Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Private Eleuthera Island: Swim With Pigs, Turtles & Stingrays Private Exuma Cays Day: Iguana, Shark, Pigs, Sandbar & Lunch 5-Day Private Tour in The Bahamas with Pickup Yacht YES DARLING - Private Boat St Martin, St Barth & Anguilla St Martin Gd-Case, Private Romantic Cruise 4 days View all Tours with Instant Confirmation →

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 →

A short, 40-minute drive from Montego Bay brings you to the Martha Brae Rafter’s Village. After a welcome drink and a stroll through the medicinal …More

Lucea, Jamaica

4.8 (33)

Rafting on the Martha Brae

A short, 40-minute drive from Montego Bay brings you to the Martha Brae Rafter’s Village. After a welcome drink and a stroll through the medicinal...

2 to 3 hours Hotel pickup offered Free Cancellation

4.8 (33)

from
$150

Private Art & Culture Tour in Tortola Virgin Islands

This is the only Tour of its kind available on Tortola which showcases prominent practicing Artists and their work. Small, private groups keep this tour …More

Tortola, British Virgin Islands

5.0 (27)

Private Art & Culture Tour in Tortola Virgin Islands

This is the only Tour of its kind available on Tortola which showcases prominent practicing Artists and their work. Small, private groups keep this tour...

2 to 4 hours Hotel pickup offered Free Cancellation

5.0 (27)

from
$150

Experience the vibrant culture and natural beauty of Antigua on this unforgettable island tour! Join us as we explore the island’s most iconic and historic …More

Five Islands Village, Antigua and Barbuda

4.9 (34)

Island Flava Discovery Tour

Experience the vibrant culture and natural beauty of Antigua on this unforgettable island tour! Join us as we explore the island’s most iconic and historic...

6 to 7 hours Hotel pickup offered Free Cancellation

4.9 (34)

from
$150

Seeking a romantic evening for two, a serene escape from the bustling city, or simply a moment of tranquillity amidst nature's splendor, our Private Sunset …More

Marigot Bay, St Lucia

5.0 (16)

Private Sunset and Snorkel Cruise

Seeking a romantic evening for two, a serene escape from the bustling city, or simply a moment of tranquillity amidst nature's splendor, our Private Sunset...

2 hours Hotel pickup offered Free Cancellation

5.0 (16)

from
$150

Bob Marley Nine Mile Tour - From Montego Bay

Friendly courteous drivers who are very knowledgable on Bob Marley's life and legend. This tour provides a unique look into the life and legend of …More

Montego Bay, Jamaica

5.0 (17)

Bob Marley Nine Mile Tour - From Montego Bay

Friendly courteous drivers who are very knowledgable on Bob Marley's life and legend. This tour provides a unique look into the life and legend of...

6 hours Free Cancellation

5.0 (17)

from
$150

Afternoon Horseback Ride by the Beach in Isabela, Puerto Rico

Why Hacienda Carey is a Must-Trot Experience! At Hacienda Carey, we bring the perfect blend of adventure and Isabela charm. Picture yourself trotting along our …More

Rincón, Puerto Rico

4.8 (8)

Afternoon Horseback Ride by the Beach in Isabela, Puerto Rico

Why Hacienda Carey is a Must-Trot Experience! At Hacienda Carey, we bring the perfect blend of adventure and Isabela charm. Picture yourself trotting along our...

1 hour 30 minutes Free Cancellation

4.8 (8)

from
$150

Kingston Unfiltered! A Walking Tour that will make you say wow.

Forget polished postcards-downtown Kingston serves culture *straight, no chaser*. Dive into the city’s pulsing heart, where murals scream revolution in every brushstroke and history hums …More

Kingston, Jamaica

5.0 (4)

Kingston Unfiltered! A Walking Tour that will make you say wow.

Forget polished postcards-downtown Kingston serves culture *straight, no chaser*. Dive into the city’s pulsing heart, where murals scream revolution in every brushstroke and history hums...

3 hours Free Cancellation

5.0 (4)

from
$150

Bamboo Rafting and Boston Jerk Centre Tour in Portland Jamaica

Experience the beauty and adventure of Jamaica's Rio Grande on a bamboo rafting tour. Embark on a peaceful journey through lush greenery and scenic landscapes …More

Kingston, Jamaica

5.0 (10)

Bamboo Rafting and Boston Jerk Centre Tour in Portland Jamaica

Experience the beauty and adventure of Jamaica's Rio Grande on a bamboo rafting tour. Embark on a peaceful journey through lush greenery and scenic landscapes...

4 hours Free Cancellation

5.0 (10)

from
$150

On this adventure you get to explore some of the most popular sites in St. Lucia. It’s fun, engaging and relaxing. You choose the order …More

Soufriere, St Lucia

5.0 (3)

Soufriere Escape Adventure St Lucia

On this adventure you get to explore some of the most popular sites in St. Lucia. It’s fun, engaging and relaxing. You choose the order...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$150

Grenada's #1 Cocoa Estate: Farm Tour & Chocolate Tasting!

Two Treasures. One Unforgettable Day. Not your average tour. In 7 hours, journey through three centuries of Grenadian history — from a rum distillery unchanged …More

St. George's, Grenada

5.0 (5)

Grenada's #1 Cocoa Estate: Farm Tour & Chocolate Tasting!

