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Top Caribbean Day Cruises

193 Results
Full-Day Sailing and Snorkeling Excursion to Les Saintes

Embark on a unique adventure that combines sailing and snorkeling in one of Guadeloupe’s must-see destinations: the archipelago of Les Saintes. With a small group …More

Basse-Terre Island, Guadeloupe

Embark on a unique adventure that combines sailing and snorkeling in one of Guadeloupe’s must-see destinations: the archipelago of Les Saintes. With a small group...

9 hours Free Cancellation
5.0 (108)
from
$183
Barbados Sunset and Snorkeling Catamaran Cruise

Spend a relaxing afternoon and early evening on this small-group sunset catamaran cruise from Bridgetown, available on Tuesdays, Thursdays, and Saturdays. Sail along Barbados’ stunning …More

Spend a relaxing afternoon and early evening on this small-group sunset catamaran cruise from Bridgetown, available on Tuesdays, Thursdays, and Saturdays. Sail along Barbados’ stunning...

3 hours Hotel pickup offered Free Cancellation
4.9 (107)
from
$110
Private Party Boat with Slide and chicken skewers at Punta Cana

Pink Cat Punta Cana offers a variety of tours, from fishing to party boats, with a crew that has over 25 years of experience. We’ve …More

Pink Cat Punta Cana offers a variety of tours, from fishing to party boats, with a crew that has over 25 years of experience. We’ve...

3 hours Hotel pickup offered Free Cancellation
5.0 (94)
from
$750
The Parguera Los Cayos & Sandbars Water Bike Tour

Los Cayos Day Adventure in La Parguera, Puerto Rico Discover one of Puerto Rico's natural treasures on this relaxing experience. Enjoy a guided 20-minute pedal …More

Likely to Sell Out
Likely to Sell Out
Rincón, Puerto Rico

Los Cayos Day Adventure in La Parguera, Puerto Rico Discover one of Puerto Rico's natural treasures on this relaxing experience. Enjoy a guided 20-minute pedal...

2 hours Free Cancellation
5.0 (92)
from
$85
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
Private Charter 37' Axopar in US Virgin Islands

Stormy Pirates Boat Charters is a family owned and operated company serving both St.Thomas and St. John. This private trip is completely customizable for your …More

Stormy Pirates Boat Charters is a family owned and operated company serving both St.Thomas and St. John. This private trip is completely customizable for your...

6 hours
5.0 (85)
from
$1,695
St. Thomas Cycleboats Water Island Trip

Join us as we drink, pedal, party our way to picturesque Honeymoon Beach, Water Island. The fun starts as we depart with rum punch in …More

Join us as we drink, pedal, party our way to picturesque Honeymoon Beach, Water Island. The fun starts as we depart with rum punch in...

3 hours Free Cancellation
4.9 (84)
from
$95
Luxury Private Full-Day Catamaran Charter in St Maarten & Saint-Martin

Join our St Maarten/Saint-Martin luxury private catamaran charter for a fabulous day on our luxury 48-foot catamaran. Breakfast (Pastries, Fresh Fruits, Tea & Coffee), Appetizers, …More

Likely to Sell Out
Likely to Sell Out

Join our St Maarten/Saint-Martin luxury private catamaran charter for a fabulous day on our luxury 48-foot catamaran. Breakfast (Pastries, Fresh Fruits, Tea & Coffee), Appetizers,...

7 to 9 hours Free Cancellation
5.0 (83)
from
$240
Cayman Private Luxury Charters - Stingray City, Snorkel, & More

We provide a variety of tour options accommodating guests that'd like to make one stop or see it all. Our team are all born and …More

Likely to Sell Out
Likely to Sell Out
Grand Cayman, Cayman Islands

We provide a variety of tour options accommodating guests that'd like to make one stop or see it all. Our team are all born and...

2 to 6 hours Free Cancellation
4.9 (80)
from
$850
Private 6-Hour Island Hopping in US Virgin Islands - 500hp Hydro Sport

This is a "New Extremly Affordable, Private Option" offered by Stormy Pirates!! Be one of the first to experience this affordable option for a fast, …More

This is a "New Extremly Affordable, Private Option" offered by Stormy Pirates!! Be one of the first to experience this affordable option for a fast,...

6 hours
5.0 (80)
from
$1,150
Private Boat Charter St. Lucia, boat tour to Soufriere. Half day.

Personable, private and fully customizable charter where safety and enjoyment are our priorities. We strive to ensure that the experience we provide is a positive …More

Marigot Bay, St Lucia

Personable, private and fully customizable charter where safety and enjoyment are our priorities. We strive to ensure that the experience we provide is a positive...

1 to 4 hours Hotel pickup offered Free Cancellation
5.0 (62)
from
$90
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

Likely to Sell Out
Likely to Sell Out

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
Private Half Day Charter Tour in Turks and Caicos

Explore and enjoy the magnificent waters of Turks and Caicos through a private charter tour away from the hustle and bustle of the city. Get …More

Explore and enjoy the magnificent waters of Turks and Caicos through a private charter tour away from the hustle and bustle of the city. Get...

4 hours Free Cancellation
5.0 (57)
from
$1,548
Private Speed Boat Charter to Anguilla

Board a premium style speed boat for a private day charter around Anguilla! You can fully personalize your day and do exactly what you want. …More

Board a premium style speed boat for a private day charter around Anguilla! You can fully personalize your day and do exactly what you want....

7 hours Free Cancellation
4.9 (54)
from
$119
Luxury Catamaran Private Charter in St. Maarten/St. Martin

Get the mega yacht experience aboard 42ft of pure luxury. Freedom, our brand-new 2022 Lagoon 42 is a custom-made sailing catamaran appointed with all the …More

Get the mega yacht experience aboard 42ft of pure luxury. Freedom, our brand-new 2022 Lagoon 42 is a custom-made sailing catamaran appointed with all the...

7 hours 30 minutes Free Cancellation
5.0 (52)
from
$330
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 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
Private Sunset Cruise in Grace Bay

As the sunsets over Providenciales, where would you like to be? How about cruising the crystal clear waters of Turks and Caicos on a power …More

Likely to Sell Out
Likely to Sell Out

As the sunsets over Providenciales, where would you like to be? How about cruising the crystal clear waters of Turks and Caicos on a power...

2 hours Free Cancellation
4.9 (48)
from
$1,600
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

Likely to Sell Out
Likely to Sell Out

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
Puerto Rico Private Catamaran Sail from Fajardo

Embark on a carefree Caribbean sailing vacation to enjoy the beautiful views of the east coastline and nearby cays of Puerto Rico. Our 5 star …More

Fajardo, Puerto Rico

Embark on a carefree Caribbean sailing vacation to enjoy the beautiful views of the east coastline and nearby cays of Puerto Rico. Our 5 star...

6 hours Free Cancellation
5.0 (46)
from
$2,000

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