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 →

Full Dominican Adventure: Zipline, ATV Buggie, Horseback & Safari

Embark on the 'Full Dominican Adventure' from Santo Domingo, a day packed with thrilling activities in the Dominican Republic's stunning landscapes. Zipline Adventure: Start with …More

Santo Domingo, Dominican Republic

3.3 (3)

Full Dominican Adventure: Zipline, ATV Buggie, Horseback & Safari

Embark on the 'Full Dominican Adventure' from Santo Domingo, a day packed with thrilling activities in the Dominican Republic's stunning landscapes. Zipline Adventure: Start with...

10 to 12 hours Hotel pickup offered Free Cancellation

3.3 (3)

from
$176

A Tropical Treasure Hunt is a brand new and immersive experience that allows you and your loved ones to experience an engaging hunt for buried …More

5.0 (19)

Pirates, Puzzles & Rum Hunt

A Tropical Treasure Hunt is a brand new and immersive experience that allows you and your loved ones to experience an engaging hunt for buried...

4 to 5 hours Free Cancellation

5.0 (19)

from
$175

Great River Bamboo Rafting with Limestone Foot Massage and ATV from Montego Bay

Combine a river rafting tour with an ATV ride with this combo tour package from Montego Bay. You'll start with a trip down the Lethe …More

Montego Bay, Jamaica

5.0 (4)

Great River Bamboo Rafting with Limestone Foot Massage and ATV from Montego Bay

Combine a river rafting tour with an ATV ride with this combo tour package from Montego Bay. You'll start with a trip down the Lethe...

2 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$175

Ocho Rios Shore Excursion: Blue Hole, Tubing, Horseback Riding

Experience the ultimate Ocho Rios shore excursion and hotel adventure with this action-packed combo featuring Blue Hole Ocho Rios, White River tubing, and horseback riding. …More

Ocho Rios, Jamaica

4.6 (21)

Ocho Rios Shore Excursion: Blue Hole, Tubing, Horseback Riding

Experience the ultimate Ocho Rios shore excursion and hotel adventure with this action-packed combo featuring Blue Hole Ocho Rios, White River tubing, and horseback riding....

5 hours 30 minutes Hotel pickup offered Free Cancellation

4.6 (21)

from
$175

VIP Private Bob Marley Museum Experience– Montego Bay to Kingston

We go beyond the typical tourist spots to give our guests a genuine taste of Jamaica’s culture, history, and everyday lifestyle. From hidden gems to …More

Montego Bay, Jamaica

5.0 (9)

VIP Private Bob Marley Museum Experience– Montego Bay to Kingston

We go beyond the typical tourist spots to give our guests a genuine taste of Jamaica’s culture, history, and everyday lifestyle. From hidden gems to...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$175

ATV Tour from Montego Bay with private transportation

Embark on an exhilarating adventure through Jamaica's lush landscapes with our Chukka or Lair of Mount Zion ATV experience, conveniently departing from Montego Bay and …More

Montego Bay, Jamaica

5.0 (7)

ATV Tour from Montego Bay with private transportation

Embark on an exhilarating adventure through Jamaica's lush landscapes with our Chukka or Lair of Mount Zion ATV experience, conveniently departing from Montego Bay and...

3 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$175

Mayfield Falls & Lethe River Bamboo Rafting- Discount on groups

(NOTE- Group discounts begin at 8 or more people) This tour allows guest to enjoy nature at its best in the confines of the mountains. …More

5.0 (6)

Mayfield Falls & Lethe River Bamboo Rafting- Discount on groups

(NOTE- Group discounts begin at 8 or more people) This tour allows guest to enjoy nature at its best in the confines of the mountains....

8 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$175

Rum & Chocolate Tasting Tour : Journey into Flavor

Embark on a 4 to 5-hour culinary adventure, where the flavors of the Caribbean take center stage. Our Chocolate and Rum Tour invites both adults …More

Soufriere, St Lucia

5.0 (9)

Rum & Chocolate Tasting Tour : Journey into Flavor

Embark on a 4 to 5-hour culinary adventure, where the flavors of the Caribbean take center stage. Our Chocolate and Rum Tour invites both adults...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$175

Discover Soufrière’s highlights on this Golden Experience, Where you hike the scenic Tet Paul Nature Trail for panoramic Piton views, refresh at the stunning Toraille …More

Soufriere, St Lucia

5.0 (5)

Soufriere Explore Golden Experience

Discover Soufrière’s highlights on this Golden Experience, Where you hike the scenic Tet Paul Nature Trail for panoramic Piton views, refresh at the stunning Toraille...