Two Treasures. One Unforgettable Day. Not your average tour. In 7 hours, journey through three centuries of Grenadian history — from a rum distillery unchanged...

7 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$150

Private Tour Ocho Rios Dunns River Falls Tubing and Shopping

WELCOME TO TOUR JAMAICA TODAY. Dunn's River Falls is one of Jamaica's national treasures. Globally, it is well known as Reggae and equally stimulating. Dunn's …More

Ocho Rios, Jamaica

5.0 (7)

Private Tour Ocho Rios Dunns River Falls Tubing and Shopping

WELCOME TO TOUR JAMAICA TODAY. Dunn's River Falls is one of Jamaica's national treasures. Globally, it is well known as Reggae and equally stimulating. Dunn's...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$150

Dunn's River Falls and Blue Hole Private Tour from Montego Bay

For this Dunn's River Falls and Blue Hole Tour, its the best combination you can find in Ocho Rios, the gushing fresh water that's hitting …More

Montego Bay, Jamaica

5.0 (7)

Dunn's River Falls and Blue Hole Private Tour from Montego Bay

For this Dunn's River Falls and Blue Hole Tour, its the best combination you can find in Ocho Rios, the gushing fresh water that's hitting...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$150

Dinner and Nightlife -From Montego Bay, Negril, Ocho Rios

Experience Jamaica after dark with a memorable combination of delicious local cuisine, vibrant music, and exciting nightlife. The Montego Bay, Negril, and Ocho Rios Dinner …More

Lucea, Jamaica

5.0 (3)

Dinner and Nightlife -From Montego Bay, Negril, Ocho Rios

Experience Jamaica after dark with a memorable combination of delicious local cuisine, vibrant music, and exciting nightlife. The Montego Bay, Negril, and Ocho Rios Dinner...

5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$150

This tour is more than just a tour, it’s an experience. Our driver will pick you up and take you to the base of the …More

Soufriere, St Lucia

5.0 (3)

Gros Piton Hike in St. Lucia (Private)

This tour is more than just a tour, it’s an experience. Our driver will pick you up and take you to the base of the...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$150

Dunn's River Falls + Bamboo Rafting With Limestone Foot Massage

Its a private transportation from Resort to Dunn's River Falls & White River Rafting will save your time of transportation, you get a Limestone Foot …More

Montego Bay, Jamaica

5.0 (3)

Dunn's River Falls + Bamboo Rafting With Limestone Foot Massage

Its a private transportation from Resort to Dunn's River Falls & White River Rafting will save your time of transportation, you get a Limestone Foot...

3 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$150

Off Road ATV Guided Ocho Rios Tour and Shopping

This is an experience of a lifetime. Navigate the rugged and beautiful Jamaican terrain at a comfortable pace on your easy to use 4-wheel ATV …More

Ocho Rios, Jamaica

4.7 (6)

Off Road ATV Guided Ocho Rios Tour and Shopping

This is an experience of a lifetime. Navigate the rugged and beautiful Jamaican terrain at a comfortable pace on your easy to use 4-wheel ATV...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (6)

from
$150

Shopping and Dunns River falls from Montego Bay to Ochi Rios

This tour takes us along the North Coast corridor to visit the parish of St. Ann's to enjoy some local shopping then water hike in …More

Montego Bay, Jamaica

5.0 (3)

Shopping and Dunns River falls from Montego Bay to Ochi Rios

This tour takes us along the North Coast corridor to visit the parish of St. Ann's to enjoy some local shopping then water hike in...

5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$150

Tour to Montana Redonda and Emerald Coast Beach

Round Mountain Beach tour is a fun and exciting trip through the mountains and Playa Costa esmeralda, at the foot of Round Mountain you will …More

Punta Cana, Dominican Republic

4.4 (8)

Tour to Montana Redonda and Emerald Coast Beach

Round Mountain Beach tour is a fun and exciting trip through the mountains and Playa Costa esmeralda, at the foot of Round Mountain you will...

4 to 5 hours Hotel pickup offered Free Cancellation

4.4 (8)

from
$150

Bob Marley Nine Mile Tour From Ocho Rios

Enjoy the drive through the hills and countryside of Jamaica, traveling to the Bob Marley Nine Mile, the birthplace of the legendary Bob Marley. This day …More

Ocho Rios, Jamaica

4.3 (3)

Bob Marley Nine Mile Tour From Ocho Rios

Enjoy the drive through the hills and countryside of Jamaica, traveling to the Bob Marley Nine Mile, the birthplace of the legendary Bob Marley. This day...

3 to 5 hours Free Cancellation

4.3 (3)

from
$150

Explore On Your Own 8 Hours Single Seat ATV

We provide unguided and private guided tours. By doing an unguided tour you are able to stay as long or short as you want at …More

Oranjestad, Aruba

5.0 (3)

Explore On Your Own 8 Hours Single Seat ATV

We provide unguided and private guided tours. By doing an unguided tour you are able to stay as long or short as you want at...

8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$150

Frequently Asked Questions

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

What are the best options for Caribbean Private Sightseeing Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Private Sightseeing Tours are:

What are the best kid-friendly options for Caribbean Private Sightseeing Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Private Sightseeing Tours are:

View all kid-friendly Tours →

Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Which Caribbean Private Sightseeing Tours have Free Cancellation?

Caribbean Private Sightseeing Tours 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 Private Sightseeing Tours have Hotel Pickup?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Caribbean trip ideas?

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