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 →

Private Sunset Sailor's Delight from Sapphire Marina

This is an private intimate trip for up to six guest. Avoid the crowds and enjoy a 2 hour leisurely sail with your loved ones …More

5.0 (15)

Private Sunset Sailor's Delight from Sapphire Marina

This is an private intimate trip for up to six guest. Avoid the crowds and enjoy a 2 hour leisurely sail with your loved ones...

2 hours Free Cancellation

5.0 (15)

from
$795

An unforgettable experience in the very heart of one of the jewels of Martinique. You will be guided between the white bottoms with crystal clear …More

5.0 (15)

Half-day boat trip from Le Robert

An unforgettable experience in the very heart of one of the jewels of Martinique. You will be guided between the white bottoms with crystal clear...

4 hours Free Cancellation

5.0 (15)

from
$65

Private Jet Car or Jet Ski Experience in Montego Bay

Take a splash into Montego Bay’s crystal Blue waters like never before on this exciting Jet Car Tour. This is a unique exciting and exhilarating …More

Montego Bay, Jamaica

5.0 (15)

Private Jet Car or Jet Ski Experience in Montego Bay

Take a splash into Montego Bay’s crystal Blue waters like never before on this exciting Jet Car Tour. This is a unique exciting and exhilarating...

1 hour 20 minutes Hotel pickup offered Free Cancellation

5.0 (15)

from
$97

Private Guided Tour Around Nassau, The Bahamas

We provide private tours around the island of the Bahamas giving our guests full history and cultural information about the island our tours are inactive …More

Nassau, Bahamas

5.0 (15)

Private Guided Tour Around Nassau, The Bahamas

We provide private tours around the island of the Bahamas giving our guests full history and cultural information about the island our tours are inactive...

4 hours Hotel pickup offered Free Cancellation

5.0 (15)

from
$480

Barbados Private Luxury All Inclusive Day Cruise By Oceanluxx

Experience the Pinnacle of Island Luxury with Our Exclusive Private Cruises for Four Step aboard and escape into paradise with a private cruise designed for …More

5.0 (15)

Barbados Private Luxury All Inclusive Day Cruise By Oceanluxx

Experience the Pinnacle of Island Luxury with Our Exclusive Private Cruises for Four Step aboard and escape into paradise with a private cruise designed for...

4 hours Free Cancellation

5.0 (15)

from
$800

Bamboo rafting with limestone foot massage.

You will learn about our history and the people's way of life who live in the community where the bamboo rafting will take place. our …More

Montego Bay, Jamaica

5.0 (15)

Bamboo rafting with limestone foot massage.

You will learn about our history and the people's way of life who live in the community where the bamboo rafting will take place. our...

2 hours Hotel pickup offered Free Cancellation

5.0 (15)

from
$130

Negril's Private Day Trip with Margaritaville and Rick's Cafe

Come take a comfortable scenic ride on the northwest coast of Jamaica from Montego Bay to Negril. Here you will enjoy Negril's 7 miles beach, …More

Montego Bay, Jamaica

4.9 (15)

Negril's Private Day Trip with Margaritaville and Rick's Cafe

Come take a comfortable scenic ride on the northwest coast of Jamaica from Montego Bay to Negril. Here you will enjoy Negril's 7 miles beach,...

6 hours Hotel pickup offered Free Cancellation

4.9 (15)

from
$100

Experience Jamaica in the eyes of a Jamaican Our country side tour captures the real authentic culture of this beautiful island Jamaica. See how locals …More

Montego Bay, Jamaica

5.0 (15)

Private Decorated Bamboo Rafting Lethe

Experience Jamaica in the eyes of a Jamaican Our country side tour captures the real authentic culture of this beautiful island Jamaica. See how locals...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (15)

from
$120

Private Dunn's River Falls and Blue Hole Tour Ocho Rios Jamaica

Get ready for an unforgettable adventure! Immerse yourself in the stunning beauty of nature as you explore breathtaking landscapes and hidden gems. Whether you’re hiking …More

Montego Bay, Jamaica

4.9 (15)

Private Dunn's River Falls and Blue Hole Tour Ocho Rios Jamaica

Get ready for an unforgettable adventure! Immerse yourself in the stunning beauty of nature as you explore breathtaking landscapes and hidden gems. Whether you’re hiking...

