Top Day Trips from Caribbean (Updated November 2026)

Caribbean
1,735 Results
Three Beach Hopping Family Motorboat day

Cruise the coastline of both Dutch and French St. Maarten on a three-beach multigenerational, family adventure by intimate Motorboat for your private group. Listen to …More

Cruise the coastline of both Dutch and French St. Maarten on a three-beach multigenerational, family adventure by intimate Motorboat for your private group. Listen to...

6 hours Hotel pickup offered Free Cancellation
5.0 (1)
from
$3,500
Private Full-Day Catamaran Martinique Trip

Head to St. Lucia's neighboring island Martinique for a unique cultural experience. You are free to roam around the island to experience the many experiences …More

Head to St. Lucia's neighboring island Martinique for a unique cultural experience. You are free to roam around the island to experience the many experiences...

8 hours Hotel pickup offered Free Cancellation
from
$3,500
Full Day Private Boat Charter at Grace Bay, Providenciales

Cruise around the islands of Turks and Caicos in style! Charter a private boat up to 8 people ($99 for each additional person after 8 …More

Cruise around the islands of Turks and Caicos in style! Charter a private boat up to 8 people ($99 for each additional person after 8...

8 hours Hotel pickup offered Free Cancellation
5.0 (26)
from
$3,540
Anguilla Private Yacht Charter Tour

Immerse yourself in the unforgettable allure of Anguilla on your private boat, a day that will linger in your memory. Let Pierre be your expert …More

Immerse yourself in the unforgettable allure of Anguilla on your private boat, a day that will linger in your memory. Let Pierre be your expert...

8 hours Free Cancellation
5.0 (2)
from
$3,725
6 Hour Private 82' Luxury Mega Yacht Rental in Fajardo

Are you looking for the ultimate vacation experience? Look no further than our tailored charter experiences! And the best part? We own our vessels, ensuring …More

Are you looking for the ultimate vacation experience? Look no further than our tailored charter experiences! And the best part? We own our vessels, ensuring...

6 hours Free Cancellation
from
$3,900
Midnight Sun Charters - 43ft Midnight Express

Our latest addition, an ultra-stylish, very comfortable charter boat now available in Providenciales. With very efficient Mercury 400 Racing engines, this boat can transport you …More

Our latest addition, an ultra-stylish, very comfortable charter boat now available in Providenciales. With very efficient Mercury 400 Racing engines, this boat can transport you...

4 to 8 hours Free Cancellation
5.0 (3)
from
$3,950
Exuma Swimming Pigs and Sharks Tour by Plane

Experience the highlights of the Exuma Islands on this Half-Day adventure from Nassau, with the opportunity to visit seven or more islands in one day! …More

Experience the highlights of the Exuma Islands on this Half-Day adventure from Nassau, with the opportunity to visit seven or more islands in one day!...

7 to 9 hours Hotel pickup offered Free Cancellation
5.0 (6)
from
$4,000
Private Catamaran and Sunset Cruise to Ricks Cafe from Negril

Basically this completely private cruise is family friendly and perfect for small groups and special celebrations such as birthdays, anniversaries ect. We cater for any …More

Basically this completely private cruise is family friendly and perfect for small groups and special celebrations such as birthdays, anniversaries ect. We cater for any...

4 to 5 hours Hotel pickup offered
from
$4,100
Private Swimming Pig Beach Day of 50ft or 33ft Boat 1-10 Guests

Our Private Pigs option gives you the pigs to yourself. No large groups getting the way! We reserve a private 45 min session with pig …More

Our Private Pigs option gives you the pigs to yourself. No large groups getting the way! We reserve a private 45 min session with pig...

6 hours Free Cancellation
5.0 (1)
from
$4,400
Escape to Eleuthera

Enjoy the beautiful pineapple city while: Snorkeling at Spanish Wells Reef Swimming with Turtles in Lower Bogue. Swimming with pigs, Ducks or even a dog. …More

Enjoy the beautiful pineapple city while: Snorkeling at Spanish Wells Reef Swimming with Turtles in Lower Bogue. Swimming with pigs, Ducks or even a dog....

8 hours Free Cancellation
from
$4,500
Full-Day Charter To The Baths Virgin Gorda British Virgin islands

Embark on the "Full-Day Charter to The Baths" and discover the splendor of the sea aboard our sumptuous 48 ft Cranchi Atlantique yacht. Your first …More

Embark on the "Full-Day Charter to The Baths" and discover the splendor of the sea aboard our sumptuous 48 ft Cranchi Atlantique yacht. Your first...

8 hours Hotel pickup offered Free Cancellation
4.0 (2)
from
$4,750
Private Luxury Catamaran Charter in Nassau

Clicquot is the perfect combination of luxury, adventure and relaxation on Nassau's pristine waters, all at a great value. Our spacious, well appointed Leopard Catamaran …More

Clicquot is the perfect combination of luxury, adventure and relaxation on Nassau's pristine waters, all at a great value. Our spacious, well appointed Leopard Catamaran...

5 hours Free Cancellation
5.0 (4)
from
$4,950
Private Ultimate Fish, Snorkel & Cruise 3/4 Day on Serendipity

Fish, Snorkel and Cruise Come on board in Turks and Caicos.  Our friendly crew will have you smiling and catching fish in no time !  …More

Fish, Snorkel and Cruise Come on board in Turks and Caicos.  Our friendly crew will have you smiling and catching fish in no time ! ...

6 hours Hotel pickup offered Free Cancellation
5.0 (3)
from
$5,161
7 Hour Private Catamaran Sail, Snorkel and Beach BBQ Grace Bay, Providenciales

GO NATIVE! Take a journey into the culinary culture of the Turks and Caicos as we take you on an informative, scenic and relaxing full …More

GO NATIVE! Take a journey into the culinary culture of the Turks and Caicos as we take you on an informative, scenic and relaxing full...

7 hours
5.0 (22)
from
$5,320
Private Eleuthera Island: Swim With Pigs, Turtles & Stingrays

Embark on an unforgettable adventure, with our exclusive Private Pink Sand Beach Tour. This unique experience combines the stunning beauty of the island's famous pink …More

Embark on an unforgettable adventure, with our exclusive Private Pink Sand Beach Tour. This unique experience combines the stunning beauty of the island's famous pink...

8 hours Free Cancellation
5.0 (4)
from
$8,500
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