Top Caribbean Cruises, Sailing & Water Tours

Hip-Hop Boat Adults-Only Party Boat with a Live DJ and Open Bar

Yo! This ain’t your average boat cruise — this is a straight-up HIP HOP TAKEOVER! Welcome to Hip Hop Beats & Beach Vibes, where we …More

Punta Cana, Dominican Republic

Yo! This ain’t your average boat cruise — this is a straight-up HIP HOP TAKEOVER! Welcome to Hip Hop Beats & Beach Vibes, where we...

3 hours Hotel pickup offered Free Cancellation
4.9 (189)
from
$69
Punta Cana Hip-Hop Party Boat for Adults with Live DJ & Open Bar

Looking for the ultimate party boat in Punta Cana? Join us for an unforgettable Caribbean adventure with music, open bar, snorkeling, and amazing ocean views. …More

Punta Cana, Dominican Republic

Looking for the ultimate party boat in Punta Cana? Join us for an unforgettable Caribbean adventure with music, open bar, snorkeling, and amazing ocean views....

4 hours Hotel pickup offered Free Cancellation
5.0 (139)
from
$56
Barbados Snorkeling and Sailing Adventure for Small Groups

Our team knows how to blend adventure and relaxation perfectly. From snorkeling with sea turtles and exploring shipwrecks to sipping rum punch as you sail …More

Likely to Sell Out
Likely to Sell Out

Our team knows how to blend adventure and relaxation perfectly. From snorkeling with sea turtles and exploring shipwrecks to sipping rum punch as you sail...

3 hours Hotel pickup offered Free Cancellation
4.8 (51)
from
$85
Combo: San Juan Glow Kayak + Salsa Experience at a Luxury Beach

"The only 2-hour Glow Kayak Tour at this price in Condado Lagoon San Juan Puerto Rico, at sunset or under the stars, with salsa lessons …More

"The only 2-hour Glow Kayak Tour at this price in Condado Lagoon San Juan Puerto Rico, at sunset or under the stars, with salsa lessons...

2 hours Free Cancellation
4.9 (80)
from
$68
St.Martin-St.Maarten: Small Group, Coastal Hike & Swim Tour

During this half day Nature Tour for all ages we will explore and enjoy St Maarten and St Martin’s coastal beauty. The tour consists of …More

Likely to Sell Out
Likely to Sell Out

During this half day Nature Tour for all ages we will explore and enjoy St Maarten and St Martin’s coastal beauty. The tour consists of...

4 hours Free Cancellation
4.9 (38)
from
$89
Carlisle Bay Clear Kayak Shipwreck Tour

Explore below the waves at beautiful Carlisle Bay in a new and unique way. With our completely clear 'glass bottom' kayaks you'll be able to …More

Explore below the waves at beautiful Carlisle Bay in a new and unique way. With our completely clear 'glass bottom' kayaks you'll be able to...

1 hour 30 minutes Free Cancellation
4.4 (105)
from
$53
Private Sailboat Charter in St Maarten

Spend the day out on the beautiful Caribbean Sea on this private sailing charter in St Maarten! Whether your group is 2 or 40, you …More

Spend the day out on the beautiful Caribbean Sea on this private sailing charter in St Maarten! Whether your group is 2 or 40, you...

5 to 7 hours Free Cancellation
5.0 (58)
from
$3,300
Small Group Snorkeling, Sharks & Stingrays Encounter by boat

Get up close and personal with Caribbean sea life during this 3-hour Small boat tour from Punta Cana up to 30 people. See marine life …More

Get up close and personal with Caribbean sea life during this 3-hour Small boat tour from Punta Cana up to 30 people. See marine life...

3 hours Hotel pickup offered Free Cancellation
4.6 (100)
from
$100
Nassau: Private Island & Snorkeling, Turtles, Drinks & BBQ

First we take a thrilling 15 minute speed boat ride out to Pearl Island, next a brief stop to view green turtles as they swim …More

First we take a thrilling 15 minute speed boat ride out to Pearl Island, next a brief stop to view green turtles as they swim...

