaxed, and unforgettable boating...

4 hours Free Cancellation
5.0 (11)
from
$2,000
I Like Turtles Private Sailing and Snorkeling from Sapphire

Come sail on a beautiful classic monohaul sailboat. You're guaranteed to enjoy your day sailing and snorkeling with amazing green sea turtles here in the …More

Likely to Sell Out
Likely to Sell Out

Come sail on a beautiful classic monohaul sailboat. You're guaranteed to enjoy your day sailing and snorkeling with amazing green sea turtles here in the...

3 hours Free Cancellation
5.0 (3)
from
$799
Los Haitises Boat Ride and Caño Hondo Natural Pools

Join a boat ride through the Los Haitises National Park and swim in the 14 natural pools with waterfalls of the Hotel Caño Hondo. Enjoy …More

Likely to Sell Out
Likely to Sell Out

Join a boat ride through the Los Haitises National Park and swim in the 14 natural pools with waterfalls of the Hotel Caño Hondo. Enjoy...

8 hours Free Cancellation
5.0 (2)
from
$80
Private Luxury Sunset Cruise Curaçao

Create unforgettable memories on a completely private Sunset & Champagne Cruise aboard our elegant 48-ft sailing yacht Galaxie, reserved exclusively for your group. No mixed …More

Likely to Sell Out
Likely to Sell Out

Create unforgettable memories on a completely private Sunset & Champagne Cruise aboard our elegant 48-ft sailing yacht Galaxie, reserved exclusively for your group. No mixed...

2 hours Free Cancellation
5.0 (5)
from
$190
Private Powerboat Tour - The Best Customizable Tour In The BVI!

Sleek, and spirited — the go-anywhere, do-anything powerboat for those who prefer spontaneity over schedule. It beaches where others can’t, slips into hidden lagoons, and …More

Likely to Sell Out
Likely to Sell Out
Tortola, British Virgin Islands

Sleek, and spirited — the go-anywhere, do-anything powerboat for those who prefer spontaneity over schedule. It beaches where others can’t, slips into hidden lagoons, and...

5 hours 30 minutes Free Cancellation
5.0 (7)
from
$1,400
Bacardi Island Excursion with Catamaran, Beach and Lunch

Discover the enchanting Cayo Levantado, also known as Bacardi Island, on this full-day excursion. Sail through the picturesque Samaná Bay aboard a comfortable catamaran, stopping …More

Punta Cana, Dominican Republic

Discover the enchanting Cayo Levantado, also known as Bacardi Island, on this full-day excursion. Sail through the picturesque Samaná Bay aboard a comfortable catamaran, stopping...

11 to 12 hours Hotel pickup offered Free Cancellation
4.7 (64)
from
$115
Two Islands One Paradise private Tour of St Kitts and Nevis

This excursion gives you the opportunity to explore the vibrant culture and rich history of St. Kitts and Nevis on this private tour that showcases …More

This excursion gives you the opportunity to explore the vibrant culture and rich history of St. Kitts and Nevis on this private tour that showcases...

6 to 7 hours Hotel pickup offered Free Cancellation
5.0 (12)
from
$425
Private 38' Defender Sportfishing/Swim with Pigs in Nassau

Welcome to our 38' Defender Express based out of Nassau, Bahamas. Here on this vessel we welcome you with open arms to Families and Kids. …More

Welcome to our 38' Defender Express based out of Nassau, Bahamas. Here on this vessel we welcome you with open arms to Families and Kids....

4 hours
5.0 (56)
from
$900
Nassau Harbour and Rose Island Half-Day Boat Tour With Lunch

Explore Nassau Harbour and Paradise Island aboard our customized powerboats. Coast past massive cruise ships in the Caribbean’s largest cruise port, learn the exciting history …More

Explore Nassau Harbour and Paradise Island aboard our customized powerboats. Coast past massive cruise ships in the Caribbean’s largest cruise port, learn the exciting history...

5 hours Free Cancellation
5.0 (58)
from
$309
Blue Room and Beach Tour Curacao by Speedboat

The tour with pick-up takes about 5 hours. Includes: lunch, snacks, drinks and snorkel set. First we will sail to the Blue Room, then we …More

Willemstad, Curacao

The tour with pick-up takes about 5 hours. Includes: lunch, snacks, drinks and snorkel set. First we will sail to the Blue Room, then we...

