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 →

Half Day Guided Tour to Montana Redonda and Sunset Pickup in Cap Cana

Montaña Redonda is one of the beautiful places that the Dominican Republic has to visit. It is located in Miches in the Municipality of the …More

La Romana, Dominican Republic

5.0 (2)

Half Day Guided Tour to Montana Redonda and Sunset Pickup in Cap Cana

Montaña Redonda is one of the beautiful places that the Dominican Republic has to visit. It is located in Miches in the Municipality of the...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$145

Benta River & Falls Private Tour From Montego Bay

Take a journey through the picturesque valleys of Westmoreland, Jamaica on route to one of the islands many hidden gems. Benta River & Falls is …More

Montego Bay, Jamaica

5.0 (4)

Benta River & Falls Private Tour From Montego Bay

Take a journey through the picturesque valleys of Westmoreland, Jamaica on route to one of the islands many hidden gems. Benta River & Falls is...

2 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$145

Private CMV Jeep Off Roading Tour in Montserrat

Explore unique sites across our island paradise where only Jeeps wranglers can explore while enjoying the time of your life in open Jeep style. You …More

5.0 (2)

Private CMV Jeep Off Roading Tour in Montserrat

Explore unique sites across our island paradise where only Jeeps wranglers can explore while enjoying the time of your life in open Jeep style. You...

3 to 4 hours

5.0 (2)

from
$145

Dunns River Falls plus Bob Marley Nine Mile Private Tour

Discover the Dunn's River Waterfalls and have a great time during this experience that takes you to the interior of Jamaica to enjoy one of …More

Montego Bay, Jamaica

5.0 (1)

Dunns River Falls plus Bob Marley Nine Mile Private Tour

Discover the Dunn's River Waterfalls and have a great time during this experience that takes you to the interior of Jamaica to enjoy one of...

5 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$145

Private ATV Adventure Tour from Ocho Rios

Come experience the heart-pumping adventure that is sure to turn up the thrill in every thrill seeker. No matter what your family's fun vacation looks …More

Kingston, Jamaica

5.0 (4)

Private ATV Adventure Tour from Ocho Rios

Come experience the heart-pumping adventure that is sure to turn up the thrill in every thrill seeker. No matter what your family's fun vacation looks...

2 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$145

Explore the picturesque west coast of Saint Lucia, which continues to be in awe of all visitors to the island. You will get the invaluable …More

Marigot Bay, St Lucia

5.0 (1)

Soufriere Private Experience

Explore the picturesque west coast of Saint Lucia, which continues to be in awe of all visitors to the island. You will get the invaluable...

5 to 7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$145

Private Exploring Tour in Green Grotto Caves and Rafting on the Martha Brae

Combine 2 activities in 1 day which includes entry fee and rafting fee. This is Martha Brae River Rafting and Green Grotto Caves. This is …More

Montego Bay, Jamaica

4.0 (1)

Private Exploring Tour in Green Grotto Caves and Rafting on the Martha Brae

Combine 2 activities in 1 day which includes entry fee and rafting fee. This is Martha Brae River Rafting and Green Grotto Caves. This is...

5 to 6 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$145

Barbados Private Tour: Animal Flower Cave, Bathsheba & Gun Hill

Each stop reveals a different side of Barbados, from its wild northern shores to its elevated viewpoints and coastal communities. With time to pause, take …More

5.0 (10)

Barbados Private Tour: Animal Flower Cave, Bathsheba & Gun Hill

Each stop reveals a different side of Barbados, from its wild northern shores to its elevated viewpoints and coastal communities. With time to pause, take...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$144

Montego Bay ATV and Jet Ski Combo With private Transportation

Enjoy a Combination of water Jet Skis and off-road ATV ride or each activity by itself on this private experience. We will pick you up …More

Montego Bay, Jamaica

5.0 (1)

Montego Bay ATV and Jet Ski Combo With private Transportation

Enjoy a Combination of water Jet Skis and off-road ATV ride or each activity by itself on this private experience. We will pick you up...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$144

Rastafari Safari Cultural ATV Ride & Ricks Cafe Combo

Enjoy an authentic experience of rural Jamaica and the picturesque ocean coastline of Negril on this private tour. This experience starts with a scenic journey …More

Montego Bay, Jamaica

5.0 (2)

Rastafari Safari Cultural ATV Ride & Ricks Cafe Combo

Enjoy an authentic experience of rural Jamaica and the picturesque ocean coastline of Negril on this private tour. This experience starts with a scenic journey...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$144

Half-Day Martha Brae River Rafting Tour from Ocho Rios

Experience the ultimate relaxation and adventure at Martha Brae Rafters Village in Trelawny. Your tour starts with pickup from Montego Bay. Enjoy a 40-minute ride …More

Kingston, Jamaica

4.7 (3)

Half-Day Martha Brae River Rafting Tour from Ocho Rios

Experience the ultimate relaxation and adventure at Martha Brae Rafters Village in Trelawny. Your tour starts with pickup from Montego Bay. Enjoy a 40-minute ride...

