Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Buggy Tour in Punta Cana with Stops at the Beach and a Cave St.Kitts See It All The Local Behind The Scenes Tour Of St. Kitts View all Tours with Instant Confirmation →

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

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Buggy Tour in Punta Cana with Stops at the Beach and a Cave Private Catamaran Cruise with Slide & unlimited drinks 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 →

This tour is different from the others. It is a large private boat where only you and your family will enjoy this excursion. It has …More

Punta Cana, Dominican Republic

5.0 (4)

Private Tour in Boco Grande Punta Cana

This tour is different from the others. It is a large private boat where only you and your family will enjoy this excursion. It has...

3 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$1,200

Born & raised on St. Maarten, one of our main focus is customer experience while visiting. Over the years, we have seen and experienced the …More

Philipsburg, St Maarten

5.0 (4)

Celebrity Island Adventure Tours

Born & raised on St. Maarten, one of our main focus is customer experience while visiting. Over the years, we have seen and experienced the...

4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$110

Noah’sArk/CaptOak-Private Boat Tour with Snorkeling and Beach BBQ

We’re a locally owned and operated team that truly knows these waters, hidden spots, and stories you won’t hear anywhere else. From snorkeling sites to …More

5.0 (4)

Noah’sArk/CaptOak-Private Boat Tour with Snorkeling and Beach BBQ

We’re a locally owned and operated team that truly knows these waters, hidden spots, and stories you won’t hear anywhere else. From snorkeling sites to...

4 hours Free Cancellation

5.0 (4)

from
$2,650

Rick s Café and Seven Mile Beach Private Tour Negril Jamaica

Looking for the perfect mix of beach bliss, island culture, and breathtaking views? This private tour from Montego Bay delivers it all! Spend the day …More

Montego Bay, Jamaica

5.0 (4)

Rick s Café and Seven Mile Beach Private Tour Negril Jamaica

Looking for the perfect mix of beach bliss, island culture, and breathtaking views? This private tour from Montego Bay delivers it all! Spend the day...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$110

Stop 1 – Colón Park & Treehouse (Aguadilla) Start your day with a relaxing stroll through Colón Park, enjoying ocean views and exploring the charming …More

Rincón, Puerto Rico

5.0 (4)

Aguadilla 6 Hour Local Tour

Stop 1 – Colón Park & Treehouse (Aguadilla) Start your day with a relaxing stroll through Colón Park, enjoying ocean views and exploring the charming...

7 hours Free Cancellation

5.0 (4)

from
$150

Glass bottom Boat Tour and Snorkeling Experience in Montego Bay

Dive into the crystal-clear waters of Montego Bay and embark on an unforgettable snorkeling adventure! Glide over vibrant coral reefs teeming with colorful fish as …More

Montego Bay, Jamaica

5.0 (3)

Glass bottom Boat Tour and Snorkeling Experience in Montego Bay

Dive into the crystal-clear waters of Montego Bay and embark on an unforgettable snorkeling adventure! Glide over vibrant coral reefs teeming with colorful fish as...

2 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$110

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

"Get ready for the ultimate sightseeing adventure on the beautiful island of New Providence! Join us on a fun-filled tour that will take you to …More

5.0 (3)

Unveiling Nassau's Past Tour

"Get ready for the ultimate sightseeing adventure on the beautiful island of New Providence! Join us on a fun-filled tour that will take you to...

2 hours Free Cancellation

5.0 (3)

from
$85

Fajardo: Full-Day Private Fishing Charter with Snorkeling, Beach

This Inshore Fishing Trip is designed by Pure Adventure’s Marine Biologist and fishing experts to ensure a sure catch in a short period, so everybody …More

Fajardo, Puerto Rico

5.0 (3)

Fajardo: Full-Day Private Fishing Charter with Snorkeling, Beach

This Inshore Fishing Trip is designed by Pure Adventure’s Marine Biologist and fishing experts to ensure a sure catch in a short period, so everybody...

7 hours Free Cancellation

5.0 (3)

from
$1,400

Scuba Dive and Snorkel Private Charter in Puerto Rico

Because SCUBA diving and snorkeling in a natural aquarium is possible! If there is a certified diver in your party, we can easily arrange a …More

5.0 (3)

Scuba Dive and Snorkel Private Charter in Puerto Rico

Because SCUBA diving and snorkeling in a natural aquarium is possible! If there is a certified diver in your party, we can easily arrange a...