5 hours Free Cancellation
4.9 (16)
from
$110
Oculus Glass Bottom Boat Tour

• Glass Bottom Boat tour is designed for families and groups, providing an opportunity for everyone, including children and elderly members, to enjoy and make …More

Grand Cayman, Cayman Islands

• Glass Bottom Boat tour is designed for families and groups, providing an opportunity for everyone, including children and elderly members, to enjoy and make...

45 to 60 minutes Free Cancellation
4.6 (28)
from
$66
Premium Full‑Day Private Adventure:Snorkel & Explore Hidden Spots

Step away from the crowds and spend the day like the locals do, surrounded by nature on Mangrove Island! This is your chance to fully …More

Step away from the crowds and spend the day like the locals do, surrounded by nature on Mangrove Island! This is your chance to fully...

8 hours Free Cancellation
5.0 (50)
from
$1,140
Bamboo Rafting & Catamaran Party Boat with Open Bar & Snorkeling

Enjoy the kisses of the warm Caribbean sun and the gentle caress of the cool island breeze on this amazing combo package Here you’ll find …More

Likely to Sell Out
Likely to Sell Out
Montego Bay, Jamaica

Enjoy the kisses of the warm Caribbean sun and the gentle caress of the cool island breeze on this amazing combo package Here you’ll find...

5 to 6 hours Hotel pickup offered Free Cancellation
5.0 (1)
from
$165
Semi Submarine Boat Experience to Klein Bonaire

The Bon Sea is a spacious, air-conditioned semi-submarine that will partially submerge itself in the crystal clear waters of Bonaire to provide you with breathtaking …More

The Bon Sea is a spacious, air-conditioned semi-submarine that will partially submerge itself in the crystal clear waters of Bonaire to provide you with breathtaking...

1 hour Free Cancellation
4.9 (51)
from
$39
Private Sunset Cruise & Rum Swizzle

This private charter lets you have the boat to yourselves along with Bermuda's best captain while you cruise into a Bermudaful sunset, relaxing and sipping …More

This private charter lets you have the boat to yourselves along with Bermuda's best captain while you cruise into a Bermudaful sunset, relaxing and sipping...

1 hour Free Cancellation
4.9 (46)
from
$500
Half Day Private Tour with Jet Ski Experience in Cayman Island

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

4 hours Free Cancellation
5.0 (6)
from
$1,500
Puerto Plata Shore Excursion, Snorkeling tour & Sosua Beach Day

Enjoy the underwater world in Sosua, we will take you out to two different Snorkeling reefs. We provide with the snorkeling equipment and instructor. After …More

Puerto Plata, Dominican Republic

Enjoy the underwater world in Sosua, we will take you out to two different Snorkeling reefs. We provide with the snorkeling equipment and instructor. After...

5 hours 30 minutes Free Cancellation
4.8 (52)
from
$66
Private Stingray City Snorkeling and BioBay Charter for 6 Guests

This private 6 hour afternoon & evening adventure is a wonderful combination of daytime fun, sunset dining and Bio Bay magic. Your 2-person crew with …More

Grand Cayman, Cayman Islands

This private 6 hour afternoon & evening adventure is a wonderful combination of daytime fun, sunset dining and Bio Bay magic. Your 2-person crew with...

6 hours
5.0 (37)
from
$1,600
Stroll and Initiation to Sailing in the Baie des Saintes

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 …More

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...

3 hours Free Cancellation
5.0 (31)
from
$86
San Juan Bay Private Tour with Drinks and Tapas: 4+ people

Get more time, See more do more!, More Space! Welcome aboard your private water tour aboard a choice between a 37 foot sailboat ot a …More

Get more time, See more do more!, More Space! Welcome aboard your private water tour aboard a choice between a 37 foot sailboat ot a...

3 hours Free Cancellation
5.0 (51)
from
$166

Frequently Asked Questions

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

Recent tour reviews
Activity name

Discover Caribbean