Top Day Trips from Caribbean (Updated November 2026)

Caribbean
1,735 Results
Luxury Private Yacht Rafnar Cruise

This vessel is fully equiprt for a luxury day on the water. See some of the best beaches and coves around the island. Our experienced …More

This vessel is fully equiprt for a luxury day on the water. See some of the best beaches and coves around the island. Our experienced...

7 hours Free Cancellation
4.8 (6)
from
$2,300
Midnight Sun Charters - 37ft OBSIDIAN

A day in the British Virgin Islands aboard our black Midnight Express 37' Open named Obsidian. Stand out from the crowd on this ultra luxurious …More

A day in the British Virgin Islands aboard our black Midnight Express 37' Open named Obsidian. Stand out from the crowd on this ultra luxurious...

5 to 8 hours Free Cancellation
5.0 (133)
from
$2,333
Rose Island 3 Island Luxury Private Tour(8hrs)

This tour is one of a kind . Our boats are well maintained and captains and crew are highly trained. You get to experience 3 …More

This tour is one of a kind . Our boats are well maintained and captains and crew are highly trained. You get to experience 3...

8 hours Free Cancellation
5.0 (38)
from
$2,500
Boat Cruise to the French Islands

Spend the day in Les Saintes or Guadeloupe or Martinique or Marie Galante (French Islands) relaxing on the beach of just being in the French …More

Spend the day in Les Saintes or Guadeloupe or Martinique or Marie Galante (French Islands) relaxing on the beach of just being in the French...

8 to 10 hours Hotel pickup offered
5.0 (1)
from
$2,500
Day Trip to The Bob Marley Museum from Montego Bay

Travel to Kingston, the capital of Jamaica, on a day trip from Montego Bay. Take the opportunity during the 3-hour drive up Jamaica's North Coast …More

Travel to Kingston, the capital of Jamaica, on a day trip from Montego Bay. Take the opportunity during the 3-hour drive up Jamaica's North Coast...

10 to 12 hours Hotel pickup offered Free Cancellation
4.4 (7)
from
$2,500
Private Exclusive Saona Island VIP Tours

Experience the idyllic Saona Island on this full-day tour from the mainland via speedboat and catamaran. Zip out to the island on a fast boat, …More

Experience the idyllic Saona Island on this full-day tour from the mainland via speedboat and catamaran. Zip out to the island on a fast boat,...

8 hours 30 minutes Hotel pickup offered Free Cancellation
5.0 (1)
from
$2,511
Catamaran Charter Puerto Rico Jenica

Enjoy a luxurious all inclusive day in our 47 feet Power Catamaran. Our Captain will choose one of the beautiful locations the east cost of …More

Enjoy a luxurious all inclusive day in our 47 feet Power Catamaran. Our Captain will choose one of the beautiful locations the east cost of...

6 hours Free Cancellation
5.0 (16)
from
$2,600
Full-Day Charter in Tortola British Virgin Islands

Set sail on an exclusive journey aboard Aqua Symphony, where luxury meets adventure on our 48ft Cranchi Atlantique monohull yacht. Your voyage will whisk you …More

Set sail on an exclusive journey aboard Aqua Symphony, where luxury meets adventure on our 48ft Cranchi Atlantique monohull yacht. Your voyage will whisk you...

8 hours Hotel pickup offered Free Cancellation
4.7 (11)
from
$2,600
8HR Fullday Private Boat in Gracebay

Imagine spending the day luxuriating on your own private boat with your friends and family. Our private charter will take you on an experience like …More

Imagine spending the day luxuriating on your own private boat with your friends and family. Our private charter will take you on an experience like...

8 hours Hotel pickup offered Free Cancellation
5.0 (75)
from
$2,688
Full-Day Private Catamaran, Turks and Caicos Cruise

Private catamaran cruise with Captain Ben, smiling, funny and who knows the islands by heart. You will spend an unforgettable day in the most beautiful …More

Likely to Sell Out
Likely to Sell Out

Private catamaran cruise with Captain Ben, smiling, funny and who knows the islands by heart. You will spend an unforgettable day in the most beautiful...

