Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Buggy Tour in Punta Cana with Stops at the Beach and a Cave St.Kitts See It All The Local Behind The Scenes Tour Of St. Kitts View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Private Sightseeing Tours have Hotel Pickup?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Buggy Tour in Punta Cana with Stops at the Beach and a Cave Private Catamaran Cruise with Slide & unlimited drinks 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 →

Visit downtown Montego Bay. its craft market with hand-made and imported souveniors, followed by a stop at famous Sam Sharpe square, where you will learn …More

Montego Bay, Jamaica

5.0 (5)

Montego Bay City Tour

Visit downtown Montego Bay. its craft market with hand-made and imported souveniors, followed by a stop at famous Sam Sharpe square, where you will learn...

3 to 8 hours Free Cancellation

5.0 (5)

from
$205

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

Explore Puerto Plata with Local Guide and Vehicle at Your Service

Enjoy your day in Puerto Plata with the guide and vehicule at your service :) Create your own sightseeing program, decide how much time you …More

Puerto Plata, Dominican Republic

4.8 (5)

Explore Puerto Plata with Local Guide and Vehicle at Your Service

Enjoy your day in Puerto Plata with the guide and vehicule at your service :) Create your own sightseeing program, decide how much time you...

5 to 6 hours Hotel pickup offered Free Cancellation

4.8 (5)

from
$349

Let me take you to Caicos Jetski safari Private Tour

We have 20 years of experience working around the beautiful waters of The Turks and Caicos with some of the best equipment and jetskis on …More

5.0 (5)

Let me take you to Caicos Jetski safari Private Tour

We have 20 years of experience working around the beautiful waters of The Turks and Caicos with some of the best equipment and jetskis on...

3 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$600

Blue hole waterfalls + horseback riding from Montego bay

This tour will satisfy the people who wants to really enjoy their experience in Jamaica, which we think is everyone. To enjoy your vacation book …More

Montego Bay, Jamaica

5.0 (5)

Blue hole waterfalls + horseback riding from Montego bay

This tour will satisfy the people who wants to really enjoy their experience in Jamaica, which we think is everyone. To enjoy your vacation book...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$170

ATV Experience, cultural and social tour

This is a private tour. The tour commences when you are picked up by our well trained driver/guide Explore the Jamaican country side you will …More

Negril, Jamaica

4.8 (5)

ATV Experience, cultural and social tour

This is a private tour. The tour commences when you are picked up by our well trained driver/guide Explore the Jamaican country side you will...

5 to 8 hours Hotel pickup offered

4.8 (5)

from
$250

Dunns River, Margaritaville Beach, Riving Tubing and Blue Hole Private Tour

With this tour travelers will have the option of choosing 3 activities from a list of 4 which includes: Dunn's River Falls, Margaritaville, River Tubing …More

Montego Bay, Jamaica

5.0 (5)

Dunns River, Margaritaville Beach, Riving Tubing and Blue Hole Private Tour

With this tour travelers will have the option of choosing 3 activities from a list of 4 which includes: Dunn's River Falls, Margaritaville, River Tubing...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$180

It is a one-stop destination for many deferent attractions. For example: 1. Turtle Head Rock. 2. Cathedral at Paria Bay. 3. Paria Beach. …More

4.8 (5)

Paria Waterfall

It is a one-stop destination for many deferent attractions. For example: 1. Turtle Head Rock. 2. Cathedral at Paria Bay. 3. Paria Beach....

8 hours 40 minutes Hotel pickup offered Free Cancellation

4.8 (5)

from
$175

Blue Hole Mineral Spring, Ricks Cafe, 7 Mile Beach and Shopping Private Tour

Explore the highlights and landmarks of Negril with your own dedicated driver/guide during this private tour. Pick 3 of the locations listed: Seven Mile Beach, …More

Montego Bay, Jamaica

5.0 (5)

Blue Hole Mineral Spring, Ricks Cafe, 7 Mile Beach and Shopping Private Tour

Explore the highlights and landmarks of Negril with your own dedicated driver/guide during this private tour. Pick 3 of the locations listed: Seven Mile Beach,...

6 to 9 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$78

Blue Hole Secret Falls and River Tubing Tour

Combine two popular outdoor activities in Jamaica—a visit to the Blue Hole and tubing down the White River—on a single tour from your Resort. Visit …More

Montego Bay, Jamaica

5.0 (5)

Blue Hole Secret Falls and River Tubing Tour

Combine two popular outdoor activities in Jamaica—a visit to the Blue Hole and tubing down the White River—on a single tour from your Resort. Visit...

