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 →

My Name is Roger Thompson , I am a born Jamaican but was raised up in the beautiful mountains close to the blue mountains National …More

Port Antonio, Jamaica

4.7 (29)

Blue Mountains Peak Hike

My Name is Roger Thompson , I am a born Jamaican but was raised up in the beautiful mountains close to the blue mountains National...

10 to 12 hours Hotel pickup offered Free Cancellation

4.7 (29)

from
$260

East Coast Horseback Riding, Waterfall & Soufriere Private Tour

The only nature & historical horseback riding, waterfall and Soufriere experience package. The best of St. Lucia all in one great deal. Enjoy riding in …More

Anse La Raye, St Lucia

4.8 (6)

East Coast Horseback Riding, Waterfall & Soufriere Private Tour

The only nature & historical horseback riding, waterfall and Soufriere experience package. The best of St. Lucia all in one great deal. Enjoy riding in...

7 hours Hotel pickup offered Free Cancellation

4.8 (6)

from
$260

Jet Car, Jet Ski & Parasailing -From MoBay, Negril, Ocho Rios

The Jet Car, Jet Ski & Parasailing Tour combines three thrilling water adventures into one unforgettable Jamaican experience. Enjoy the excitement of riding across the …More

Lucea, Jamaica

5.0 (4)

Jet Car, Jet Ski & Parasailing -From MoBay, Negril, Ocho Rios

The Jet Car, Jet Ski & Parasailing Tour combines three thrilling water adventures into one unforgettable Jamaican experience. Enjoy the excitement of riding across the...

2 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$260

Dunn's River Falls, River Tubing, and Horseback Riding With Transportation

Enjoy a Half Fun-Day of Chilling on Jamaica world Famous falls (Dunn's River Falls) Horseback riding, and jungle river tubing on the famous white river …More

Lucea, Jamaica

5.0 (9)

Dunn's River Falls, River Tubing, and Horseback Riding With Transportation

Enjoy a Half Fun-Day of Chilling on Jamaica world Famous falls (Dunn's River Falls) Horseback riding, and jungle river tubing on the famous white river...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$260

Kingston Reggae Tour: Marley Museum, Trench Town & Devon House

Dive deep into the heart of reggae history and the life of the legendary Bob Marley by booking this unforgettable tour. Visit **Tuff Gong Recording …More

Kingston, Jamaica

5.0 (2)

Kingston Reggae Tour: Marley Museum, Trench Town & Devon House

Dive deep into the heart of reggae history and the life of the legendary Bob Marley by booking this unforgettable tour. Visit **Tuff Gong Recording...

4 hours Free Cancellation

5.0 (2)

from
$260

Pelican Bar south coast experience, Appleton Rum Tour and YS Falls

Experience Jamaica's south coast. Our private driver/guide will ensure you have the best experience. Sight see along the way, indulge in seasonal fruits and authentic …More

Negril, Jamaica

5.0 (1)

Pelican Bar south coast experience, Appleton Rum Tour and YS Falls

Experience Jamaica's south coast. Our private driver/guide will ensure you have the best experience. Sight see along the way, indulge in seasonal fruits and authentic...

5 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$260

Higüey City Private Tour – Culture, History & Local Experience

Unlike large group excursions, this private tour to Higüey offers a fully personalized and authentic experience of Dominican culture — far from the crowds and …More

Punta Cana, Dominican Republic

5.0 (3)

Higüey City Private Tour – Culture, History & Local Experience

Unlike large group excursions, this private tour to Higüey offers a fully personalized and authentic experience of Dominican culture — far from the crowds and...

4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$259

Private ATV Ride and Bamboo Rafting Adventure In Jamaica

Get ready for the ultimate Jamaican adventure that blends excitement with relaxation! Kick off your day with a thrilling ATV ride through Jamaica's scenic countryside, …More

Montego Bay, Jamaica

5.0 (2)

Private ATV Ride and Bamboo Rafting Adventure In Jamaica

Get ready for the ultimate Jamaican adventure that blends excitement with relaxation! Kick off your day with a thrilling ATV ride through Jamaica's scenic countryside,...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$259

Private YS Falls & Appleton Estate Rum tour from Montego Bay

At YS Falls you can enjoy several activities. Take a refreshing swim in the natural pools, explore the lush surroundings, and experience the stunning waterfall. …More

Montego Bay, Jamaica

4.0 (1)

Private YS Falls & Appleton Estate Rum tour from Montego Bay

At YS Falls you can enjoy several activities. Take a refreshing swim in the natural pools, explore the lush surroundings, and experience the stunning waterfall....

7 hours 45 minutes Hotel pickup offered Free Cancellation

4.0 (1)

from
$259

Private Dunn's River Falls Adventure & City Highlight Tour

Dunn’s River Falls Adventure Experience one of Jamaica’s most iconic natural attractions at Dunn’s River Falls, where cascading waterfalls, lush tropical scenery, and refreshing pools …More

Montego Bay, Jamaica

5.0 (1)

Private Dunn's River Falls Adventure & City Highlight Tour

Dunn’s River Falls Adventure Experience one of Jamaica’s most iconic natural attractions at Dunn’s River Falls, where cascading waterfalls, lush tropical scenery, and refreshing pools...

