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: Appleton Estate Rum Private Tour Martha Brae Private River Rafting from Montego Bay Tour St. Kitts A Scenic Experience Private Rainforest Waterfalls and Beach Hiking Tour from San Juan Ride & Beach Lime Tour

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 →

Private Art of Dominican Cooking in Roseau

Enjoy a private, exclusive tour. On this tour, you will experience the vibrant and delicious flavors of Dominican cuisine as well as the cooking of …More

5.0 (2)

Private Art of Dominican Cooking in Roseau

Enjoy a private, exclusive tour. On this tour, you will experience the vibrant and delicious flavors of Dominican cuisine as well as the cooking of...

3 hours 30 minutes Free Cancellation

5.0 (2)

from
$149

Private Half Day Tour of Roseau's Natural Beauty

Explore at your own pace with a fully private guided tour. Get ready to be awestruck by the breathtaking landscapes of Roseau on this nature …More

5.0 (1)

Private Half Day Tour of Roseau's Natural Beauty

Explore at your own pace with a fully private guided tour. Get ready to be awestruck by the breathtaking landscapes of Roseau on this nature...

4 hours Free Cancellation

5.0 (1)

from
$149

A Well-Seasoned Private Food Tour in Roseau

Discover the city on a private tour made just for you. Are you planning to visit Roseau? Are you looking for the best food tasting …More

3.8 (5)

A Well-Seasoned Private Food Tour in Roseau

Discover the city on a private tour made just for you. Are you planning to visit Roseau? Are you looking for the best food tasting...

3 hours Free Cancellation

3.8 (5)

from
$149

Private Full-day Tour in Grenada with Pickup

Discover the vibrant island of Grenada on our exhilarating full-day tour! From the moment you step in, you'll be immersed in the lively local culture. …More

St. George's, Grenada

4.9 (71)

Private Full-day Tour in Grenada with Pickup

Discover the vibrant island of Grenada on our exhilarating full-day tour! From the moment you step in, you'll be immersed in the lively local culture....

7 to 8 hours Hotel pickup offered Free Cancellation

4.9 (71)

from
$150

Great River Bamboo Rafting and Limestone Full Body Massage Tour From Montego Bay

Take a journey in the rural parts of Montego bay Jamaica and wrap yourself with nature. Lethe bamboo rafting is the best way to have …More

Montego Bay, Jamaica

4.9 (50)

Great River Bamboo Rafting and Limestone Full Body Massage Tour From Montego Bay

Take a journey in the rural parts of Montego bay Jamaica and wrap yourself with nature. Lethe bamboo rafting is the best way to have...

1 hour Hotel pickup offered Free Cancellation

4.9 (50)

from
$150

Private Art & Culture Tour in Tortola Virgin Islands

This is the only Tour of its kind available on Tortola which showcases prominent practicing Artists and their work. Small, private groups keep this tour …More

Tortola, British Virgin Islands

5.0 (27)

Private Art & Culture Tour in Tortola Virgin Islands

This is the only Tour of its kind available on Tortola which showcases prominent practicing Artists and their work. Small, private groups keep this tour...

2 to 4 hours Hotel pickup offered Free Cancellation

5.0 (27)

from
$150

The most famous site in Jamaica is a must see for all visitors. Climbing the Dunns River water fall is a unique experience. The refreshing …More

Montego Bay, Jamaica

4.9 (26)

Dunn's River Falls From Montego Bay

The most famous site in Jamaica is a must see for all visitors. Climbing the Dunns River water fall is a unique experience. The refreshing...

3 to 6 hours Hotel pickup offered Free Cancellation

4.9 (26)

from
$150

Explore Montego Bay Jamaica to Blue Hole/Secret Falls River Tour

This’s a cash hassle free day Tour that INCLUDES ENTRANCE FEE, which Pickup in and around Montego Bay at Hotels or Cruise Ship to the …More

Lucea, Jamaica

5.0 (37)

Explore Montego Bay Jamaica to Blue Hole/Secret Falls River Tour

This’s a cash hassle free day Tour that INCLUDES ENTRANCE FEE, which Pickup in and around Montego Bay at Hotels or Cruise Ship to the...

6 to 8 hours Free Cancellation

5.0 (37)

from
$150

A short, 40-minute drive from Montego Bay brings you to the Martha Brae Rafter’s Village. After a welcome drink and a stroll through the medicinal …More

Lucea, Jamaica

4.8 (33)

Rafting on the Martha Brae

A short, 40-minute drive from Montego Bay brings you to the Martha Brae Rafter’s Village. After a welcome drink and a stroll through the medicinal...

2 to 3 hours Hotel pickup offered Free Cancellation

4.8 (33)

from
$150

Experience the vibrant culture and natural beauty of Antigua on this unforgettable island tour! Join us as we explore the island’s most iconic and historic …More

Five Islands Village, Antigua and Barbuda

4.9 (34)

Island Flava Discovery Tour

Experience the vibrant culture and natural beauty of Antigua on this unforgettable island tour! Join us as we explore the island’s most iconic and historic...