5 to 8 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$108

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

Private Dunn's River and Bamboo Rafting Combo from Ocho Rios

Dunn's River Falls is one of Jamaica's national treasures. Globally, it is as well known as reggae and equally as stimulating. There are few places …More

Kingston, Jamaica

5.0 (5)

Private Dunn's River and Bamboo Rafting Combo from Ocho Rios

Dunn's River Falls is one of Jamaica's national treasures. Globally, it is as well known as reggae and equally as stimulating. There are few places...

5 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$155

Mount Qua Qua Hiking Adventure From Grand Etang/Lake

Our service is fun and personal with a driver as your guide at times. You will received so much knowledge with our experience guide, taken …More

St. George's, Grenada

5.0 (5)

Mount Qua Qua Hiking Adventure From Grand Etang/Lake

Our service is fun and personal with a driver as your guide at times. You will received so much knowledge with our experience guide, taken...

5 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$100

Martha Brae Rafting from Montego Bay - PPP

Located just 20 minutues outside of Montego Bay in the parish of Trelawny, Martha Brae Rafters Village offers the best rafting experience you’ll find. Enjoy …More

Montego Bay, Jamaica

5.0 (5)

Martha Brae Rafting from Montego Bay - PPP

Located just 20 minutues outside of Montego Bay in the parish of Trelawny, Martha Brae Rafters Village offers the best rafting experience you’ll find. Enjoy...

4 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$154

Climb Jamaica’s famous waterfall located in the tourist town of Ocho Rios. Swim in the white sand beach below the falls and buy amazing local …More

Kingston, Jamaica

5.0 (5)

Dunns River Falls Scenic Tour

Climb Jamaica’s famous waterfall located in the tourist town of Ocho Rios. Swim in the white sand beach below the falls and buy amazing local...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$300

Great River Rafting Limestone Foot Massage and Horseback Rides From Montego Bay

This is a Private and customizable tour where guest relaxes on a 30 ft crafted man made bamboo raft as it stream smoothly down the …More

Montego Bay, Jamaica

5.0 (5)

Great River Rafting Limestone Foot Massage and Horseback Rides From Montego Bay

This is a Private and customizable tour where guest relaxes on a 30 ft crafted man made bamboo raft as it stream smoothly down the...

2 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$110

Experience high-speed excitement on a WaveRunner Jet Ski adventure in Montego Bay. Choose from a 30-minute or full-hour rental, whether you want to ride solo …More

Montego Bay, Jamaica

4.8 (5)

Jet Ski in Montego Bay

Experience high-speed excitement on a WaveRunner Jet Ski adventure in Montego Bay. Choose from a 30-minute or full-hour rental, whether you want to ride solo...

35 minutes Hotel pickup offered Free Cancellation

4.8 (5)

from
$100

Bamboo Rafting and Limestone Foot Massage with Ricks Cafe Private Tour

This is a unique tour. A tour that move at easy pace and is not rushed. You are picked up in the comfort of your …More

Montego Bay, Jamaica

4.8 (5)

Bamboo Rafting and Limestone Foot Massage with Ricks Cafe Private Tour

This is a unique tour. A tour that move at easy pace and is not rushed. You are picked up in the comfort of your...

5 to 7 hours Hotel pickup offered Free Cancellation

4.8 (5)

from
$130

At the Rastafari Indigenous Village you learn about Rastafari customs, heritage and rich culture. Never before have you seen such resilience, warm, love & the …More

Montego Bay, Jamaica

5.0 (5)

Rastafari Indigenous Village Tour

At the Rastafari Indigenous Village you learn about Rastafari customs, heritage and rich culture. Never before have you seen such resilience, warm, love & the...

6 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$225

Bamboo Rafting with Limestone foot or Full Body Massage in Montego Bay

Located in the hills of Hanover great river is an amazing river tour where guest are piloted on a 30 ft hand crafted bamboo raft, …More

Montego Bay, Jamaica

5.0 (5)

Bamboo Rafting with Limestone foot or Full Body Massage in Montego Bay

Located in the hills of Hanover great river is an amazing river tour where guest are piloted on a 30 ft hand crafted bamboo raft,...

30 to 60 minutes Hotel pickup offered Free Cancellation

5.0 (5)

from
$120

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?

Got any more Caribbean trip ideas?

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