Top Caribbean Private Sightseeing 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 →

Bob Marley Museum and Kingston Sightseeing Tour from Ocho Rios

Experience the heart of Jamaica with our Bob Marley Museum and Kingston Sightseeing Tour! Departing from Ocho Rios, this exciting day trip takes you to …More

Ocho Rios, Jamaica

4.9 (8)

Bob Marley Museum and Kingston Sightseeing Tour from Ocho Rios

Experience the heart of Jamaica with our Bob Marley Museum and Kingston Sightseeing Tour! Departing from Ocho Rios, this exciting day trip takes you to...

6 to 7 hours Hotel pickup offered Free Cancellation

4.9 (8)

from
$133

Montego Bay's Guided Bamboo Rafting Tour & Hip-strip Shopping

This is the ultimate authentic Jamaican experience. You will be greeted by your professional raft captain who aims to provide you with the best river …More

Montego Bay, Jamaica

5.0 (21)

Montego Bay's Guided Bamboo Rafting Tour & Hip-strip Shopping

This is the ultimate authentic Jamaican experience. You will be greeted by your professional raft captain who aims to provide you with the best river...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (21)

from
$134

Appleton Estate Rum Tour and Tasting from Kingston

Go on a journey to the picturesque south coast of Jamaica during this rum tasting tour from Kingston. Visit the exotic Appleton Estate, home of …More

Kingston, Jamaica

5.0 (3)

Appleton Estate Rum Tour and Tasting from Kingston

Go on a journey to the picturesque south coast of Jamaica during this rum tasting tour from Kingston. Visit the exotic Appleton Estate, home of...

8 to 9 hours Free Cancellation

5.0 (3)

from
$135

Devon House & Ice Cream from Montego Bay

Devon House is a heritage site located in Kingston, the new capital city of Jamaica. It was built in the 19th century by Jamaica’s first …More

Montego Bay, Jamaica

4.0 (1)

Devon House & Ice Cream from Montego Bay

Devon House is a heritage site located in Kingston, the new capital city of Jamaica. It was built in the 19th century by Jamaica’s first...

8 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$135

On this exciting tour you go on an off road adventure inside the Arikok National Park and a Road trip to Baby Beach for swimming …More

5.0 (398)

Private Jeep Tour National Park

On this exciting tour you go on an off road adventure inside the Arikok National Park and a Road trip to Baby Beach for swimming...

6 hours Hotel pickup offered Free Cancellation

5.0 (398)

from
$135

ATV/UTV Island Tour with Lunch in Providenciales

Embark on a journey that transcends the ordinary with our tour experience, where every moment is crafted to set us apart from the rest. What …More

4.8 (156)

ATV/UTV Island Tour with Lunch in Providenciales

Embark on a journey that transcends the ordinary with our tour experience, where every moment is crafted to set us apart from the rest. What...

2 hours 30 minutes Free Cancellation

4.8 (156)

from
$135

Private Tour Ocho Rios or Runaway Bay Bob Marley Nine Mile

WELCOME TO TOUR JAMAICA TODAY. This tour is a breath taking and an amazing experience. Your guide will meet you with a warm welcome and …More

Ocho Rios, Jamaica

5.0 (133)

Private Tour Ocho Rios or Runaway Bay Bob Marley Nine Mile

WELCOME TO TOUR JAMAICA TODAY. This tour is a breath taking and an amazing experience. Your guide will meet you with a warm welcome and...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (133)

from
$135

Private Fresh Water Lake, Waterfalls And Hot Springs Excursion

This tour takes us to the Morne Trois Piton National Park, which is also an UNESCO World Heritage Site. It's filled with beautiful views and …More

5.0 (103)

Private Fresh Water Lake, Waterfalls And Hot Springs Excursion

This tour takes us to the Morne Trois Piton National Park, which is also an UNESCO World Heritage Site. It's filled with beautiful views and...

4 to 6 hours Free Cancellation

5.0 (103)

from
$135

The Ultimate Beach Tour Private Experiences Curacao

The embodiment of a Caribbean beauty with white sand, crystal clear turquoise water, and lots of beautiful sea life. This tour experience is made to …More

Willemstad, Curacao

5.0 (42)

The Ultimate Beach Tour Private Experiences Curacao

The embodiment of a Caribbean beauty with white sand, crystal clear turquoise water, and lots of beautiful sea life. This tour experience is made to...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (42)

from
$135

All you need for this tasty food excursion is a healthy appetite! You will not only taste the most delicious local bites and drinks, but …More

5.0 (158)

The Original Curaçao Private Food Tour

All you need for this tasty food excursion is a healthy appetite! You will not only taste the most delicious local bites and drinks, but...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (158)

from
$135

Soufriere Adventure Nature Trail Hike | Waterfall | Mud Baths

Our tour takes you around Soufriere which is the GEM of Saint Lucia. With Detour Saint Lucia you are teated like family & promise to …More