7 hours Free Cancellation
4.5 (8)
from
$2,690
Full-Day Private Cruise in Turks and Caicos with Lunch

Come discover with us many different islands and cays in the Caicos islands where the waters are crystal clear and you can swim and snorkel. …More

Come discover with us many different islands and cays in the Caicos islands where the waters are crystal clear and you can swim and snorkel....

8 hours Hotel pickup offered Free Cancellation
4.3 (4)
from
$2,700
Culebra All Inclusive Luxury Private Yacht Tour

Discover the pristine beauty of Culebra on a luxurious 6-hour boat tour aboard a 36 ft yacht. Experience a secure and comfortable navigation and discover …More

Discover the pristine beauty of Culebra on a luxurious 6-hour boat tour aboard a 36 ft yacht. Experience a secure and comfortable navigation and discover...

6 hours Free Cancellation
from
$2,700
Private Full Day Luxury Catamaran Excursion

Enjoy a full-day sightseeing, relazing cruise on a 43ft Loepard Catamaran. See all of the top sights along the western coast of St Lucia. Enjoy …More

Enjoy a full-day sightseeing, relazing cruise on a 43ft Loepard Catamaran. See all of the top sights along the western coast of St Lucia. Enjoy...

7 hours Hotel pickup offered Free Cancellation
5.0 (48)
from
$2,940
Day Yacht Excursions throughout the US or British Virgin Islands

Discover the heights of luxury at sea level with Magic Moments. This company is available on St Thomas and St John, has been voted BEST …More

Discover the heights of luxury at sea level with Magic Moments. This company is available on St Thomas and St John, has been voted BEST...

6 to 8 hours Free Cancellation
4.9 (180)
from
$2,950
Full-day Private Tour in Turks and Caicos in a Luxury Axopar

Hop aboard and relax on the sundeck of one of our stylish Axopar 37′ while your captain navigates you through the emerald waters of Grace …More

Hop aboard and relax on the sundeck of one of our stylish Axopar 37′ while your captain navigates you through the emerald waters of Grace...

8 hours Free Cancellation
5.0 (7)
from
$2,995
Private Tour: Barbados Catamaran Snorkeling Cruise

While you’re in paradise, treat yourself to a private catamaran cruise along Barbados’ west coast. Spread out and relax with your family and friends on …More

While you’re in paradise, treat yourself to a private catamaran cruise along Barbados’ west coast. Spread out and relax with your family and friends on...

5 hours
5.0 (18)
from
$3,210
Private Full Day Guided Snorkeling or Diving Charter in St Thomas

Avoid the crowds and get ready for fun, sun, and snorkeling on this unforgettable private trip! Perfect for friends and families who want to enjoy …More

Avoid the crowds and get ready for fun, sun, and snorkeling on this unforgettable private trip! Perfect for friends and families who want to enjoy...

6 to 8 hours
5.0 (20)
from
$3,225
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
Private 7-Hour Catamaran Tour in Turks and Caicos

A truly one of a kind private Catamaran experience of Turks and Caicos beauty. This 7-hour tour, with our 42-foot Island Queen Catamaran, will take …More

Likely to Sell Out
Likely to Sell Out

A truly one of a kind private Catamaran experience of Turks and Caicos beauty. This 7-hour tour, with our 42-foot Island Queen Catamaran, will take...

7 hours Free Cancellation
5.0 (8)
from
$3,395
Private Full Day Tour Fjord 38 Ben

Discover the best of the Turks & Caicos Islands aboard this motorboat combining luxury and comfort. Ideal to enjoy a day with friends, family or …More

Discover the best of the Turks & Caicos Islands aboard this motorboat combining luxury and comfort. Ideal to enjoy a day with friends, family or...

8 hours Free Cancellation
from
$3,490
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