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 →

Bamboo Rafting & River Tubing Tour Ocho Rios(Entry Fee Included)

Book this private tour to combine a relaxing float in oversized tubes and a trip to the local craft market in one. You’ll have round-trip …More

Ocho Rios, Jamaica

4.3 (3)

Bamboo Rafting & River Tubing Tour Ocho Rios(Entry Fee Included)

Book this private tour to combine a relaxing float in oversized tubes and a trip to the local craft market in one. You’ll have round-trip...

5 to 6 hours Hotel pickup offered Free Cancellation

4.3 (3)

from
$195

Explore Kingston's vibrant culture and history on this guided tour. Visit the iconic Devon House for a mansion tour, then delve into the life and …More

Kingston, Jamaica

5.0 (1)

Kingston Culture Tour

Explore Kingston's vibrant culture and history on this guided tour. Visit the iconic Devon House for a mansion tour, then delve into the life and...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$195

You will get the chance to visit two Ocho Rios locations in one day for one price. This is a super saver deal. Experience Horseback …More

Montego Bay, Jamaica

5.0 (1)

Horseback Riding and Dunns River Falls

You will get the chance to visit two Ocho Rios locations in one day for one price. This is a super saver deal. Experience Horseback...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$195

Blue Hole Falls with Horseback Ride Adventure from Montego Bay

Embark on a day full of adventure and natural beauty with our Horseback Riding and Blue Hole tour, departing from Montego Bay! Start your journey …More

Ocho Rios, Jamaica

5.0 (6)

Blue Hole Falls with Horseback Ride Adventure from Montego Bay

Embark on a day full of adventure and natural beauty with our Horseback Riding and Blue Hole tour, departing from Montego Bay! Start your journey...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$194

Bob Marley Mouseleum and museum from negril and Montego Bay

Welcome to Jamaica!!! Ready to experience the REAL Jamaica? Catch A Cab N Tours is here with an experienced, local guide to provide transit and …More

Negril, Jamaica

5.0 (1)

Bob Marley Mouseleum and museum from negril and Montego Bay

Welcome to Jamaica!!! Ready to experience the REAL Jamaica? Catch A Cab N Tours is here with an experienced, local guide to provide transit and...

7 to 9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$192

Jamaica Best Water Falls Tour,Mobay Bay to Dunn's River/Blue Hole

This is a Hassle Free Tour, which INCLUDES ENTRANCE FEES AND TRANSPORTATION COSTS. We picks you up at your hotel or cruise ship port. A …More

Kingston, Jamaica

5.0 (44)

Jamaica Best Water Falls Tour,Mobay Bay to Dunn's River/Blue Hole

This is a Hassle Free Tour, which INCLUDES ENTRANCE FEES AND TRANSPORTATION COSTS. We picks you up at your hotel or cruise ship port. A...

7 to 9 hours Hotel pickup offered Free Cancellation

5.0 (44)

from
$192

Here are a few reasons why you should choose us for your Negril trip: 1. Expertise: We have years of experience in planning trips to …More

Montego Bay, Jamaica

5.0 (1)

Negril Adventure Tour: ATV & Zipline

Here are a few reasons why you should choose us for your Negril trip: 1. Expertise: We have years of experience in planning trips to...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$192

Experience our Tropical Island Private Tour of Martinique! Begin your visit at the Capital City's Saint-Louis Cathedral and Schoelcher Library. Enjoy the panoramic views and …More

Fort-de-France, Martinique

5.0 (2)

Tropical Island Private Tour of Martinique

Experience our Tropical Island Private Tour of Martinique! Begin your visit at the Capital City's Saint-Louis Cathedral and Schoelcher Library. Enjoy the panoramic views and...

5 hours 30 minutes Hotel pickup offered

5.0 (2)

from
$191

PRIVATE VIP tour Saona Island with Snorkeling, Starfish, Turtles

Be the first to discover Saona — just for you, no groups or crowds! A private journey where you arrive on the island before anyone …More

La Romana, Dominican Republic

5.0 (18)

PRIVATE VIP tour Saona Island with Snorkeling, Starfish, Turtles

Be the first to discover Saona — just for you, no groups or crowds! A private journey where you arrive on the island before anyone...

8 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$190

The new Jet Car is a fun and exciting experience you have the opportunity to drive a car on the ocean topping speed from 60 …More

Montego Bay, Jamaica

4.9 (9)

New Jet Car Activity In Montego Bay Jamaica

The new Jet Car is a fun and exciting experience you have the opportunity to drive a car on the ocean topping speed from 60...