5 hours Hotel pickup offered Free Cancellation

4.7 (3)

from
$143

Dunn's River Falls & Blue Hole tour from Montego bay & Falmouth.

Explore two of Jamaica's most visited natural treasure.Book with us for a safe enjoyable moment where you will be picked up from your desired location …More

Runaway Bay, Jamaica

5.0 (43)

Dunn's River Falls & Blue Hole tour from Montego bay & Falmouth.

Explore two of Jamaica's most visited natural treasure.Book with us for a safe enjoyable moment where you will be picked up from your desired location...

7 hours Hotel pickup offered Free Cancellation

5.0 (43)

from
$142

Blue Hole, Scotchies & Luminous Lagoon (Glistening Waters) 3 in 1 Combo

Visit the Blue Hole where there is a natural limestone sinkhole where visitors can swim and cliff jump, then head to scotchies for lunch this …More

Montego Bay, Jamaica

5.0 (1)

Blue Hole, Scotchies & Luminous Lagoon (Glistening Waters) 3 in 1 Combo

Visit the Blue Hole where there is a natural limestone sinkhole where visitors can swim and cliff jump, then head to scotchies for lunch this...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$142

Blue Hole & Secret Falls plus Bob Marley Birth Place Nine Mile Private Tour

A visit to Bob Marley's home at Nine Mile includes a tour of the property from Rastafarian guides, which usually includes a rendition of one …More

Montego Bay, Jamaica

4.5 (2)

Blue Hole & Secret Falls plus Bob Marley Birth Place Nine Mile Private Tour

A visit to Bob Marley's home at Nine Mile includes a tour of the property from Rastafarian guides, which usually includes a rendition of one...

6 to 8 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$142

With these amaizing tour you will enjoy getting dirty from mug... Driving an all- terrain vehicle through beautifuls landscape in an unique an funny experience …More

5.0 (2)

Amber Cove Super Buggys

With these amaizing tour you will enjoy getting dirty from mug... Driving an all- terrain vehicle through beautifuls landscape in an unique an funny experience...

3 hours Free Cancellation

5.0 (2)

from
$141

Ultimate Dunn's River Falls hike and swim and Natural wonder

Embark on an unforgettable adventure at Dunn’s River Falls & Park, Jamaica's most famous natural attraction, offering an experience that blends adventure, culture, and scenic …More

Montego Bay, Jamaica

5.0 (1)

Ultimate Dunn's River Falls hike and swim and Natural wonder

Embark on an unforgettable adventure at Dunn’s River Falls & Park, Jamaica's most famous natural attraction, offering an experience that blends adventure, culture, and scenic...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$141

Private St Lucia Drive-In Volcano, Mud Baths & Waterfall

Here is your opportunity to see the Sulphur Springs - The Caribbean's Only Drive-In Volcano, the therapeutic black water pools, and volcanic mud baths! We …More

Marigot Bay, St Lucia

4.9 (120)

Private St Lucia Drive-In Volcano, Mud Baths & Waterfall

Here is your opportunity to see the Sulphur Springs - The Caribbean's Only Drive-In Volcano, the therapeutic black water pools, and volcanic mud baths! We...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (120)

from
$140

Fast Track (Expedited Arrival) & FREE Transfer To Hotel/Airbnb

All excited about traveling to St Lucia, I am sure you heard lots of good things about this beautiful island. Counting down your days before …More

4.7 (103)

Fast Track (Expedited Arrival) & FREE Transfer To Hotel/Airbnb

All excited about traveling to St Lucia, I am sure you heard lots of good things about this beautiful island. Counting down your days before...

10 to 20 minutes Free Cancellation

4.7 (103)

from
$140

Rafting at the Martha Brae is rated number one activity in Jamaica. You will be rafted by an educated tour guide helping you to discover …More

Montego Bay, Jamaica

4.9 (73)

Martha Brae River Rafting Private Tour

Rafting at the Martha Brae is rated number one activity in Jamaica. You will be rafted by an educated tour guide helping you to discover...

2 to 5 hours Hotel pickup offered Free Cancellation

4.9 (73)

from
$140

Private Customized Island Tour of Barbados

Be chauffeured around the island in a private vehicle as you visit attractions and take in spectacular views. Travel at your own pace with your …More

4.9 (258)

Private Customized Island Tour of Barbados

Be chauffeured around the island in a private vehicle as you visit attractions and take in spectacular views. Travel at your own pace with your...

4 hours Hotel pickup offered Free Cancellation

4.9 (258)

from
$140

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?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Private Sightseeing Tours are:

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?