4 hours Free Cancellation

5.0 (3)

from
$1,500

Falls Flyer Zipline and Dunn's River Falls Adventure Tour from Kingston

Have an exhilarating adventure ziplining over and climbing the famous Dunn's River Falls for an amazing fun-filled day in Ocho Rios, Jamaica. …More

Kingston, Jamaica

5.0 (3)

Falls Flyer Zipline and Dunn's River Falls Adventure Tour from Kingston

Have an exhilarating adventure ziplining over and climbing the famous Dunn's River Falls for an amazing fun-filled day in Ocho Rios, Jamaica....

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$281

Glistening Bioluminescent Waters and Dinner at Jerk hut

Take a dip or boat ride at Bioluminescent Blue Lagoon. Then take a trip to the most authentic rustic local food hotspot where you get …More

Trelawny, Jamaica

5.0 (3)

Glistening Bioluminescent Waters and Dinner at Jerk hut

Take a dip or boat ride at Bioluminescent Blue Lagoon. Then take a trip to the most authentic rustic local food hotspot where you get...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$75

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 Hotel pickup offered Free Cancellation

5.0 (3)

from
$135

Private Full Day or Half Day Charter - 37' Midnight Express

Experience dual-country boat trips, explore numerous popular destinations with our 37' Midnight Express – a distinctive blue and white vessel powered by 3x 300HP outboards. …More

Cruz Bay, US Virgin Islands

5.0 (3)

Private Full Day or Half Day Charter - 37' Midnight Express

Experience dual-country boat trips, explore numerous popular destinations with our 37' Midnight Express – a distinctive blue and white vessel powered by 3x 300HP outboards....

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$1,000

Private Charter Around St Maarten-St.Martin

Private charter on our very comfortable Speed Boats .St.Maarten- St.martin, unique beaches, special atmosphere. we guarantee smooth ride and possibility go closest possible to your …More

5.0 (3)

Private Charter Around St Maarten-St.Martin

Private charter on our very comfortable Speed Boats .St.Maarten- St.martin, unique beaches, special atmosphere. we guarantee smooth ride and possibility go closest possible to your...

5 to 7 hours Free Cancellation

5.0 (3)

from
$1,500

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

Great River Rafting with Limestone body or Foot Massage

This tour offers great river rafting and limestone massage. This rafting experience is unique because it offers the highly sort after limestone massage.Learn about Jamaica’s …More

Montego Bay, Jamaica

5.0 (3)

Great River Rafting with Limestone body or Foot Massage

This tour offers great river rafting and limestone massage. This rafting experience is unique because it offers the highly sort after limestone massage.Learn about Jamaica’s...

1 hour Hotel pickup offered Free Cancellation

5.0 (3)

from
$103

Evening Experience - St. Thomas USVI(3hrs)

Make your evening in St. Thomas one to remember. As the island transitions from day to night, enjoy the freedom to create an evening that …More

Cruz Bay, US Virgin Islands

5.0 (3)

Evening Experience - St. Thomas USVI(3hrs)

Make your evening in St. Thomas one to remember. As the island transitions from day to night, enjoy the freedom to create an evening that...

3 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$349

Explore the Beauty of Nature Experience Nature Up Close: The first stop on your adventure is the Ragged Point Lighthouse where you can enjoy stunning …More

5.0 (3)

East Coast Private Tour of Barbados

Explore the Beauty of Nature Experience Nature Up Close: The first stop on your adventure is the Ragged Point Lighthouse where you can enjoy stunning...

1 to 5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$90

Dunn's River Falls and Park Tour with Zip Line from Montego Bay

Embark on an unforgettable adventure that blends nature’s beauty with heart-pounding thrills at Dunn’s River Falls and our exhilarating zip line experience! Begin your day …More

Trelawny, Jamaica

5.0 (3)

Dunn's River Falls and Park Tour with Zip Line from Montego Bay

Embark on an unforgettable adventure that blends nature’s beauty with heart-pounding thrills at Dunn’s River Falls and our exhilarating zip line experience! Begin your day...

3 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$199

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?

Got any more Caribbean trip ideas?

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