3 hours 45 minutes Hotel pickup offered

5.0 (1)

from
$257

Icacos All-Inclusive Private Boat Tour - Special Rate for Groups

We offer you a wide variety of snacks and beverages, including sandwiches, chips, bottled water, alcoholic drinks, and local favorites, ensuring all your needs are …More

Fajardo, Puerto Rico

5.0 (69)

Icacos All-Inclusive Private Boat Tour - Special Rate for Groups

We offer you a wide variety of snacks and beverages, including sandwiches, chips, bottled water, alcoholic drinks, and local favorites, ensuring all your needs are...

4 hours Free Cancellation

5.0 (69)

from
$257

YS Falls was originally a cane farm, with a factory. Nature-based attraction offering the opportunity to experience the beauty of the waterfalls surrounded by flora. …More

Montego Bay, Jamaica

5.0 (2)

YS Falls & Black River safari

YS Falls was originally a cane farm, with a factory. Nature-based attraction offering the opportunity to experience the beauty of the waterfalls surrounded by flora....

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$256

Bob Marley Nine Miles Tour From Montego Bay

From the man who brought us timeless songs like “One love”, “Redemption Songs”, see where it all began for the legendary Bob Marley, visit his …More

Montego Bay, Jamaica

5.0 (2)

Bob Marley Nine Miles Tour From Montego Bay

From the man who brought us timeless songs like “One love”, “Redemption Songs”, see where it all began for the legendary Bob Marley, visit his...

3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$256

Montego Bay Jamaica to River Tubing and BlueHole River and Falls

A day tour of water attractions which starts in the mountains of Trelawny and St Ann parish border, where it’s a cool and relaxing downstream …More

Choc, St Lucia

5.0 (3)

Montego Bay Jamaica to River Tubing and BlueHole River and Falls

A day tour of water attractions which starts in the mountains of Trelawny and St Ann parish border, where it’s a cool and relaxing downstream...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$256

The tour is the only private photography tour on Bonaire. With a max of 4 persons. We'll find the best places and I can help …More

Kralendijk, Bonaire

5.0 (6)

Private Photography Tour

The tour is the only private photography tour on Bonaire. With a max of 4 persons. We'll find the best places and I can help...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$256

Bamboo Rafting and Catamaran Boat Cruise in Montego Bay

Your private chauffeur will pick you up at your hotel's lobby or residence and transport you to the Lethe River to do your Rafting tour. …More

Negril, Jamaica

5.0 (1)

Bamboo Rafting and Catamaran Boat Cruise in Montego Bay

Your private chauffeur will pick you up at your hotel's lobby or residence and transport you to the Lethe River to do your Rafting tour....

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$256

ATV, Horseback, Zipline & Dunn’s River Falls - Ultra Package

This tour allows you to explore Jamaica's backcountry through ATV-riding, HorseBack Riding, Zipline Over and climb Dunn's River Falls. During this full-day excursion with hotel …More

Montego Bay, Jamaica

5.0 (5)

ATV, Horseback, Zipline & Dunn’s River Falls - Ultra Package

This tour allows you to explore Jamaica's backcountry through ATV-riding, HorseBack Riding, Zipline Over and climb Dunn's River Falls. During this full-day excursion with hotel...

6 to 10 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$255

ATV Ride, Spanish Bridge, Blue Hole & Secret Falls-Private Tour

Come and enjoy 3 activities which are certain to get the adrenaline pumping in Jamaica on this amazing combo tour. ATV, Spanish Bridge and Blue …More

Montego Bay, Jamaica

5.0 (3)

ATV Ride, Spanish Bridge, Blue Hole & Secret Falls-Private Tour

Come and enjoy 3 activities which are certain to get the adrenaline pumping in Jamaica on this amazing combo tour. ATV, Spanish Bridge and Blue...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$255

Blue Hole, Dunn's River, Lunch And Shopping from Negril

Travelers who book this experience will Enjoy the luxury of a private tour from Negril to Blue Hole,Dunn's River,Shopping at the local craft market are …More

Negril, Jamaica

5.0 (1)

Blue Hole, Dunn's River, Lunch And Shopping from Negril

Travelers who book this experience will Enjoy the luxury of a private tour from Negril to Blue Hole,Dunn's River,Shopping at the local craft market are...

7 to 9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$255

Drive a Can-Am UTV on a Beach Tour in San Juan Puerto Rico

Welcome to a unique experience in Can-Am in beautiful Loíza, Puerto Rico! Our beach tour is an exciting and memorable experience that will allow you …More

4.5 (238)

Drive a Can-Am UTV on a Beach Tour in San Juan Puerto Rico

Welcome to a unique experience in Can-Am in beautiful Loíza, Puerto Rico! Our beach tour is an exciting and memorable experience that will allow you...

2 hours Free Cancellation

4.5 (238)

from
$254

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?