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 →

Explore On Your Own 8 Hours Single Seat ATV

We provide unguided and private guided tours. By doing an unguided tour you are able to stay as long or short as you want at …More

Oranjestad, Aruba

5.0 (3)

Explore On Your Own 8 Hours Single Seat ATV

We provide unguided and private guided tours. By doing an unguided tour you are able to stay as long or short as you want at...

8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$150

Snorkeling and Sightseeing Tour Explore Puerto Rico Marine Life

Discover the beauty of Puerto Rico on this Snorkeling & Sightseeing Tour at Crash Boat Beach. Experience the vibrant underwater world as you snorkel in …More

5.0 (3)

Snorkeling and Sightseeing Tour Explore Puerto Rico Marine Life

Discover the beauty of Puerto Rico on this Snorkeling & Sightseeing Tour at Crash Boat Beach. Experience the vibrant underwater world as you snorkel in...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$150

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

Tour Highlights • Go on a sightseeing journey through Antigua in a comfortable SUV • Your knowledgeable local guide will share facts on Antigua’s past …More

Five Islands Village, Antigua and Barbuda

4.1 (9)

Biggvee Private Tour

Tour Highlights • Go on a sightseeing journey through Antigua in a comfortable SUV • Your knowledgeable local guide will share facts on Antigua’s past...

3 to 4 hours Hotel pickup offered Free Cancellation

4.1 (9)

from
$150

Nightlife -From Montego Bay, Negril, Ocho Rios

he venue pulsates with infectious energy as the vibrant beats of reggae, soca, and dancehall music lure revelers onto the dance floor. The atmosphere is …More

Lucea, Jamaica

5.0 (1)

Nightlife -From Montego Bay, Negril, Ocho Rios

he venue pulsates with infectious energy as the vibrant beats of reggae, soca, and dancehall music lure revelers onto the dance floor. The atmosphere is...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$150

Ocho Rios Day Tour -From Montego Bay, Negril, Ocho Rios

The Ocho Rios Day Tour offers an exciting opportunity to discover the beauty, culture, and adventure of Jamaica’s north coast. What makes this experience special …More

Lucea, Jamaica

5.0 (1)

Ocho Rios Day Tour -From Montego Bay, Negril, Ocho Rios

The Ocho Rios Day Tour offers an exciting opportunity to discover the beauty, culture, and adventure of Jamaica’s north coast. What makes this experience special...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$150

Private Kingston and Bob Marley Museum Tour from Falmouth

Be prepared to fully immerse in the way of life of the Jamaican people. Learn our history and what make us who we are. This …More

Runaway Bay, Jamaica

5.0 (1)

Private Kingston and Bob Marley Museum Tour from Falmouth

Be prepared to fully immerse in the way of life of the Jamaican people. Learn our history and what make us who we are. This...

5 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$150

Private Black River and Appleton Rum Tour From Negril

Discover the essence of Jamaica's heritage and natural beauty with our Combo Tour Package featuring the Appleton Rum Estate and Black River Safari. Indulge your …More

Lucea, Jamaica

5.0 (1)

Private Black River and Appleton Rum Tour From Negril

Discover the essence of Jamaica's heritage and natural beauty with our Combo Tour Package featuring the Appleton Rum Estate and Black River Safari. Indulge your...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$150

We are the best! You will have the time of your life. Join us for an exciting adventure, touring the Emerald Isle's finest ocean views. …More

5.0 (1)

Chez Mango Villa Private Jet Ski Tours

We are the best! You will have the time of your life. Join us for an exciting adventure, touring the Emerald Isle's finest ocean views....

1 hour 30 minutes

5.0 (1)

from
$150

Montana Redonda and Macao beach pick up in Punta Cana

Montaña Redonda is one of the beautiful places that the Dominican Republic has to visit. It is located in Miches in the Municipality of the …More

La Romana, Dominican Republic

5.0 (1)

Montana Redonda and Macao beach pick up in Punta Cana

Montaña Redonda is one of the beautiful places that the Dominican Republic has to visit. It is located in Miches in the Municipality of the...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$150

Blue Hole, Secret Falls and Bamboo Rafting Private Tour

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

Montego Bay, Jamaica

5.0 (1)

Blue Hole, Secret Falls and Bamboo Rafting Private Tour

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

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$150

ATV Blue Hole Rafting and Horseback Ride from Montego Bay 4in1

Choose our ATV, horseback riding, bamboo rafting, and Blue Hole Adventure tours for an affordable, reliable, and trustworthy experience that combines the best of Jamaica’s …More

Montego Bay, Jamaica

5.0 (1)

ATV Blue Hole Rafting and Horseback Ride from Montego Bay 4in1

Choose our ATV, horseback riding, bamboo rafting, and Blue Hole Adventure tours for an affordable, reliable, and trustworthy experience that combines the best of Jamaica’s...

