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Top Caribbean Tours, Tickets & Activities

9,030 Results
Half Day Private Power Cat Charter

1. Exclusive Access and Privacy: Unlike larger group tours, a private catamaran offers a tailored experience, ideal for family gatherings, friends, or romantic getaways. 2. …More

Choc, St Lucia

1. Exclusive Access and Privacy: Unlike larger group tours, a private catamaran offers a tailored experience, ideal for family gatherings, friends, or romantic getaways. 2....

4 hours Hotel pickup offered Free Cancellation
5.0 (7)
from
$2,150
Private Sunset Charter on Wyuna Catamaran

At Sail Bermuda, a sunset charter isn’t just a sail—it’s your own private escape, curated with care. You’ll glide across calm waters aboard the luxury …More

Likely to Sell Out
Likely to Sell Out

At Sail Bermuda, a sunset charter isn’t just a sail—it’s your own private escape, curated with care. You’ll glide across calm waters aboard the luxury...

3 hours Free Cancellation
5.0 (1)
from
$2,150
5-Day Luxury ADULT ONLY Vacation in Negril

Embark on an unforgettable Jamaican journey starting with a luxurious 5-day stay at Hedonism II, where indulgence reigns supreme. Then, venture to the iconic Rick's …More

Montego Bay, Jamaica

Embark on an unforgettable Jamaican journey starting with a luxurious 5-day stay at Hedonism II, where indulgence reigns supreme. Then, venture to the iconic Rick's...

5 days Hotel pickup offered Free Cancellation
from
$2,150
Private Catamaran Charter on Wyuna

This is not your average boat charter—Sail Bermuda offers a luxury private sailing experience that’s entirely your own. Whether you want to snorkel offshore reefs …More

Likely to Sell Out
Likely to Sell Out

This is not your average boat charter—Sail Bermuda offers a luxury private sailing experience that’s entirely your own. Whether you want to snorkel offshore reefs...

3 hours Free Cancellation
5.0 (17)
from
$2,120
Nikki Beach St Barth - Private Charter Boat Trip from Sint Maarten

Welcome in Sint Maarten ! For our guests , staying on the island of many request we are offering great trip to St Barths and famous Nikki …More

Welcome in Sint Maarten ! For our guests , staying on the island of many request we are offering great trip to St Barths and famous Nikki...

6 to 8 hours Free Cancellation
4.8 (5)
from
$2,120
Grand Cayman Half-Day Private Charter

Head out with us locals on a private charter that would take you around the Stingrays, Corals, and Starfish. If you wish we can include …More

Seven Mile Beach, Cayman Islands

Head out with us locals on a private charter that would take you around the Stingrays, Corals, and Starfish. If you wish we can include...

4 hours Hotel pickup offered Free Cancellation
4.7 (21)
from
$2,100
2 Hour Private Sunset Catamaran Sailing Charter from Grace Bay, Providenciales

There’s no better way to soak up the last rays of the Caribbean sun than with a Private Champagne Sail in Turks and Caicos. Get picked …More

There’s no better way to soak up the last rays of the Caribbean sun than with a Private Champagne Sail in Turks and Caicos. Get picked...

2 hours Free Cancellation
5.0 (9)
from
$2,100
Private Charter from St Martin to St Barth

Your group will  be taken to St Barth on an open, fast and comfortable Donzi 35' . You will leave from Anse Marcel (or other pick up upon request), and …More

Your group will  be taken to St Barth on an open, fast and comfortable Donzi 35' . You will leave from Anse Marcel (or other pick up upon request), and...

8 hours Free Cancellation
5.0 (16)
from
$2,100
4 Hour Private Luxury 65' Yacht Rental in Puerto Rico

Consider the type of activities and add-ons as well as the destination islands we charter to. Whether it be to Culebra for scuba diving, swimming …More

Fajardo, Puerto Rico

Consider the type of activities and add-ons as well as the destination islands we charter to. Whether it be to Culebra for scuba diving, swimming...

4 hours 30 minutes Free Cancellation
4.0 (2)
from
$2,100
Full day VIP Excursion on Luxury Yacht to Saona Island

Experience the ultimate luxury with our exclusive 37-foot yacht charters from Cumayasa (La Romana) to Saona Island. Our excursions stand out with personalized itineraries, gourmet …More

Experience the ultimate luxury with our exclusive 37-foot yacht charters from Cumayasa (La Romana) to Saona Island. Our excursions stand out with personalized itineraries, gourmet...

8 hours Free Cancellation
from
$2,100
Half Day Private Boat Tour in Caicos Island

Caicos Island charters for private excursions are unique due to their personalized experiences, tailored itineraries, and access to secluded spots that larger tours may not …More

Caicos Island charters for private excursions are unique due to their personalized experiences, tailored itineraries, and access to secluded spots that larger tours may not...

4 hours Hotel pickup offered Free Cancellation
5.0 (96)
from
$2,016
Private Catamaran Charter on Elusive

This is not your average boat charter—Sail Bermuda offers a luxury private sailing experience that’s entirely your own. Whether you want to snorkel offshore reefs …More

Likely to Sell Out
Likely to Sell Out

This is not your average boat charter—Sail Bermuda offers a luxury private sailing experience that’s entirely your own. Whether you want to snorkel offshore reefs...

3 hours Free Cancellation
4.9 (22)
from
$2,000
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
Private Premium Whale and Dolphin Safari St Lucia

Spend the day out on the water off the coast of St Lucia on this whale and dolphin watching cruise! With 85% chance of sightings, …More

Likely to Sell Out
Likely to Sell Out

Spend the day out on the water off the coast of St Lucia on this whale and dolphin watching cruise! With 85% chance of sightings,...

4 hours Free Cancellation
4.7 (70)
from
$2,000
Kitesurfing Lessons in Buen Hombre with accommodations

One of the best places in the world for kitesurfing is Dominican Republic. Come spend time in Buen Hombre and experience it for yourself! We offer …More

One of the best places in the world for kitesurfing is Dominican Republic. Come spend time in Buen Hombre and experience it for yourself! We offer...

7 days Free Cancellation
4.8 (50)
from
$2,000
Private Luxury Catamaran Cruise in St. Lucia

Experience luxury on board our impressive 50ft Power Catamaran, complete with all the amenities. Our crew is dedicated to providing personalized trips that cater to …More

Experience luxury on board our impressive 50ft Power Catamaran, complete with all the amenities. Our crew is dedicated to providing personalized trips that cater to...

4 to 8 hours Free Cancellation
4.9 (119)
from
$2,000
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

Likely to Sell Out
Likely to Sell Out

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
Private Stingray City Snorkeling and BioBay Charter for 10 Guests

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

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

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

6 hours
5.0 (7)
from
$2,000
Private Sunset Charter on Elusive Catamaran

At Sail Bermuda, a sunset charter isn’t just a sail—it’s your own private escape, curated with care. You’ll glide across calm waters aboard the luxury …More

Likely to Sell Out
Likely to Sell Out

At Sail Bermuda, a sunset charter isn’t just a sail—it’s your own private escape, curated with care. You’ll glide across calm waters aboard the luxury...

3 hours Free Cancellation
5.0 (5)
from
$2,000
Half-Day Private Rose Island Party Yacht Getaway

On this unique private yacht tour, you’ll have the chance to spend the day at the lovely Rose Island where you get to snorkel, sunbathe, …More

On this unique private yacht tour, you’ll have the chance to spend the day at the lovely Rose Island where you get to snorkel, sunbathe,...

4 hours Free Cancellation
5.0 (22)
from
$2,000

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