Marigot Bay, St Lucia

5.0 (52)

Soufriere Adventure Nature Trail Hike | Waterfall | Mud Baths

Our tour takes you around Soufriere which is the GEM of Saint Lucia. With Detour Saint Lucia you are teated like family & promise to...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (52)

from
$135

Punta Cana ATV Buggies Adventure from Santo Domingo Tour

We always recommend bringing snickers, a handkerchief, and a change of clothes for this adventure because IT MIGHT GET MUDDY. With this experience, you will …More

Santo Domingo, Dominican Republic

4.7 (27)

Punta Cana ATV Buggies Adventure from Santo Domingo Tour

We always recommend bringing snickers, a handkerchief, and a change of clothes for this adventure because IT MIGHT GET MUDDY. With this experience, you will...

10 to 12 hours Hotel pickup offered Free Cancellation

4.7 (27)

from
$135

Blue Hole Secret Falls and River Tubing Private Tour

Combine two popular outdoor activities in Jamaica—a visit to the Blue Hole and tubing down the White River—on a single tour from your Resort. Visit …More

Montego Bay, Jamaica

5.0 (19)

Blue Hole Secret Falls and River Tubing Private Tour

Combine two popular outdoor activities in Jamaica—a visit to the Blue Hole and tubing down the White River—on a single tour from your Resort. Visit...

5 to 8 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$135

Punta Cana City Tour with Macao Beach, Dominican Lunch & Shopping

Discover the Dominican Republic beyond the all-inclusive resorts on a relaxing and authentic guided experience. This tour is designed for travelers who want to experience …More

Punta Cana, Dominican Republic

4.7 (32)

Punta Cana City Tour with Macao Beach, Dominican Lunch & Shopping

Discover the Dominican Republic beyond the all-inclusive resorts on a relaxing and authentic guided experience. This tour is designed for travelers who want to experience...

4 hours Hotel pickup offered Free Cancellation

4.7 (32)

from
$135

Private Martha Brae Bamboo Rafting Tour with Private Transfer

Take a trip to the island’s #1 rafting attraction. On this tour you are able to travel in the comfort of your own private transportation …More

Trelawny, Jamaica

5.0 (3)

Private Martha Brae Bamboo Rafting Tour with Private Transfer

Take a trip to the island’s #1 rafting attraction. On this tour you are able to travel in the comfort of your own private transportation...

2 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$135

Private Luxury 28ft Boat Trip Coastline Trip Curacao

Experience the ultimate in luxurious island living aboard our 28-foot private boat, accompanied by a trusted captain and knowledgeable tour guide. Discover the breathtaking beauty …More

5.0 (36)

Private Luxury 28ft Boat Trip Coastline Trip Curacao

Experience the ultimate in luxurious island living aboard our 28-foot private boat, accompanied by a trusted captain and knowledgeable tour guide. Discover the breathtaking beauty...

3 hours Free Cancellation

5.0 (36)

from
$135

Our private, fully customizable 6 hour-van tour in Aruba offers an unparalleled adventure tailored entirely to your desires and schedule. Unlike standard group tours, you …More

5.0 (31)

Aruba 6 Hours Private Island Tour

Our private, fully customizable 6 hour-van tour in Aruba offers an unparalleled adventure tailored entirely to your desires and schedule. Unlike standard group tours, you...

6 hours Hotel pickup offered Free Cancellation

5.0 (31)

from
$135

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

Experience the thrill of this amazing shore excursion that departs directly from your Montego Bay hotel or the Montego Bay cruise ship pier. In just …More

Montego Bay, Jamaica

4.9 (10)

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

Experience the thrill of this amazing shore excursion that departs directly from your Montego Bay hotel or the Montego Bay cruise ship pier. In just...

10 hours Hotel pickup offered Free Cancellation

4.9 (10)

from
$135

Experience the thrill of jet skiing amidst the stunning coastline of Montego Bay, Jamaica! With our jet ski tour, you'll have the opportunity to zip …More

Trelawny, Jamaica

5.0 (3)

Private Jet ski Tour from Montego Bay

Experience the thrill of jet skiing amidst the stunning coastline of Montego Bay, Jamaica! With our jet ski tour, you'll have the opportunity to zip...

3 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$135

Saona Island Private +8 People Platinum Transfer

Saona Island is the epitome of the Caribbean paradise, and it is for this reason that a boat trip to its sun-kissed shores is one …More

Punta Cana, Dominican Republic

4.4 (5)

Saona Island Private +8 People Platinum Transfer

Saona Island is the epitome of the Caribbean paradise, and it is for this reason that a boat trip to its sun-kissed shores is one...

9 hours Hotel pickup offered Free Cancellation

4.4 (5)

from
$135

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?

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?