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 →

Bob Marley Nine Mile Tour from Ocho Rios

Nine Miles located in the rural hills of St Ann is the birthplace and final resting place of Bob Marley. Bob Marley grew up in …More

Ocho Rios, Jamaica

4.4 (27)

Bob Marley Nine Mile Tour from Ocho Rios

Nine Miles located in the rural hills of St Ann is the birthplace and final resting place of Bob Marley. Bob Marley grew up in...

2 to 4 hours Hotel pickup offered Free Cancellation

4.4 (27)

from
$160

Take a comprehensive tour of Negril in one day from your hotel in Ocho Rios. Drive through Montego Bay and Lucea en route to the …More

Boscobel, Jamaica

5.0 (11)

Private Negril Day Trip From Ocho Rios

Take a comprehensive tour of Negril in one day from your hotel in Ocho Rios. Drive through Montego Bay and Lucea en route to the...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$160

A jet ski is a small fast water craft powered by a motor designed for one or more riders it’s commonly used for recreation lakes …More

Montego Bay, Jamaica

5.0 (7)

Jet Ski/ Parasailig Water Activity in Montego Bay Jamaica.

A jet ski is a small fast water craft powered by a motor designed for one or more riders it’s commonly used for recreation lakes...

30 to 60 minutes Hotel pickup offered Free Cancellation

5.0 (7)

from
$160

Have the ride of your life as the rapids glides you through paradise. The White River winds it way out of the hilly interior of …More

Montego Bay, Jamaica

4.8 (6)

White River Tubing From Montego Bay

Have the ride of your life as the rapids glides you through paradise. The White River winds it way out of the hilly interior of...

4 hours Hotel pickup offered Free Cancellation

4.8 (6)

from
$160

Horse-back riding on the beach is a unique and unforgettable experience that combines the beauty of nature with the grace of horses. As the sun …More

Montego Bay, Jamaica

5.0 (3)

Horse Back Riding with ATV Combo.

Horse-back riding on the beach is a unique and unforgettable experience that combines the beauty of nature with the grace of horses. As the sun...

2 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$160

Private Full-Day Tour in Ocho Rios from Montego Bay

The guest will be greeted with a warm smile in the hotel lobby and guided to the vehicle. During the transportation, the guests will be …More

Montego Bay, Jamaica

5.0 (2)

Private Full-Day Tour in Ocho Rios from Montego Bay

The guest will be greeted with a warm smile in the hotel lobby and guided to the vehicle. During the transportation, the guests will be...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$160

Our horseback ride 'N' swim tour is for the adventurous who is intrigued by spending time riding along the countryside and splashing in the ocean …More

Montego Bay, Jamaica

5.0 (2)

Horseback Riding in Montego Bay

Our horseback ride 'N' swim tour is for the adventurous who is intrigued by spending time riding along the countryside and splashing in the ocean...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$160

Bob Marley's Nine Mile Mausoleum Tour (Complimentary Rum Punch)

Visit the final resting place of the great reggae legend Bob Marley, in the town of Nine Mile, in St. Anne's Parish. On this tour …More

Montego Bay, Jamaica

4.3 (6)

Bob Marley's Nine Mile Mausoleum Tour (Complimentary Rum Punch)

Visit the final resting place of the great reggae legend Bob Marley, in the town of Nine Mile, in St. Anne's Parish. On this tour...

6 hours Hotel pickup offered Free Cancellation

4.3 (6)

from
$160

Martha Brae Authentic Bamboo Rafting Tour From Montego Bay

Martha Brae Bamboo River rafting is an amazing tour where one relaxes as a professional raftsmen stream the authentic bamboo raft smoothly slowly down the …More

Montego Bay, Jamaica

5.0 (2)

Martha Brae Authentic Bamboo Rafting Tour From Montego Bay

Martha Brae Bamboo River rafting is an amazing tour where one relaxes as a professional raftsmen stream the authentic bamboo raft smoothly slowly down the...

1 hour Hotel pickup offered Free Cancellation

5.0 (2)

from
$160

Trinidad's Highlights including Scarlet Ibis Tour

Explore the Best of Trinidad Discover the vibrant Streets and Historic charm of Port of Spain before heading up to Fort George for breathtaking panoramic …More

5.0 (2)

Trinidad's Highlights including Scarlet Ibis Tour

Explore the Best of Trinidad Discover the vibrant Streets and Historic charm of Port of Spain before heading up to Fort George for breathtaking panoramic...