4 hours Free Cancellation
4.6 (92)
from
$120
Nassau Sail and Snorkel with Open Tropical Bar

Enjoy snorkeling, sailing, and sunning aboard a custom-built catamaran. We will sail out to one of the Islands most beautiful reefs teeming with tropical fish …More

Likely to Sell Out
Likely to Sell Out

Enjoy snorkeling, sailing, and sunning aboard a custom-built catamaran. We will sail out to one of the Islands most beautiful reefs teeming with tropical fish...

3 hours 30 minutes Free Cancellation
4.5 (103)
from
$80
Private Boat Swim and Snorkel Adventure to Rose Island

Welcome to Paradise, where luxury meets nature in a harmonious blend of serenity and adventure. This private island retreat offers a unique experience like no …More

Likely to Sell Out
Likely to Sell Out

Welcome to Paradise, where luxury meets nature in a harmonious blend of serenity and adventure. This private island retreat offers a unique experience like no...

4 hours Free Cancellation
5.0 (26)
from
$1,670
Private Island Hopping Boat Tour and view the Turtles

Enjoy an islanding hopping tour to nearby islands. You can choose to do snorkeling beautiful coral reefs, Gilligan's island, green cay and you can even …More

Enjoy an islanding hopping tour to nearby islands. You can choose to do snorkeling beautiful coral reefs, Gilligan's island, green cay and you can even...

4 hours Free Cancellation
5.0 (46)
from
$925
Private Full Day Sail/ Snorkel Experience USVI (Sapphire Marina, STT pick up)

This is a private personal sailing experience for up to six guest. Avoid the crowds and choose how you want to spend the best day …More

Likely to Sell Out
Likely to Sell Out

This is a private personal sailing experience for up to six guest. Avoid the crowds and choose how you want to spend the best day...

7 hours Free Cancellation
5.0 (18)
from
$1,975
Simply Sailing Private Sail from Sapphire Marina

This is the ideal trip for the true sailor's out there. Enjoy a private 3 hour adventure of straight sailing aboard our beautiful "Robert Perry" …More

Likely to Sell Out
Likely to Sell Out

This is the ideal trip for the true sailor's out there. Enjoy a private 3 hour adventure of straight sailing aboard our beautiful "Robert Perry"...

3 hours Free Cancellation
5.0 (19)
from
$799
Private Sunset Sailor's Delight from Sapphire Marina

This is an private intimate trip for up to six guest. Avoid the crowds and enjoy a 2 hour leisurely sail with your loved ones …More

Likely to Sell Out
Likely to Sell Out

This is an private intimate trip for up to six guest. Avoid the crowds and enjoy a 2 hour leisurely sail with your loved ones...

2 hours Free Cancellation
5.0 (15)
from
$795
Reef and Turtle Adventure - Kayak and Snorkel Tour

An unforgettable kayak and snorkel experience awaits you on this 5 hour adventure with two snorkel spots. Discover the magic of paddling over clear blue and explore …More

Likely to Sell Out
Likely to Sell Out

An unforgettable kayak and snorkel experience awaits you on this 5 hour adventure with two snorkel spots. Discover the magic of paddling over clear blue and explore...

5 hours Free Cancellation
5.0 (15)
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 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 Charter to the British Virgin Islands from USVI

Explore the British Virgin Islands aboard a power catamaran built for comfortable full-day adventures around the islands. Whether you're looking for world-class snorkeling, legendary beach …More

Explore the British Virgin Islands aboard a power catamaran built for comfortable full-day adventures around the islands. Whether you're looking for world-class snorkeling, legendary beach...

8 hours Free Cancellation
5.0 (46)
from
$1,695
1-Hour Guided Jet Ski Tour in St. Thomas from Frenchman's Reef

Join us for an hour-long guided jet ski tour on the beautiful waters of the Virgin Islands. Feel the power of driving your personal jet …More

Join us for an hour-long guided jet ski tour on the beautiful waters of the Virgin Islands. Feel the power of driving your personal jet...

1 hour Free Cancellation
4.6 (66)
from
$159

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