Top Caribbean Day Trips & Excursions

Q: Which Caribbean Day Trips & Excursions have Instant Confirmation?

Caribbean Day Trips & Excursions with Instant Confirmation include: Montego bay Bamboo Rafting & Sunset at Ricks cafe Negril Savvy Beach Day With Hotel Shuttle Transfer Small train tour of a banana farm in Martinique Private Round Trip Transfer to YAAMAN Adventure Park Ocho Rios Private Guided Grenada Island Tour "BY THE HOUR" View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Day Trips & Excursions have Hotel Pickup?

No problem. These Caribbean Day Trips & Excursions include Hotel Pickup: Montego bay Bamboo Rafting & Sunset at Ricks cafe Negril Savvy Beach Day With Hotel Shuttle Transfer Private Round Trip Transfer to YAAMAN Adventure Park Ocho Rios Private Guided Grenada Island Tour "BY THE HOUR" Punta Cana ATV and Buggy Adventure with Macao Beach & Taino Cave View all Tours with Hotel Pickup →

Q: Got any more Caribbean trip ideas?

We sure do. Check out our curated lists of hand-picked Caribbean Tours. Top 10 Caribbean 2026 Senior-friendly tours Caribbean The best tours and activities for culture lovers in Caribbean Top Day Trips from Caribbean Things to do in Caribbean this summer View all Caribbean Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Caribbean?

Based on our sales data over the past year, the most popular styles of tours and activities in Caribbean are: Caribbean Luxury & Special Occasions Caribbean Luxury Tours Caribbean Tours & Sightseeing Caribbean Shore Excursions Caribbean Port Transfers View all tour styles in Caribbean →

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

4.9 (119)

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...

4 to 8 hours Free Cancellation

4.9 (119)

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

Grand Cayman, Cayman Islands

5.0 (7)

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...

6 hours

5.0 (7)

from
$2,000

Consider the type of activities and add-ons as well as the destination islands we charter to. Whether it be to Icacos for snorkeling and natural …More

Intrepid 47' Luxury Performance Yacht 6 Hour Rental in Fajardo

Consider the type of activities and add-ons as well as the destination islands we charter to. Whether it be to Icacos for snorkeling and natural...

6 hours Free Cancellation

from
$2,000

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

4.8 (5)

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...

6 to 8 hours Free Cancellation

4.8 (5)

from
$2,120

Private Full-Day Speed Boat Tour of St. Martin with Luxury Lunch

Durning your private luxury boat trip we will show you the best snorkelling spots and beaches of the island. We will visit Pinel and Tintamarre …More

5.0 (9)

Private Full-Day Speed Boat Tour of St. Martin with Luxury Lunch

Durning your private luxury boat trip we will show you the best snorkelling spots and beaches of the island. We will visit Pinel and Tintamarre...

8 hours Free Cancellation

5.0 (9)

from
$2,207

Private Catamaran Day Cruise Out of Soufriere for Up to 15 Guests

Depart from Soufriere and join us for a full day Snorkel and Sailing trip onboard one of our spacious catamarans. You will spend the day Sailing along the …More

5.0 (12)

Private Catamaran Day Cruise Out of Soufriere for Up to 15 Guests

Depart from Soufriere and join us for a full day Snorkel and Sailing trip onboard one of our spacious catamarans. You will spend the day Sailing along the...

7 hours Free Cancellation

5.0 (12)

from
$2,280

6HR-Private Provo Cays Exploration with Lunch

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

5.0 (111)

6HR-Private Provo Cays Exploration with Lunch

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...

6 hours Hotel pickup offered Free Cancellation

5.0 (111)

from
$2,300

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

St John's, Antigua and Barbuda

4.8 (6)

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...

7 hours Free Cancellation

4.8 (6)

from
$2,300

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

5.0 (133)

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...

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

5.0 (38)

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...

8 hours Free Cancellation

5.0 (38)

from
$2,500

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

5.0 (1)

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...

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

Montego Bay, Jamaica

4.4 (7)

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...

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

Punta Cana, Dominican Republic

5.0 (1)

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,...

8 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$2,511

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

Fajardo, Puerto Rico

5.0 (16)

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...

6 hours Free Cancellation

5.0 (16)

from
$2,600

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

Tortola, British Virgin Islands

4.7 (11)

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...

8 hours Hotel pickup offered Free Cancellation

4.7 (11)

from
$2,600

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

5.0 (75)

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...

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

4.5 (8)

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...

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

4.3 (4)

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....

8 hours Hotel pickup offered Free Cancellation

4.3 (4)

from
$2,700

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

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...

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

Cap Estate, St Lucia

5.0 (48)

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...

7 hours Hotel pickup offered Free Cancellation

5.0 (48)

from
$2,940

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Caribbean Day Trips & Excursions?

What are the best kid-friendly options for Caribbean Day Trips & Excursions Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Day Trips & Excursions are:

View all kid-friendly Tours →

Which Caribbean Day Trips & Excursions have Instant Confirmation?

Which Caribbean Day Trips & Excursions have Free Cancellation?

Caribbean Day Trips & Excursions with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Caribbean Day Trips & Excursions have Hotel Pickup?

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?