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 →

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
$174

Devon House is a heritage site located in Kingston, the new capital city of Jamaica. It was built in the 19th century by Jamaica’s first …More

Ocho Rios, Jamaica

5.0 (2)

Devon House & Ice Cream from Ocho Rios

Devon House is a heritage site located in Kingston, the new capital city of Jamaica. It was built in the 19th century by Jamaica’s first...

6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$174

PREMIUM - Negril Highlights Tour from Negril - Food & Drinks Included

This private centers around the west side of Jamaica, which is known to be the more 'laid back' part of the island. Experience all that …More

Negril, Jamaica

5.0 (13)

PREMIUM - Negril Highlights Tour from Negril - Food & Drinks Included

This private centers around the west side of Jamaica, which is known to be the more 'laid back' part of the island. Experience all that...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$174

Private Rio Bueno River Adventure from Runaway Bay Hotels

Experience a day where you indulge yourself in the most electrifying moments doing up to two water sports activities in the Rio Bueno River. Choose …More

Runaway Bay, Jamaica

4.0 (1)

Private Rio Bueno River Adventure from Runaway Bay Hotels

Experience a day where you indulge yourself in the most electrifying moments doing up to two water sports activities in the Rio Bueno River. Choose...

7 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$174

YS Falls and The Pelican Bar Adventure Tour from Negril

Take a ride on Jamaica’s scenic South Coast to one of Jamaica’s most beautiful and spectacular waterfalls; the YS Falls followed by a visit to …More

Negril, Jamaica

4.8 (5)

YS Falls and The Pelican Bar Adventure Tour from Negril

Take a ride on Jamaica’s scenic South Coast to one of Jamaica’s most beautiful and spectacular waterfalls; the YS Falls followed by a visit to...

8 hours Hotel pickup offered Free Cancellation

4.8 (5)

from
$170

Appleton Estate Rum Tour and Tasting from Negril

Go on a journey to the picturesque south coast of Jamaica on a visit to the Appleton Estate, home of the finest rum in the …More

Negril, Jamaica

4.3 (6)

Appleton Estate Rum Tour and Tasting from Negril

Go on a journey to the picturesque south coast of Jamaica on a visit to the Appleton Estate, home of the finest rum in the...

6 hours Free Cancellation

4.3 (6)

from
$170

Antigua VIP Tours - Private Platinum Tour

Prefer to tour alone? Then this should be your choice. Experience Antigua privacy and comfort in 6 hours and enjoy beach views, get a glimpse …More

St John's, Antigua and Barbuda

4.9 (251)

Antigua VIP Tours - Private Platinum Tour

Prefer to tour alone? Then this should be your choice. Experience Antigua privacy and comfort in 6 hours and enjoy beach views, get a glimpse...

6 hours Hotel pickup offered Free Cancellation

4.9 (251)

from
$170

Private Horseback Ride and Swim Adventure from Montego Bay

The "Best of Jamaica Adventure: Horseback Ride and Swim Tour" is perfect for those seeking adventure while enjoying the beauty of Jamaica's countryside and the …More

Montego Bay, Jamaica

4.7 (22)

Private Horseback Ride and Swim Adventure from Montego Bay

The "Best of Jamaica Adventure: Horseback Ride and Swim Tour" is perfect for those seeking adventure while enjoying the beauty of Jamaica's countryside and the...

1 hour Hotel pickup offered Free Cancellation

4.7 (22)

from
$170

Day Trip to Negril from Montego Bay/Boat Ride to Booby Cay Island/Lobster Lunch

Travelers will be driven to Seven Mile Beach in Negril, where a boat will take them to Booby Cay Island for a lobster lunch. Lunch …More

Negril, Jamaica

5.0 (10)

Day Trip to Negril from Montego Bay/Boat Ride to Booby Cay Island/Lobster Lunch

Travelers will be driven to Seven Mile Beach in Negril, where a boat will take them to Booby Cay Island for a lobster lunch. Lunch...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$170

Blue Hole and Dunns River Waterfalls Combo From Montego Bay.

The blue hole also known as “Secret Falls” is one of the most breathtaking natural attractions in Ochi Rios Jamaica Nestled in the lush rain …More

Montego Bay, Jamaica

5.0 (5)

Blue Hole and Dunns River Waterfalls Combo From Montego Bay.