6 to 7 hours Hotel pickup offered Free Cancellation

4.9 (34)

from
$150

Seeking a romantic evening for two, a serene escape from the bustling city, or simply a moment of tranquillity amidst nature's splendor, our Private Sunset …More

Marigot Bay, St Lucia

5.0 (16)

Private Sunset and Snorkel Cruise

Seeking a romantic evening for two, a serene escape from the bustling city, or simply a moment of tranquillity amidst nature's splendor, our Private Sunset...

2 hours Hotel pickup offered Free Cancellation

5.0 (16)

from
$150

Bob Marley Nine Mile Tour - From Montego Bay

Friendly courteous drivers who are very knowledgable on Bob Marley's life and legend. This tour provides a unique look into the life and legend of …More

Montego Bay, Jamaica

5.0 (17)

Bob Marley Nine Mile Tour - From Montego Bay

Friendly courteous drivers who are very knowledgable on Bob Marley's life and legend. This tour provides a unique look into the life and legend of...

6 hours Free Cancellation

5.0 (17)

from
$150

Afternoon Horseback Ride by the Beach in Isabela, Puerto Rico

Why Hacienda Carey is a Must-Trot Experience! At Hacienda Carey, we bring the perfect blend of adventure and Isabela charm. Picture yourself trotting along our …More

Rincón, Puerto Rico

4.8 (8)

Afternoon Horseback Ride by the Beach in Isabela, Puerto Rico

Why Hacienda Carey is a Must-Trot Experience! At Hacienda Carey, we bring the perfect blend of adventure and Isabela charm. Picture yourself trotting along our...

1 hour 30 minutes Free Cancellation

4.8 (8)

from
$150

Kingston Unfiltered! A Walking Tour that will make you say wow.

Forget polished postcards-downtown Kingston serves culture *straight, no chaser*. Dive into the city’s pulsing heart, where murals scream revolution in every brushstroke and history hums …More

Kingston, Jamaica

5.0 (4)

Kingston Unfiltered! A Walking Tour that will make you say wow.

Forget polished postcards-downtown Kingston serves culture *straight, no chaser*. Dive into the city’s pulsing heart, where murals scream revolution in every brushstroke and history hums...

3 hours Free Cancellation

5.0 (4)

from
$150

Bamboo Rafting and Boston Jerk Centre Tour in Portland Jamaica

Experience the beauty and adventure of Jamaica's Rio Grande on a bamboo rafting tour. Embark on a peaceful journey through lush greenery and scenic landscapes …More

Kingston, Jamaica

5.0 (10)

Bamboo Rafting and Boston Jerk Centre Tour in Portland Jamaica

Experience the beauty and adventure of Jamaica's Rio Grande on a bamboo rafting tour. Embark on a peaceful journey through lush greenery and scenic landscapes...

4 hours Free Cancellation

5.0 (10)

from
$150

On this adventure you get to explore some of the most popular sites in St. Lucia. It’s fun, engaging and relaxing. You choose the order …More

Soufriere, St Lucia

5.0 (3)

Soufriere Escape Adventure St Lucia

On this adventure you get to explore some of the most popular sites in St. Lucia. It’s fun, engaging and relaxing. You choose the order...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$150

Grenada's #1 Cocoa Estate: Farm Tour & Chocolate Tasting!

Two Treasures. One Unforgettable Day. Not your average tour. In 7 hours, journey through three centuries of Grenadian history — from a rum distillery unchanged …More

St. George's, Grenada

5.0 (5)

Grenada's #1 Cocoa Estate: Farm Tour & Chocolate Tasting!

Two Treasures. One Unforgettable Day. Not your average tour. In 7 hours, journey through three centuries of Grenadian history — from a rum distillery unchanged...

7 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$150

Private Tour Ocho Rios Dunns River Falls Tubing and Shopping

WELCOME TO TOUR JAMAICA TODAY. Dunn's River Falls is one of Jamaica's national treasures. Globally, it is well known as Reggae and equally stimulating. Dunn's …More

Ocho Rios, Jamaica

5.0 (7)

Private Tour Ocho Rios Dunns River Falls Tubing and Shopping

WELCOME TO TOUR JAMAICA TODAY. Dunn's River Falls is one of Jamaica's national treasures. Globally, it is well known as Reggae and equally stimulating. Dunn's...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$150

Dunn's River Falls and Blue Hole Private Tour from Montego Bay

For this Dunn's River Falls and Blue Hole Tour, its the best combination you can find in Ocho Rios, the gushing fresh water that's hitting …More

Montego Bay, Jamaica

5.0 (7)

Dunn's River Falls and Blue Hole Private Tour from Montego Bay

For this Dunn's River Falls and Blue Hole Tour, its the best combination you can find in Ocho Rios, the gushing fresh water that's hitting...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$150

Dinner and Nightlife -From Montego Bay, Negril, Ocho Rios

Experience Jamaica after dark with a memorable combination of delicious local cuisine, vibrant music, and exciting nightlife. The Montego Bay, Negril, and Ocho Rios Dinner …More

Lucea, Jamaica

5.0 (3)

Dinner and Nightlife -From Montego Bay, Negril, Ocho Rios

Experience Jamaica after dark with a memorable combination of delicious local cuisine, vibrant music, and exciting nightlife. The Montego Bay, Negril, and Ocho Rios Dinner...

5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$150

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?