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 →

Private ATV Adventure Tour in Montego Bay

Our tour Company is the ideal choice for your ATV adventure because of our commitment to providing top-notch service and ensuring a safe and enjoyable …More

Falmouth, Jamaica

5.0 (13)

Private ATV Adventure Tour in Montego Bay

Our tour Company is the ideal choice for your ATV adventure because of our commitment to providing top-notch service and ensuring a safe and enjoyable...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$185

Private Montego Bay Highlights Guided Tour from Falmouth

Take an unique guided tour through Montego Bay while staying in falmouth hotel or docking at the cruise port. This beautiful Jamaican city has much …More

Falmouth, Jamaica

5.0 (3)

Private Montego Bay Highlights Guided Tour from Falmouth

Take an unique guided tour through Montego Bay while staying in falmouth hotel or docking at the cruise port. This beautiful Jamaican city has much...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$185

Explore 2 Hidden Water Falls and Caves with Limestone Massage

Tourists should visit Benta River Falls and Original Mayfield Falls in Westmoreland, Jamaica for an immersive and unforgettable nature experience. Benta River Falls offers a …More

Montego Bay, Jamaica

5.0 (1)

Explore 2 Hidden Water Falls and Caves with Limestone Massage

Tourists should visit Benta River Falls and Original Mayfield Falls in Westmoreland, Jamaica for an immersive and unforgettable nature experience. Benta River Falls offers a...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$185

St.Lucia Taste & Culture Tour:Scenic Views, Local Food & Villages

Explore the stunning west coast of Saint Lucia on a delightful sightseeing journey. Starting from Gros Islet, this tour takes you through quaint fishing villages, …More

Soufriere, St Lucia

4.7 (3)

St.Lucia Taste & Culture Tour:Scenic Views, Local Food & Villages

Explore the stunning west coast of Saint Lucia on a delightful sightseeing journey. Starting from Gros Islet, this tour takes you through quaint fishing villages,...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (3)

from
$185

Can you imagine having fresh lobsters with some ice cold red stripe beer in the middle of the ocean watching the beautiful sunset in the …More

Negril, Jamaica

3.0 (1)

Floyd's Pelican Bar

Can you imagine having fresh lobsters with some ice cold red stripe beer in the middle of the ocean watching the beautiful sunset in the...

4 to 6 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$185

Appleton Estate Rum and Floyd's Pelican Bar Tour

You will be filled with enticement of sampling a variety of Jamaica rum blend. Appleton Estate is pact with the experience of knowing how Appleton …More

Montego Bay, Jamaica

5.0 (2)

Appleton Estate Rum and Floyd's Pelican Bar Tour

You will be filled with enticement of sampling a variety of Jamaica rum blend. Appleton Estate is pact with the experience of knowing how Appleton...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$181

Appleton Estate Rum Tour and Tasting from Ocho Rios

Go on a journey to the picturesque south coast of Jamaica during this 8-hour rum tasting tour from Ocho Rios. Visit the exotic Appleton Estate, home …More

Ocho Rios, Jamaica

5.0 (4)

Appleton Estate Rum Tour and Tasting from Ocho Rios

Go on a journey to the picturesque south coast of Jamaica during this 8-hour rum tasting tour from Ocho Rios. Visit the exotic Appleton Estate, home...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$181

Bob Marley Museum Admission & Tour from Ocho Rios

The Bob Marley Museum is the former home of the reggae legend. Bob’s home is filled with rich memories and treasured mementos, which seek to …More

Ocho Rios, Jamaica

3.8 (4)

Bob Marley Museum Admission & Tour from Ocho Rios

The Bob Marley Museum is the former home of the reggae legend. Bob’s home is filled with rich memories and treasured mementos, which seek to...

6 hours Hotel pickup offered Free Cancellation

3.8 (4)

from
$181

Appleton estate,YS Falls,Black River Safari,Pelican Bar(any 3of4)

This unique tour takes you through the interior of the rain forest. The first stop is Y.S. Falls where you can enjoy nature in its …More

Lucea, Jamaica

5.0 (23)

Appleton estate,YS Falls,Black River Safari,Pelican Bar(any 3of4)

This unique tour takes you through the interior of the rain forest. The first stop is Y.S. Falls where you can enjoy nature in its...

