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 →

Private Sunset Serenade Begin your exclusive 2-hour journey with a warm welcome at our secluded pier, complete with refreshing cold towels and personalised attention. Voyage …More

Sunset Deluxe 2-Hour Private Charter in Montego Bay, Open Bar

Private Sunset Serenade Begin your exclusive 2-hour journey with a warm welcome at our secluded pier, complete with refreshing cold towels and personalised attention. Voyage...

2 hours Free Cancellation

from
$227

Check out our Aruba Private Jeep Tours With Exciting Attractions! This comprehensive tour of Aruba is ideal for cruise ship passengers as it includes all …More

5.0 (1)

Aruba Private Jeep Tours With Exciting Attractions

Check out our Aruba Private Jeep Tours With Exciting Attractions! This comprehensive tour of Aruba is ideal for cruise ship passengers as it includes all...

6 hours Hotel pickup offered

5.0 (1)

from
$226

Montego Bay: ATV and Bamboo Rafting with Limestone Foot Massage

Being adventurous in exciting ATVS through the hills and valley of Jamaica is an amazing experience. Saddle up and let's go through the jungle. Be …More

Montego Bay, Jamaica

5.0 (3)

Montego Bay: ATV and Bamboo Rafting with Limestone Foot Massage

Being adventurous in exciting ATVS through the hills and valley of Jamaica is an amazing experience. Saddle up and let's go through the jungle. Be...

2 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$226

Aruba Private Tour with SeaFood/Caribbean Food Included

On this private island tour you will see the best that Aruba has to offer, All the high lights and exciting attractions, beautiful beaches, historic …More

Palm - Eagle Beach, Aruba

5.0 (22)

Aruba Private Tour with SeaFood/Caribbean Food Included

On this private island tour you will see the best that Aruba has to offer, All the high lights and exciting attractions, beautiful beaches, historic...

4 hours Hotel pickup offered Free Cancellation

5.0 (22)

from
$225

Exclusive 3-Hour Private Tour: Explore Willemstad & surroundings

On this tour, visit and learn more about important historical landmarks that helped to shape this country. All tours are tailored to the wishes of …More

Willemstad, Curacao

5.0 (25)

Exclusive 3-Hour Private Tour: Explore Willemstad & surroundings

On this tour, visit and learn more about important historical landmarks that helped to shape this country. All tours are tailored to the wishes of...

3 hours Hotel pickup offered Free Cancellation

5.0 (25)

from
$225

Exclusive 41ft Yacht Charter Experience in Klein Curaçao

Set sail on a luxury adventure aboard our spacious 38ft private boat to Klein Curaçao, the ultimate island escape just off the coast of Curaçao. …More

5.0 (13)

Exclusive 41ft Yacht Charter Experience in Klein Curaçao

Set sail on a luxury adventure aboard our spacious 38ft private boat to Klein Curaçao, the ultimate island escape just off the coast of Curaçao....

6 hours Free Cancellation

5.0 (13)

from
$225

At the Rastafari Indigenous Village you learn about Rastafari customs, heritage and rich culture. Never before have you seen such resilience, warm, love & the …More

Montego Bay, Jamaica

5.0 (5)

Rastafari Indigenous Village Tour

At the Rastafari Indigenous Village you learn about Rastafari customs, heritage and rich culture. Never before have you seen such resilience, warm, love & the...

6 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$225

Dunns River and Blue Hole Day trip from Montego Bay

For One-4 person One of our professional and knowledgeable drivers will pick you up from your Hotel/Airbnb and take you to Dunns’ River fall and …More

5.0 (1)

Dunns River and Blue Hole Day trip from Montego Bay

For One-4 person One of our professional and knowledgeable drivers will pick you up from your Hotel/Airbnb and take you to Dunns’ River fall and...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$225

Dunn's River Falls and Horseback Riding Tour from Montego Bay

Dunn’s River Falls is one of the top natural attractions in Jamaica. Experience the terraced waterfall for yourself with this private half-day tour. Enjoy the …More

Trelawny, Jamaica

5.0 (1)

Dunn's River Falls and Horseback Riding Tour from Montego Bay

Dunn’s River Falls is one of the top natural attractions in Jamaica. Experience the terraced waterfall for yourself with this private half-day tour. Enjoy the...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$225

Lethe Bamboo Rafting Tour with Lime Stone Massage & Jet Ski Mobay

Head out into the Jamaican countryside for a rafting expedition without having to sort out your own transportation by booking this transfer service to the …More

Montego Bay, Jamaica

5.0 (1)

Lethe Bamboo Rafting Tour with Lime Stone Massage & Jet Ski Mobay

Head out into the Jamaican countryside for a rafting expedition without having to sort out your own transportation by booking this transfer service to the...