5 to 6 hours Free Cancellation

5.0 (1)

from
$150

Bamboo rafting and bird sanctuary tour from Montegobay

Our Lethe Bamboo Rafting with Limestone Foot Massage and Rocklands Bird Sanctuary Combo Tour offers the ultimate blend of relaxation, nature, and adventure, making it …More

Montego Bay, Jamaica

5.0 (1)

Bamboo rafting and bird sanctuary tour from Montegobay

Our Lethe Bamboo Rafting with Limestone Foot Massage and Rocklands Bird Sanctuary Combo Tour offers the ultimate blend of relaxation, nature, and adventure, making it...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$150

Bob Marley's Nine Mile Guided Full Day Tour from Montego Bay

Follow the rhythm of reggae through the lush hills of St. Ann as you journey to 9 Mile, the legendary birthplace and resting place of …More

Montego Bay, Jamaica

4.0 (4)

Bob Marley's Nine Mile Guided Full Day Tour from Montego Bay

Follow the rhythm of reggae through the lush hills of St. Ann as you journey to 9 Mile, the legendary birthplace and resting place of...

3 to 4 hours Hotel pickup offered Free Cancellation

4.0 (4)

from
$150

Fast Track On Arrival at St Lucia Airport & Round Trip Transfer

VIP Meet and Greet with Fast Track processing is an ideal way to start your vacation on the tropical island of St. Lucia. After your …More

4.9 (29)

Fast Track On Arrival at St Lucia Airport & Round Trip Transfer

VIP Meet and Greet with Fast Track processing is an ideal way to start your vacation on the tropical island of St. Lucia. After your...

20 to 40 minutes Free Cancellation

4.9 (29)

from
$149

PRIVATE: 3in1 - Los Haitises N.P. + Y. Waterfall + Mount. Redonda

PRIVATE TOUR: You're about to live your best and unique experience of a full day trip exploring Los Haitises National Park, hiking its rainforests used …More

Punta Cana, Dominican Republic

4.6 (11)

PRIVATE: 3in1 - Los Haitises N.P. + Y. Waterfall + Mount. Redonda

PRIVATE TOUR: You're about to live your best and unique experience of a full day trip exploring Los Haitises National Park, hiking its rainforests used...

12 to 14 hours Hotel pickup offered Free Cancellation

4.6 (11)

from
$149

Private Swim with Turtles Scenic Tour and Floating Breakfast

Luxury Island Escape – Private Morning Tour Indulge in Aruba’s most elegant adventure. This private experience blends iconic landmarks with hidden treasures: swim with wild …More

5.0 (6)

Private Swim with Turtles Scenic Tour and Floating Breakfast

Luxury Island Escape – Private Morning Tour Indulge in Aruba’s most elegant adventure. This private experience blends iconic landmarks with hidden treasures: swim with wild...

240 to 270 minutes Hotel pickup offered Free Cancellation

5.0 (6)

from
$149

Private Art of Dominican Cooking in Roseau

Enjoy a private, exclusive tour. On this tour, you will experience the vibrant and delicious flavors of Dominican cuisine as well as the cooking of …More

5.0 (2)

Private Art of Dominican Cooking in Roseau

Enjoy a private, exclusive tour. On this tour, you will experience the vibrant and delicious flavors of Dominican cuisine as well as the cooking of...

3 hours 30 minutes Free Cancellation

5.0 (2)

from
$149

Private Half Day Tour of Roseau's Natural Beauty

Explore at your own pace with a fully private guided tour. Get ready to be awestruck by the breathtaking landscapes of Roseau on this nature …More

5.0 (1)

Private Half Day Tour of Roseau's Natural Beauty

Explore at your own pace with a fully private guided tour. Get ready to be awestruck by the breathtaking landscapes of Roseau on this nature...

4 hours Free Cancellation

5.0 (1)

from
$149

A Well-Seasoned Private Food Tour in Roseau

Discover the city on a private tour made just for you. Are you planning to visit Roseau? Are you looking for the best food tasting …More

3.8 (5)

A Well-Seasoned Private Food Tour in Roseau

Discover the city on a private tour made just for you. Are you planning to visit Roseau? Are you looking for the best food tasting...

3 hours Free Cancellation

3.8 (5)

from
$149

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?