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 →

Dwight Harvey Tours guarantee the best and most comfortable journey, taking you to Martha Brae Rafting in Falmouth, Trelawny Visitors will get to enjoy their vacation …More

Lucea, Jamaica

4.9 (36)

Martha Brae Rafting Private Tour

Dwight Harvey Tours guarantee the best and most comfortable journey, taking you to Martha Brae Rafting in Falmouth, Trelawny Visitors will get to enjoy their vacation...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (36)

from
$110

Airport Round transfer Excellence,Coral Springs,Paladium, Royaltan Blue Waters

This is a private round trip transportation to accommodations that we drive at least 45 minutes to the hotels and a stop IF needs be …More

Montego Bay, Jamaica

5.0 (32)

Airport Round transfer Excellence,Coral Springs,Paladium, Royaltan Blue Waters

This is a private round trip transportation to accommodations that we drive at least 45 minutes to the hotels and a stop IF needs be...

45 to 50 minutes Hotel pickup offered Free Cancellation

5.0 (32)

from
$110

Bamboo Rafting and Catamaran Party Cruise and Ricks Cafe

1. Bamboo Rafting & Limestone Massage: This tour combines relaxation, adventure, and entertainment all in one seamless experience. You will enjoy a scenic bamboo rafting …More

Lucea, Jamaica

4.7 (28)

Bamboo Rafting and Catamaran Party Cruise and Ricks Cafe

1. Bamboo Rafting & Limestone Massage: This tour combines relaxation, adventure, and entertainment all in one seamless experience. You will enjoy a scenic bamboo rafting...

7 to 9 hours Hotel pickup offered Free Cancellation

4.7 (28)

from
$110

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

Visit St. Lucia Distillers for a behind-the-scenes tour and tasting on this excursion from Roseau, St Lucia. Learn about how sugarcane is turned into rum …More

4.9 (10)

St. Lucia Rum Tasting and Tour

Visit St. Lucia Distillers for a behind-the-scenes tour and tasting on this excursion from Roseau, St Lucia. Learn about how sugarcane is turned into rum...

2 hours Hotel pickup offered Free Cancellation

4.9 (10)

from
$110

Enjoy a five-star adventure, where luxury meets value. With fully licensed, insured vehicles and guides, we ensure a safe, seamless journey to the Dominican Republic's …More

Las Terrenas, Dominican Republic

5.0 (1)

Samana Half Day Countryside Adventure

Enjoy a five-star adventure, where luxury meets value. With fully licensed, insured vehicles and guides, we ensure a safe, seamless journey to the Dominican Republic's...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$110

Curaçao – Private City Tour with Insider Secrets

Private & Customizable Curacao City Highlights Tour with Dani Step into the heart of Curaçao with your private guide—Dani! This isn’t just a city tour; …More

Willemstad, Curacao

5.0 (40)

Curaçao – Private City Tour with Insider Secrets

Private & Customizable Curacao City Highlights Tour with Dani Step into the heart of Curaçao with your private guide—Dani! This isn’t just a city tour;...

4 hours Hotel pickup offered

5.0 (40)

from
$110

Island Chauffeur Taxi Tour provides dependable customized tours, prioritizing comfort and a hassle-free experience travelers. Our dedicated team aims to help guest relax and appreciate …More

Soufriere, St Lucia

4.5 (13)

Private Island Tour St. Lucia

Island Chauffeur Taxi Tour provides dependable customized tours, prioritizing comfort and a hassle-free experience travelers. Our dedicated team aims to help guest relax and appreciate...

3 to 4 hours Hotel pickup offered Free Cancellation

4.5 (13)

from
$110

Montego Bay Jetski and Bamboo River Rafting Private Tour

This is a 2in1 combo package for water fanatic visitors. Experience an amazing jetski ride in the beautiful Caribbean ocean and see the island from …More

Montego Bay, Jamaica

5.0 (5)

Montego Bay Jetski and Bamboo River Rafting Private Tour

This is a 2in1 combo package for water fanatic visitors. Experience an amazing jetski ride in the beautiful Caribbean ocean and see the island from...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (5)

from
$110

Private Tour To Blue Hole and Dunn’s River from Montego Bay

Personalized Tour Service is unique because of our friendly, caring, and courteous service which aimed to exceed every guest expectations. We believe that first impression …More

Falmouth, Jamaica

5.0 (6)

Private Tour To Blue Hole and Dunn’s River from Montego Bay

Personalized Tour Service is unique because of our friendly, caring, and courteous service which aimed to exceed every guest expectations. We believe that first impression...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$110

Horseback Riding, ATV and Blue Hole Water Falls Tour in Jamaica

The tour offers a thrilling mix of diverse experiences that cater to both adventure seekers and nature lovers. Here's what makes it stand out: The …More