3 to 5 hours Hotel pickup offered Free Cancellation

4.9 (15)

from
$40

Experience an unforgettable evening with our private sunset cruise in Punta Cana! Enjoy a serene and unique adventure as you sail along the stunning coastline, …More

Punta Cana, Dominican Republic

5.0 (15)

Private Sunset Cruise in Punta Cana

Experience an unforgettable evening with our private sunset cruise in Punta Cana! Enjoy a serene and unique adventure as you sail along the stunning coastline,...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (15)

from
$690

Zipline, Horseback Ride and Swim and Quad ATV bike in Negril

We pride ourselves on delivering unmatched, personalized experiences that make every moment unforgettable. With us, you don't just visit Jamaica—you experience it in a way …More

Montego Bay, Jamaica

5.0 (15)

Zipline, Horseback Ride and Swim and Quad ATV bike in Negril

We pride ourselves on delivering unmatched, personalized experiences that make every moment unforgettable. With us, you don't just visit Jamaica—you experience it in a way...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (15)

from
$285

El Limón Waterfall Guided Tour & Horseback Riding Adventure

This is the ideal excursion for those looking to live the authentic adventure in Samaná. Combine the famous horseback ride to the imposing Lemon Jump …More

Las Terrenas, Dominican Republic

5.0 (15)

El Limón Waterfall Guided Tour & Horseback Riding Adventure

This is the ideal excursion for those looking to live the authentic adventure in Samaná. Combine the famous horseback ride to the imposing Lemon Jump...

6 hours Hotel pickup offered Free Cancellation

5.0 (15)

from
$62

Private Catamaran in Punta Cana with Sonkling Beverages Party and DJ

Experience an unforgettable catamaran adventure in Punta Cana! Looking for a unique experience to share with your family, friends or celebrate a birthday? Our catamaran …More

Punta Cana, Dominican Republic

5.0 (15)

Private Catamaran in Punta Cana with Sonkling Beverages Party and DJ

Experience an unforgettable catamaran adventure in Punta Cana! Looking for a unique experience to share with your family, friends or celebrate a birthday? Our catamaran...

3 hours Free Cancellation

5.0 (15)

from
$770

Private and customizable Ocho Rios day tour

Visitors get to experience Ocho Rios at a very low cost, air conditioned vehicle and with a guide that this is their home town. A …More

Ocho Rios, Jamaica

4.9 (15)

Private and customizable Ocho Rios day tour

Visitors get to experience Ocho Rios at a very low cost, air conditioned vehicle and with a guide that this is their home town. A...

2 to 3 hours Hotel pickup offered Free Cancellation

4.9 (15)

from
$64

Private Cruise Party with Drinks and Snorkeling in Punta Cana

Welcome aboard our unforgettable party boat activity with snorkeling, open bar and a stop at a natural pool! Upon arrival at the port, our team …More

Punta Cana, Dominican Republic

4.9 (15)

Private Cruise Party with Drinks and Snorkeling in Punta Cana

Welcome aboard our unforgettable party boat activity with snorkeling, open bar and a stop at a natural pool! Upon arrival at the port, our team...

3 hours Hotel pickup offered Free Cancellation

4.9 (15)

from
$880

Stepping High Mountain Rastafari Herbs Tour

You wlll be picked up in a private car from your hotel, villa or specified location A complimentary Red Stripe is included to start the …More

Negril, Jamaica

5.0 (15)

Stepping High Mountain Rastafari Herbs Tour

You wlll be picked up in a private car from your hotel, villa or specified location A complimentary Red Stripe is included to start the...

1 to 5 hours Hotel pickup offered Free Cancellation

5.0 (15)

from
$140

Enjoy a day in Paradise!! in a private boat, away from the crowd. On our Full Day Tour you will be able to enjoy up …More

5.0 (15)

Full Day Private Boat Tour To Culebra

Enjoy a day in Paradise!! in a private boat, away from the crowd. On our Full Day Tour you will be able to enjoy up...

7 hours Free Cancellation

5.0 (15)

from
$1,650

Private Bioluminescence Tour in Grand Cayman

The Bioluminescence Bay here in Grand Cayman is one of few places in the world that you can experience amazing phenomenon. We will drive you …More

Grand Cayman, Cayman Islands

5.0 (14)

Private Bioluminescence Tour in Grand Cayman

The Bioluminescence Bay here in Grand Cayman is one of few places in the world that you can experience amazing phenomenon. We will drive you...

2 hours 30 minutes Free Cancellation

5.0 (14)

from
$1,025

Mangrove Cay Motorized Clear Kayak Tour, Providenciales

Experience the natural beauty of Mangrove Cay from a unique motorized clear kayak - no paddling required. Unlike a traditional kayak tour, guests can relax …More

4.9 (14)

Mangrove Cay Motorized Clear Kayak Tour, Providenciales

Experience the natural beauty of Mangrove Cay from a unique motorized clear kayak - no paddling required. Unlike a traditional kayak tour, guests can relax...

1 hour 30 minutes Free Cancellation

4.9 (14)

from
$86

Barbados 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

4.9 (14)

Barbados 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...

6 to 7 hours Hotel pickup offered Free Cancellation

4.9 (14)

from
$262

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?

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?