The blue hole also known as “Secret Falls” is one of the most breathtaking natural attractions in Ochi Rios Jamaica Nestled in the lush rain...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$170

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

Enjoy an astonishing Clear Kayak Photoshoot on one of the most beautiful and secluded beaches in Jamaica. Our experience and professional photographers will ensure that …More

Montego Bay, Jamaica

4.4 (12)

Clear Kayak Photoshoot in Montego Bay

Enjoy an astonishing Clear Kayak Photoshoot on one of the most beautiful and secluded beaches in Jamaica. Our experience and professional photographers will ensure that...

1 to 2 hours Hotel pickup offered Free Cancellation

4.4 (12)

from
$170

Private Half Day River Rafting Combo Tour

Book my tour for an unforgettable Montego Bay experience! Enjoy thrilling river rafting, shop for unique souvenirs at the craft market, and relax with delicious …More

Montego Bay, Jamaica

5.0 (3)

Private Half Day River Rafting Combo Tour

Book my tour for an unforgettable Montego Bay experience! Enjoy thrilling river rafting, shop for unique souvenirs at the craft market, and relax with delicious...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$170

Blue Hole and Tubing Combo Tour from Montego Bay

The Blue hole and Tubing excursion is a mixture of relaxation and adventure. Our very Professional Driver/ Guide picks you up from the lobby of …More

Montego Bay, Jamaica

5.0 (3)

Blue Hole and Tubing Combo Tour from Montego Bay

The Blue hole and Tubing excursion is a mixture of relaxation and adventure. Our very Professional Driver/ Guide picks you up from the lobby of...

7 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$170

Famous Lethe Rafting Tour & Limestone Body Massage

Lethe rafting id definitely a top pick and a unique Jamaican experience. Relax in your bamboo raft as your captain sails the beautiful and serene …More

Lucea, Jamaica

5.0 (2)

Famous Lethe Rafting Tour & Limestone Body Massage

Lethe rafting id definitely a top pick and a unique Jamaican experience. Relax in your bamboo raft as your captain sails the beautiful and serene...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$170

Ocho Rios Water Action Package (Blue Hole, Tubing & Dunns River)

The Ocho Rios Water Action Package is the ultimate 3-in-1 adventure, combining the best of Jamaica’s natural attractions: Island Gully Falls (Blue Hole), White River …More

Ocho Rios, Jamaica

4.7 (3)

Ocho Rios Water Action Package (Blue Hole, Tubing & Dunns River)

The Ocho Rios Water Action Package is the ultimate 3-in-1 adventure, combining the best of Jamaica’s natural attractions: Island Gully Falls (Blue Hole), White River...

5 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (3)

from
$170

Calypso Rafting Blue Hole and Scotchies Ocho Rios

We provide the best experience for visitors to Jamaica. With our passion, we can help you get the most out of your vacation. You’ll get …More

Ocho Rios, Jamaica

5.0 (1)

Calypso Rafting Blue Hole and Scotchies Ocho Rios

We provide the best experience for visitors to Jamaica. With our passion, we can help you get the most out of your vacation. You’ll get...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$170

Private Rum Factory Tasting Tour with Cave of Wondrs Visit

Embark on an unforgettable journey from Punta Cana to San Pedro de Macorís, home to the renowned Ron Barceló distillery and factory. This immersive tour …More

Punta Cana, Dominican Republic

5.0 (1)

Private Rum Factory Tasting Tour with Cave of Wondrs Visit

Embark on an unforgettable journey from Punta Cana to San Pedro de Macorís, home to the renowned Ron Barceló distillery and factory. This immersive tour...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$170

Polaris At Night, Waterfall Pool + Surf & Turf Dinner

POLARIS ADVENTURE AT NIGHT - Magic Mystic Memories Embark on an unforgettable journey into the heart of the jungle with Magic Mystic Memories, an exclusive …More

Punta Cana, Dominican Republic

4.7 (11)

Polaris At Night, Waterfall Pool + Surf & Turf Dinner

POLARIS ADVENTURE AT NIGHT - Magic Mystic Memories Embark on an unforgettable journey into the heart of the jungle with Magic Mystic Memories, an exclusive...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (11)

from
$169

Sunset Cruise in Punta Cana: Private Catamaran w/ BBQ & Open Bar

Savor in romance and relaxation aboard our exclusive private sunset catamaran cruise in Punta Cana, Bávaro. Sail along the scenic coastline as the sun sets, …More

Punta Cana, Dominican Republic

5.0 (1)

Sunset Cruise in Punta Cana: Private Catamaran w/ BBQ & Open Bar

Savor in romance and relaxation aboard our exclusive private sunset catamaran cruise in Punta Cana, Bávaro. Sail along the scenic coastline as the sun sets,...

3 hours 30 minutes Hotel pickup offered

5.0 (1)

from
$169

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?