Top Caribbean Private Sightseeing Tours

Q: 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: Dunns River Falls Scenic Tour Lethe River Rafting Travel from Montego Bay w FREE Rum Punch Great River Rafting Limestone Foot Massage and Horseback Rides From Montego Bay Tobago Island Tour Great River Bamboo Rafting and JetSkii Tour with Pickup

Q: 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: San Juan’s Historic Streets Audio Guided Walking Tour Montego Bay Private Hotel & Airport Transfer – MBJ Historical attractions of Alexander Hamillton Mother's Gravesite Ricks Cafe Negril and 7 Mile Beach Day Trip Montego Bay Shopping View all kid-friendly Tours →

Q: I need a ride! Which Caribbean Private Sightseeing Tours have Hotel Pickup?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Private Airport Transfers Roundtrip Punta Cana Hotels Souvenir Shopping Tour in Punta Cana. Transportation Included Great River Raft and Full Limestone body Massage In Montego Bay Ricks Cafe Negril and 7 Mile Beach Day Trip Punta Cana Shopping tour View all Tours with Hotel Pickup →

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 →

Bamboo Rafting & Horseback Ride n Swim Guided Tour In Montego Bay

Bamboo rafting and Horseback ride are two of the top things to do while on vacation in Jamaica. Escape the confines of your hotel resort …More

Montego Bay, Jamaica

4.8 (16)

Bamboo Rafting & Horseback Ride n Swim Guided Tour In Montego Bay

Bamboo rafting and Horseback ride are two of the top things to do while on vacation in Jamaica. Escape the confines of your hotel resort...

3 to 4 hours Hotel pickup offered Free Cancellation

4.8 (16)

from
$145

You will enjoy BEST Puerto Rico bars with a local. I know the best spots in Puerto Rico Monday to Monday. Great Cocktail drinks, beers …More

5.0 (9)

Old San Juan - Bar Hopping Private Tour

You will enjoy BEST Puerto Rico bars with a local. I know the best spots in Puerto Rico Monday to Monday. Great Cocktail drinks, beers...

2 to 3 hours

5.0 (9)

from
$145

Dunns River & Blue hole tour from Montego Bay Area & Cruise Port

This trip is not only about going to these adventures but also a thorough educational tour to the destination. The unique terraced Dunn’s River Falls …More

Montego Bay, Jamaica

5.0 (3)

Dunns River & Blue hole tour from Montego Bay Area & Cruise Port

This trip is not only about going to these adventures but also a thorough educational tour to the destination. The unique terraced Dunn’s River Falls...

6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$145

Combined Dunn’s River Falls Blue Hole & white river rafting

Combine a trip to the Blue Hole, Dunn's River Falls, and White River Rafting in a single full-day tour from Montego Bay. Make a lunch …More

Trelawny, Jamaica

5.0 (1)

Combined Dunn’s River Falls Blue Hole & white river rafting

Combine a trip to the Blue Hole, Dunn's River Falls, and White River Rafting in a single full-day tour from Montego Bay. Make a lunch...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$145

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

YS Falls and Appleton Estate Private Rum 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

4.9 (10)

YS Falls and Appleton Estate Private Rum 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

4.9 (10)

from
$146

Blue Hole and River Tubing, The Most Fun and Relaxing Excursions.

Embark on an unforgettable adventure with "Blue Hole and River Tubing Tour" by Premier Transfers and Tours. Immerse yourself in the natural wonders of Jamaica …More

Montego Bay, Jamaica

5.0 (2)

Blue Hole and River Tubing, The Most Fun and Relaxing Excursions.

Embark on an unforgettable adventure with "Blue Hole and River Tubing Tour" by Premier Transfers and Tours. Immerse yourself in the natural wonders of Jamaica...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$147

Blue Hole and River Tubing Tour from Falmouth

Sit back and enjoy the beauty of the hidden Jamaica as we embark on this nature experience. Your tour begins directly from your hotel. Travel …More

Runaway Bay, Jamaica

4.5 (4)

Blue Hole and River Tubing Tour from Falmouth

Sit back and enjoy the beauty of the hidden Jamaica as we embark on this nature experience. Your tour begins directly from your hotel. Travel...

6 hours Free Cancellation

4.5 (4)

from
$147

Dominica Half-Day Tour: Mero Beach, Waterfalls, Mineral bath Wotten Waven

Be prepared to splash around and get wet. You will experience multiple forms of water including sea, rivers, waterfalls and mineral baths. Drive through villages …More

4.8 (4)

Dominica Half-Day Tour: Mero Beach, Waterfalls, Mineral bath Wotten Waven

Be prepared to splash around and get wet. You will experience multiple forms of water including sea, rivers, waterfalls and mineral baths. Drive through villages...

5 hours Free Cancellation

4.8 (4)

from
$147

One hour private jet ski tour in Saint Martin with free passenger

An excursion that will make you discover beautiful spots on the island. On board our brand new 2024 jet skis. It is an excursion suitable …More

4.7 (21)

One hour private jet ski tour in Saint Martin with free passenger

An excursion that will make you discover beautiful spots on the island. On board our brand new 2024 jet skis. It is an excursion suitable...

1 hour Free Cancellation

4.7 (21)

from
$148

VIP Private Booze Cruise with Live Dj and BBQ in Punta Cana

Explore the beauty of the shores of Punta Cana, and get the best experience of your vacation, follow our animation team to enjoy dancing to …More

Punta Cana, Dominican Republic

5.0 (39)

VIP Private Booze Cruise with Live Dj and BBQ in Punta Cana

Explore the beauty of the shores of Punta Cana, and get the best experience of your vacation, follow our animation team to enjoy dancing to...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (39)

from
$148

Fast Track On Arrival at St Lucia Airport & Round Trip Transfer

VIP Meet and Greet with Fast Track processing is an ideal way to start your vacation on the tropical island of St. Lucia. After your …More

4.9 (29)

Fast Track On Arrival at St Lucia Airport & Round Trip Transfer

VIP Meet and Greet with Fast Track processing is an ideal way to start your vacation on the tropical island of St. Lucia. After your...

20 to 40 minutes Free Cancellation

4.9 (29)

from
$149

PRIVATE: 3in1 - Los Haitises N.P. + Y. Waterfall + Mount. Redonda

PRIVATE TOUR: You're about to live your best and unique experience of a full day trip exploring Los Haitises National Park, hiking its rainforests used …More

Punta Cana, Dominican Republic

4.6 (11)

PRIVATE: 3in1 - Los Haitises N.P. + Y. Waterfall + Mount. Redonda

PRIVATE TOUR: You're about to live your best and unique experience of a full day trip exploring Los Haitises National Park, hiking its rainforests used...

12 to 14 hours Hotel pickup offered Free Cancellation

4.6 (11)

from
$149

Private Swim with Turtles Scenic Tour and Floating Breakfast

Luxury Island Escape – Private Morning Tour Indulge in Aruba’s most elegant adventure. This private experience blends iconic landmarks with hidden treasures: swim with wild …More

5.0 (6)

Private Swim with Turtles Scenic Tour and Floating Breakfast

Luxury Island Escape – Private Morning Tour Indulge in Aruba’s most elegant adventure. This private experience blends iconic landmarks with hidden treasures: swim with wild...

240 to 270 minutes Hotel pickup offered Free Cancellation

5.0 (6)

from
$149

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?

Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include:

View all Tours with 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?

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?