1 hour Hotel pickup offered Free Cancellation

4.9 (9)

from
$190

Bob Marley Museum and Devon House Kingston Private Day Tour

Enjoy the comfort of your own private transportation to the Bob Marley Museum,which is the former home of the reggae legend. Bob’s home is filled …More

Montego Bay, Jamaica

4.9 (7)

Bob Marley Museum and Devon House Kingston Private Day Tour

Enjoy the comfort of your own private transportation to the Bob Marley Museum,which is the former home of the reggae legend. Bob’s home is filled...

7 to 9 hours Hotel pickup offered Free Cancellation

4.9 (7)

from
$190

Mojito - Half Day Private Catamaran Cruise - St Maarten

Join us aboard Mojito, one of our luxury sailing catamarans, for an unforgettable half-day charter on the beautiful waters of St. Maarten! Enjoy a private …More

5.0 (1)

Mojito - Half Day Private Catamaran Cruise - St Maarten

Join us aboard Mojito, one of our luxury sailing catamarans, for an unforgettable half-day charter on the beautiful waters of St. Maarten! Enjoy a private...

4 hours Free Cancellation

5.0 (1)

from
$190

You should book this ATV and shopping adventure for a thrilling and unique experience that combines the excitement of off-road exploration with the opportunity to …More

Negril, Jamaica

5.0 (2)

Half Day Private ATV & Shopping Adventure in Negril Jamaica

You should book this ATV and shopping adventure for a thrilling and unique experience that combines the excitement of off-road exploration with the opportunity to...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$190

Santo Domingo Colonial City walking tour

Step back in time and follow in the footsteps of Columbus and the conquerors as you explore the rich history of Santo Domingo. This captivating …More

5.0 (4)

Santo Domingo Colonial City walking tour

Step back in time and follow in the footsteps of Columbus and the conquerors as you explore the rich history of Santo Domingo. This captivating...

4 hours Free Cancellation

5.0 (4)

from
$190

Black River Safari and YS Falls Tour from Montego Bay

Embark on a Black River crocodile safari and spend time immersed in the YS Falls on this tour from Montego Bay. …More

Montego Bay, Jamaica

4.0 (1)

Black River Safari and YS Falls Tour from Montego Bay

Embark on a Black River crocodile safari and spend time immersed in the YS Falls on this tour from Montego Bay....

8 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$190

Our private tours are premium tours with connected and comfortable vehicles from a premium fleet. Our trips can be personalized to your liking, according to …More

5.0 (243)

Private Island Tour - Sint Maarten

Our private tours are premium tours with connected and comfortable vehicles from a premium fleet. Our trips can be personalized to your liking, according to...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (243)

from
$189

ATV & Horseback Riding combo tour Montego Bay with Pickup

Experience a day of adventure on this combo tour, which includes an exciting off road ATV Ride along with Horsebackriding N swim tour. You will …More

Montego Bay, Jamaica

5.0 (2)

ATV & Horseback Riding combo tour Montego Bay with Pickup

Experience a day of adventure on this combo tour, which includes an exciting off road ATV Ride along with Horsebackriding N swim tour. You will...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$189

Experience our Half Day Private Custom Tour of Martinique! Embark on a serene journey through the picturesque landscapes of Martinique as you make your way …More

Fort-de-France, Martinique

5.0 (1)

Half Day Private Custom Tour of Martinique

Experience our Half Day Private Custom Tour of Martinique! Embark on a serene journey through the picturesque landscapes of Martinique as you make your way...

4 hours 30 minutes Hotel pickup offered

5.0 (1)

from
$189

Private Luxury Sailing from Casa de Campo to Catalina Island

Set sail on an unforgettable day adventure from the exclusive Marina Casa de Campo, a luxury destination in La Romana. With a max capacity of …More

Punta Cana, Dominican Republic

5.0 (7)

Private Luxury Sailing from Casa de Campo to Catalina Island

Set sail on an unforgettable day adventure from the exclusive Marina Casa de Campo, a luxury destination in La Romana. With a max capacity of...

6 hours 15 minutes Hotel pickup offered Free Cancellation

5.0 (7)

from
$188

Bob Marley Culture and Dunn's River Falls Experience Montego Bay

Take a journey to Nine Mile, the birthplace of Reggae legend Bob Marley and see where he spent some of his formative years and where …More

Montego Bay, Jamaica

5.0 (2)

Bob Marley Culture and Dunn's River Falls Experience Montego Bay

Take a journey to Nine Mile, the birthplace of Reggae legend Bob Marley and see where he spent some of his formative years and where...

4 to 7 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$186

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?