2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$225

Missile Adventure Atv Horseback Riding and Ricks Cafe

Discover the perfect blend of thrill and relaxation with our exclusive combo tour! Enjoy some excitement on an ATV ride through the rugged terrain of …More

Montego Bay, Jamaica

5.0 (1)

Missile Adventure Atv Horseback Riding and Ricks Cafe

Discover the perfect blend of thrill and relaxation with our exclusive combo tour! Enjoy some excitement on an ATV ride through the rugged terrain of...

7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$225

Private African-Taino Food Tasting & Historic Old San Juan Tour

First we will take you to Old San Juan where you will stroll through the city including the Capitol Building Grounds, the Walkway of the …More

5.0 (3)

Private African-Taino Food Tasting & Historic Old San Juan Tour

First we will take you to Old San Juan where you will stroll through the city including the Capitol Building Grounds, the Walkway of the...

5 hours Free Cancellation

5.0 (3)

from
$225

Experience our Half Day Adventure Private Tour in El Yunque Rainforest! Embark on an exhilarating adventure through the enchanting El Yunque National Park, Puerto Rico's …More

Fajardo, Puerto Rico

4.0 (1)

Half Day Adventure Private Tour in El Yunque Rainforest

Experience our Half Day Adventure Private Tour in El Yunque Rainforest! Embark on an exhilarating adventure through the enchanting El Yunque National Park, Puerto Rico's...

5 hours Hotel pickup offered

4.0 (1)

from
$222

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Saint Vincent and the Grenadines as you …More

Kingstown, St Vincent and the Grenadines

5.0 (1)

Private Tour St Vincent Half Day

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Saint Vincent and the Grenadines as you...

4 hours Hotel pickup offered

5.0 (1)

from
$222

Private Aquafari Tour in Curaçao from Willemstad

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Willemstad as you make your way to …More

5.0 (1)

Private Aquafari Tour in Curaçao from Willemstad

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Willemstad as you make your way to...

2 hours Hotel pickup offered

5.0 (1)

from
$222

Bamboo Rafting, Frenchman Cove, Boston Jerk Centre in Portland

Experience the best of Portland, Jamaica with transportation to these famous Bamboo Rafting, Frenchman Cove Beach, and Boston Bay Jerk . Start your Jamaican adventure …More

Kingston, Jamaica

4.8 (20)

Bamboo Rafting, Frenchman Cove, Boston Jerk Centre in Portland

Experience the best of Portland, Jamaica with transportation to these famous Bamboo Rafting, Frenchman Cove Beach, and Boston Bay Jerk . Start your Jamaican adventure...

6 hours Free Cancellation

4.8 (20)

from
$220

1.5 Hour Private Mini Jeep Tour on St. Thomas

This 1.5 hour Mini Private Jeep Tour will take you to some of our famous landmarks, with native island guides sharing their culture, folklore and …More

4.9 (38)

1.5 Hour Private Mini Jeep Tour on St. Thomas

This 1.5 hour Mini Private Jeep Tour will take you to some of our famous landmarks, with native island guides sharing their culture, folklore and...

1 hour 30 minutes Hotel pickup offered Free Cancellation

4.9 (38)

from
$220

4 Hour British Virgin Islands Full Private Experience

Lets take you on a journey that unveils the mysteries of nature's little secret. Traverse the unbeaten paths, experience our local dishes, swim in our …More

Tortola, British Virgin Islands

4.9 (39)

4 Hour British Virgin Islands Full Private Experience

Lets take you on a journey that unveils the mysteries of nature's little secret. Traverse the unbeaten paths, experience our local dishes, swim in our...

4 hours Free Cancellation

4.9 (39)

from
$220

Negril Beach Beach Ricks Cafe and Sunset Tour

Negril is one of the better known Resort Towns in Jamaica. It has the best beaches in Jamaica, beautiful sunset and famous for cliff diving …More

Montego Bay, Jamaica

4.9 (29)

Negril Beach Beach Ricks Cafe and Sunset Tour

Negril is one of the better known Resort Towns in Jamaica. It has the best beaches in Jamaica, beautiful sunset and famous for cliff diving...

6 to 8 hours Hotel pickup offered Free Cancellation

4.9 (29)

from
$220

Barbados Half Day Coastal Sightseeing Private Tour

Ride in comfort while exploring Barbados from coast to coast with a courteous, honest, friendly and well informed driver/guide. Travelers will be able to take …More

Diamond Valley, Barbados

5.0 (6)

Barbados Half Day Coastal Sightseeing Private Tour

Ride in comfort while exploring Barbados from coast to coast with a courteous, honest, friendly and well informed driver/guide. Travelers will be able to take...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$220

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?