Lucea, Jamaica

5.0 (5)

Horseback Riding, ATV and Blue Hole Water Falls Tour in Jamaica

The tour offers a thrilling mix of diverse experiences that cater to both adventure seekers and nature lovers. Here's what makes it stand out: The...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$110

Green Grotto Cave and Puerto Seco Beach 2-in -1 Private Tour

Explore St. Ann Parish on this day trip from your hotel. Visit 2 of Discovery Bay attractions. Check out the beautiful white sand and turquoise …More

Montego Bay, Jamaica

4.8 (6)

Green Grotto Cave and Puerto Seco Beach 2-in -1 Private Tour

Explore St. Ann Parish on this day trip from your hotel. Visit 2 of Discovery Bay attractions. Check out the beautiful white sand and turquoise...

6 to 8 hours Hotel pickup offered Free Cancellation

4.8 (6)

from
$110

Blue Hole Mineral Spring plus Weed Farm Combo Tour with Transportation

You will be picked up in a private car form your hotel, villa or specified location. Enjoy a scenic drive through the hills of Negril, …More

Montego Bay, Jamaica

5.0 (5)

Blue Hole Mineral Spring plus Weed Farm Combo Tour with Transportation

You will be picked up in a private car form your hotel, villa or specified location. Enjoy a scenic drive through the hills of Negril,...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$110

Great River Rafting Limestone Foot Massage and Horseback Rides From Montego Bay

This is a Private and customizable tour where guest relaxes on a 30 ft crafted man made bamboo raft as it stream smoothly down the …More

Montego Bay, Jamaica

5.0 (5)

Great River Rafting Limestone Foot Massage and Horseback Rides From Montego Bay

This is a Private and customizable tour where guest relaxes on a 30 ft crafted man made bamboo raft as it stream smoothly down the...

2 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$110

Travel 1.5 hours from Montego Bay to Mayfield Falls, a picturesque, eco-touristic setting boasting two waterfalls and a series of 21 naturally-formed pools. Located on …More

Montego Bay, Jamaica

5.0 (3)

Mayfield Falls Private Tour

Travel 1.5 hours from Montego Bay to Mayfield Falls, a picturesque, eco-touristic setting boasting two waterfalls and a series of 21 naturally-formed pools. Located on...

6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$110

Private Beach Horseback Riding from Ocho Rios

This private full day Horseback Riding in Ocho Rios is an incredible adventure for both experienced and beginner riders You will pass through local communities …More

Ocho Rios, Jamaica

5.0 (2)

Private Beach Horseback Riding from Ocho Rios

This private full day Horseback Riding in Ocho Rios is an incredible adventure for both experienced and beginner riders You will pass through local communities...

60 to 90 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$110

Great River Bamboo Rafting and JetSkii Tour with Pickup

If you are a true lover of nature and adventure then this combine tour would be the right choice for you. This tour is filled …More

Montego Bay, Jamaica

5.0 (2)

Great River Bamboo Rafting and JetSkii Tour with Pickup

If you are a true lover of nature and adventure then this combine tour would be the right choice for you. This tour is filled...

1 hour 30 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$110

Grenada Waterfall Trek, Forest Walk & Local Guide Magic

Splashing Good Time for All Ages! Family-Friendly Annandale Waterfall Visit – Stress-Free, Unforgettable, and 100% Kid-Approved! Step into Serenity at Annandale Waterfall & Forest Park …More

4.5 (8)

Grenada Waterfall Trek, Forest Walk & Local Guide Magic

Splashing Good Time for All Ages! Family-Friendly Annandale Waterfall Visit – Stress-Free, Unforgettable, and 100% Kid-Approved! Step into Serenity at Annandale Waterfall & Forest Park...

1 to 2 hours Hotel pickup offered Free Cancellation

4.5 (8)

from
$110

St Lucia Northern Tour: Pigeon Island, Marigot Bay & Rum Stop

Your private guide will be awaiting you with a sign at the cruise terminal. This is a four (4) hour tour. Leaving Castries we will …More

Marigot Bay, St Lucia

5.0 (2)

St Lucia Northern Tour: Pigeon Island, Marigot Bay & Rum Stop

Your private guide will be awaiting you with a sign at the cruise terminal. This is a four (4) hour tour. Leaving Castries we will...

4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$110

Half-day 3-Course Cocoa Lunch Tour in Trinidad

This lunch tour in Trinidad, a world-famous source of premium cacao, features a 3-course meal using locally grown cacao in a restaurant deep in the …More

5.0 (4)

Half-day 3-Course Cocoa Lunch Tour in Trinidad

This lunch tour in Trinidad, a world-famous source of premium cacao, features a 3-course meal using locally grown cacao in a restaurant deep in the...

4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$110

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?