6 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$175

A beach with an atmosphere! Located in Montego Bay, a great place to meet for drinks, good food and go swimming, catching the rays of …More

Montego Bay, Jamaica

5.0 (4)

Jet Ski and Beach Day Private Tour

A beach with an atmosphere! Located in Montego Bay, a great place to meet for drinks, good food and go swimming, catching the rays of...

1 to 4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$175

YS Falls and The Pelican Bar Adventure Tour from Kingston

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

Kingston, Jamaica

5.0 (1)

YS Falls and The Pelican Bar Adventure Tour from Kingston

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...

9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$175

Bob Marley museum plus Devon House Private Day Tour

Entrance fee included for both tour. Enjoy the comfort of your own private transportation to the Bob Marley Museum,which is the former home of the …More

Montego Bay, Jamaica

5.0 (2)

Bob Marley museum plus Devon House Private Day Tour

Entrance fee included for both tour. Enjoy the comfort of your own private transportation to the Bob Marley Museum,which is the former home of the...

7 to 9 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$175

Come and experience nature at its best with a visit to Portland. Portland is a nature's lovers dream, come and experience the beauty of Portland …More

Ocho Rios, Jamaica

5.0 (2)

Ocho Rios to Port Antonio Day Tour

Come and experience nature at its best with a visit to Portland. Portland is a nature's lovers dream, come and experience the beauty of Portland...

6 hours 20 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$175

Immerse yourself in an unparalleled adventure with our tour to Ocho Rios' Cool Blue Hole—an experience that transcends the ordinary. What sets us apart is …More

Ocho Rios, Jamaica

5.0 (2)

Blue hole, site seeing and shopping.

Immerse yourself in an unparalleled adventure with our tour to Ocho Rios' Cool Blue Hole—an experience that transcends the ordinary. What sets us apart is...

5 hours Free Cancellation

5.0 (2)

from
$175

Dunn’s River Falls & Horseback Ride n Swim Guided Tour In Jamaica

Experience Enjoy 2 of the most exhilarating activities in Jamaica on this amazing combo tour. Bamboo Rafting and Horseback Ride. What more can you ask …More

Montego Bay, Jamaica

5.0 (1)

Dunn’s River Falls & Horseback Ride n Swim Guided Tour In Jamaica

Experience Enjoy 2 of the most exhilarating activities in Jamaica on this amazing combo tour. Bamboo Rafting and Horseback Ride. What more can you ask...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$175

Amazing trail with beautiful scenery and farmland including an option to hike to a tranquil river. Visit old sugar plantations and see the remains of …More

4.7 (3)

ATV Adventure in St Lucia

Amazing trail with beautiful scenery and farmland including an option to hike to a tranquil river. Visit old sugar plantations and see the remains of...

2 hours Hotel pickup offered Free Cancellation

4.7 (3)

from
$175

Private Full Day Aguadilla Sightseeing Tour

Aguadilla, well-known for its surfing beaches and unrivaled sunsets, is a perfect destination for those who love sun, sand and scenery. With miles of pristine …More

5.0 (1)

Private Full Day Aguadilla Sightseeing Tour

Aguadilla, well-known for its surfing beaches and unrivaled sunsets, is a perfect destination for those who love sun, sand and scenery. With miles of pristine...

10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$175

Night tour to Coco Bongo Punta Cana from Santo Domingo with Open Bar

Our tour offers the ultimate night experience from Santo Domingo to the vibrant Coco Bongo Punta Cana. What sets us apart is our private round-trip …More

Santo Domingo, Dominican Republic

4.0 (1)

Night tour to Coco Bongo Punta Cana from Santo Domingo with Open Bar

Our tour offers the ultimate night experience from Santo Domingo to the vibrant Coco Bongo Punta Cana. What sets us apart is our private round-trip...

6 to 8 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$175

Private Rainforest Waterfalls and Beach Hiking Tour from San Juan

Enhance your stay in San Juan embarking on an extraordinary combined Beach and Forest Experience package, both including 2 of the top 5 things to …More

5.0 (7)

Private Rainforest Waterfalls and Beach Hiking Tour from San Juan

Enhance your stay in San Juan embarking on an extraordinary combined Beach and Forest Experience package, both including 2 of the top 5 things to...

5 to 6 hours Free Cancellation

5.0 (7)

from
$175

Dunns River Falls and Horseback Riding Tour from Montego Bay

You will experience horseback riding on the land and in the ocean, enjoy the beautiful scenery in Llandovery, and have a chance to visit the …More

Montego Bay, Jamaica

5.0 (1)

Dunns River Falls and Horseback Riding Tour from Montego Bay

You will experience horseback riding on the land and in the ocean, enjoy the beautiful scenery in Llandovery, and have a chance to visit the...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$175

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?