7 hours Hotel pickup offered

5.0 (2)

from
$160

Montego Bay Highlights Tour with Shopping & Bamboo River Rafting

This is the ultimate authentic Jamaican experience. You will be greeted by your professional raft captain who aims to provide you with the best river …More

Montego Bay, Jamaica

4.6 (5)

Montego Bay Highlights Tour with Shopping & Bamboo River Rafting

This is the ultimate authentic Jamaican experience. You will be greeted by your professional raft captain who aims to provide you with the best river...

5 to 6 hours Hotel pickup offered Free Cancellation

4.6 (5)

from
$160

Sight seeing tour through the hills of JAMAICA

This tour offers an authentic Jamaican cultural and lifestyle experience, taking visitors beyond the typical tourist spots and into the countryside to explore the island's …More

Negril, Jamaica

5.0 (1)

Sight seeing tour through the hills of JAMAICA

This tour offers an authentic Jamaican cultural and lifestyle experience, taking visitors beyond the typical tourist spots and into the countryside to explore the island's...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$160

Stepping High Mountain Tour and Blue Hole Mineral Spring from Montego Bay

You wlll be picked up in a private car from your hotel, villa or specified location A complimentary Red Stripe is included to start the …More

Lucea, Jamaica

4.5 (2)

Stepping High Mountain Tour and Blue Hole Mineral Spring from Montego Bay

You wlll be picked up in a private car from your hotel, villa or specified location A complimentary Red Stripe is included to start the...

1 to 5 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$160

Private Horseback Ride and Swim from Montego Bay

BucketList Jamaica horseback ride and swim is one of the top things to do while on vacation in Jamaica. Let us whisk you away from …More

Montego Bay, Jamaica

5.0 (1)

Private Horseback Ride and Swim from Montego Bay

BucketList Jamaica horseback ride and swim is one of the top things to do while on vacation in Jamaica. Let us whisk you away from...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$160

Experience the delicious flavors of the Bahamas on a food and rum tour. Sample traditional Bahamian dishes such as conch fritters and johnnycakes, and wash …More

Nassau, Bahamas

5.0 (1)

Food and Rum Tour

Experience the delicious flavors of the Bahamas on a food and rum tour. Sample traditional Bahamian dishes such as conch fritters and johnnycakes, and wash...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$160

Drive your own 2, 4 or 5-Seater UTV and experience Aruba like never before! Our private UTV tours offer an exclusive and personalized adventure, giving …More

Palm - Eagle Beach, Aruba

4.9 (200)

UTV Private Island Tour In Aruba

Drive your own 2, 4 or 5-Seater UTV and experience Aruba like never before! Our private UTV tours offer an exclusive and personalized adventure, giving...

4 hours Hotel pickup offered Free Cancellation

4.9 (200)

from
$159

Private Martha Brea Bamboo Rafting with Entrance from Montego Bay

We’ll pick you up at your hotel, resort, villa, or Airbnb lobby—sit back and relax as we head to the beautiful Martha Brae River. On …More

Montego Bay, Jamaica

5.0 (1)

Private Martha Brea Bamboo Rafting with Entrance from Montego Bay

We’ll pick you up at your hotel, resort, villa, or Airbnb lobby—sit back and relax as we head to the beautiful Martha Brae River. On...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$159

Rio Grande Bamboo Rafting Tour from Port Antonio

Rafting down the Rio Grande is another exciting outing, and is said to have been started by Errol Flynn. Rio Grande Rafting offers 6 mile …More

Port Antonio, Jamaica

5.0 (13)

Rio Grande Bamboo Rafting Tour from Port Antonio

Rafting down the Rio Grande is another exciting outing, and is said to have been started by Errol Flynn. Rio Grande Rafting offers 6 mile...

4 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$159

[PRIVATE] Dunn's River Falls with Entrance Fees

Join us for an adventure of a lifetime. Our private transportation will pick you up from your resort or Airbnb. Your driver will introduce you …More

Lucea, Jamaica

5.0 (82)

[PRIVATE] Dunn's River Falls with Entrance Fees

Join us for an adventure of a lifetime. Our private transportation will pick you up from your resort or Airbnb. Your driver will introduce you...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (82)

from
$158

Jamaica: Private Rafting Tour to Martha Brae from Falmouth

Your driver will pick you up at your hotel or cruise ship port. Enjoy a comfortable ride in our air conditioned vehicle on this 15 …More

Runaway Bay, Jamaica

4.8 (5)

Jamaica: Private Rafting Tour to Martha Brae from Falmouth

Your driver will pick you up at your hotel or cruise ship port. Enjoy a comfortable ride in our air conditioned vehicle on this 15...

4 hours Hotel pickup offered Free Cancellation

4.8 (5)

from
$158

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?

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?