3 hours Hotel pickup offered Free Cancellation

5.0 (23)

from
$180

Private Tour Montego Bay To Blue Hole and Dunns River falls

This is combination tour takes you on the Northern corridor to the famous attraction; Dunns River and Blue Hole. Along the coast we can stop …More

Montego Bay, Jamaica

4.9 (28)

Private Tour Montego Bay To Blue Hole and Dunns River falls

This is combination tour takes you on the Northern corridor to the famous attraction; Dunns River and Blue Hole. Along the coast we can stop...

6 to 7 hours Hotel pickup offered Free Cancellation

4.9 (28)

from
$180

Embark on the ultimate San Juan adventure with our self-guided scooter tour, a standout experience in the heart of Puerto Rico. Revel in the freedom …More

5.0 (16)

Scooter Rental San Juan Puerto Rico

Embark on the ultimate San Juan adventure with our self-guided scooter tour, a standout experience in the heart of Puerto Rico. Revel in the freedom...

10 hours Free Cancellation

5.0 (16)

from
$180

Montego Bay VIP Drive Tour with Bryan Ottey

Join Bryan for an unforgettable journey through Montego Bay with friends and family on a private VIP drive tour. Experience a perfect blend of shopping, …More

Montego Bay, Jamaica

5.0 (4)

Montego Bay VIP Drive Tour with Bryan Ottey

Join Bryan for an unforgettable journey through Montego Bay with friends and family on a private VIP drive tour. Experience a perfect blend of shopping,...

4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$180

Clear Kayak Photoshoot in Ocho Rios Jamaica

Get ready for a one-of-a-kind experience in the crystal-clear waters! Your adventure begins as you step into a transparent kayak, giving you the feeling of …More

Runaway Bay, Jamaica

5.0 (11)

Clear Kayak Photoshoot in Ocho Rios Jamaica

Get ready for a one-of-a-kind experience in the crystal-clear waters! Your adventure begins as you step into a transparent kayak, giving you the feeling of...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$180

Negril day! beach and west end Cliffs with French Guide

We can do the entire tour in French and make sure you have the best time while still interacting with locals, learning new words and …More

Montego Bay, Jamaica

5.0 (10)

Negril day! beach and west end Cliffs with French Guide

We can do the entire tour in French and make sure you have the best time while still interacting with locals, learning new words and...

8 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$180

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

Step into a world where chocolate is more than just a treat—it’s a journey through Saint Lucia’s lush landscapes, vibrant traditions, and warm island hospitality. …More

Soufriere, St Lucia

5.0 (7)

Chocolate Making & Soufriere vibes Tour

Step into a world where chocolate is more than just a treat—it’s a journey through Saint Lucia’s lush landscapes, vibrant traditions, and warm island hospitality....

3 to 6 hours Free Cancellation

5.0 (7)

from
$180

Private Tour in Miches with La Jarda Waterfall Experience

The tour starts at Magua Community where we will have meet the local hiking guides to hike to the National Park Salto de La Jalda, …More

4.7 (13)

Private Tour in Miches with La Jarda Waterfall Experience

The tour starts at Magua Community where we will have meet the local hiking guides to hike to the National Park Salto de La Jalda,...

10 hours 12 minutes Free Cancellation

4.7 (13)

from
$180

Tubing Or Kayaking River Tour in Jamaica

We provide exceptional private taxi service to travelers in Jamaica we have a record that exceeds our travelers need. Our air conditioned vehicles are in …More

Montego Bay, Jamaica

5.0 (2)

Tubing Or Kayaking River Tour in Jamaica

We provide exceptional private taxi service to travelers in Jamaica we have a record that exceeds our travelers need. Our air conditioned vehicles are in...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$180

Taking the Gros Piton Climb is a must do when visiting our beautiful island. The views are breathtaking and worth every effort. `It requires strength …More

Gros Islet, St Lucia

5.0 (2)

St Lucia Gros Piton Climb Challenge

Taking the Gros Piton Climb is a must do when visiting our beautiful island. The views are breathtaking and worth every effort. `It requires strength...

6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$180

Bob Marley 9 Miles, Dunn's River from Montego Bay.

The Bob Marley and Dunn’s River Tour is one that proves to be exciting as it is informative. Exploring the birth place of the Great …More

Runaway Bay, Jamaica

5.0 (4)

Bob Marley 9 Miles, Dunn's River from Montego Bay.

The Bob Marley and Dunn’s River Tour is one that proves to be exciting as it is informative. Exploring the birth place of the Great...

6 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (4)

from
$180

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?