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 →

My family yacht only for you -3 hours Romantic tour Punta Cana

Private yacht experience in the Caribbean Sea, perfect for couples, birthdays, bachelorette and bachelor parties, proposals, and anniversaries. Is unique and unforgettable way to celebrate …More

5.0 (1)

My family yacht only for you -3 hours Romantic tour Punta Cana

Private yacht experience in the Caribbean Sea, perfect for couples, birthdays, bachelorette and bachelor parties, proposals, and anniversaries. Is unique and unforgettable way to celebrate...

3 hours Free Cancellation

5.0 (1)

from
$350

If you know how to ride a motorcycle and love offroad riding, there is no better way to see and experience the real Jamaica, and …More

Kingston, Jamaica

5.0 (6)

Dirt Bike Tours

If you know how to ride a motorcycle and love offroad riding, there is no better way to see and experience the real Jamaica, and...

2 to 8 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$350

We will drive you to the heart of Old San Juan where you are able to walk the beautiful cobblestone streets, shop for various local …More

Luquillo, Puerto Rico

5.0 (1)

San Juan Highlights Private Guided Tour

We will drive you to the heart of Old San Juan where you are able to walk the beautiful cobblestone streets, shop for various local...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$350

Private Tour from Negril to YS Falls and Pelican Bar

Embark on an extraordinary Jamaican adventure by booking our exclusive experience that seamlessly combines the breathtaking beauty of YS Falls, the laid-back charm of the …More

Negril, Jamaica

5.0 (3)

Private Tour from Negril to YS Falls and Pelican Bar

Embark on an extraordinary Jamaican adventure by booking our exclusive experience that seamlessly combines the breathtaking beauty of YS Falls, the laid-back charm of the...

5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$350

Aruba UTV Rental: 4-Seater for Adventure Exploration

Rent a HOND PIONEER 700 HONDA PIONEER (4 passenger) model and explore our beautiful Island at your own leisure. Comfortably cruise along our beautiful coast line …More

Palm - Eagle Beach, Aruba

4.9 (525)

Aruba UTV Rental: 4-Seater for Adventure Exploration

Rent a HOND PIONEER 700 HONDA PIONEER (4 passenger) model and explore our beautiful Island at your own leisure. Comfortably cruise along our beautiful coast line...

8 hours Hotel pickup offered Free Cancellation

4.9 (525)

from
$349

Explore Puerto Plata with Local Guide and Vehicle at Your Service

Enjoy your day in Puerto Plata with the guide and vehicule at your service :) Create your own sightseeing program, decide how much time you …More

Puerto Plata, Dominican Republic

4.8 (5)

Explore Puerto Plata with Local Guide and Vehicle at Your Service

Enjoy your day in Puerto Plata with the guide and vehicule at your service :) Create your own sightseeing program, decide how much time you...

5 to 6 hours Hotel pickup offered Free Cancellation

4.8 (5)

from
$349

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 Free Cancellation

5.0 (3)

from
$349

ATV, Bamboo Rafting, Horseback Ride From Montego Bay- Private

St. Ann, arguably the largest parish in Jamaica is known for its beautiful and wide variety of flora including over 300 species of ferns. It …More

Montego Bay, Jamaica

5.0 (3)

ATV, Bamboo Rafting, Horseback Ride From Montego Bay- Private

St. Ann, arguably the largest parish in Jamaica is known for its beautiful and wide variety of flora including over 300 species of ferns. It...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$345

Jungle Zipline and River Tubing Private Tour

Experience our Jungle Zipline & River Tubing Private Tour in Jamaica! Embark on a serene journey through the picturesque landscapes of Jamaica as you make …More

Lucea, Jamaica

Jungle Zipline and River Tubing Private Tour

Experience our Jungle Zipline & River Tubing Private Tour in Jamaica! Embark on a serene journey through the picturesque landscapes of Jamaica as you make...

5 hours Free Cancellation

from
$338

Dunns River Falls, Rafting, Zipline & Horseback from Montego Bay

4 exhilarating experiences in the same day! Come join us on the adventure of a lifetime climbing the world-famous Dunn's River Falls. Enjoy an exhilarating …More

Montego Bay, Jamaica

5.0 (3)

Dunns River Falls, Rafting, Zipline & Horseback from Montego Bay

4 exhilarating experiences in the same day! Come join us on the adventure of a lifetime climbing the world-famous Dunn's River Falls. Enjoy an exhilarating...

4 hours 45 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$335

Bob Marley Nine Mile and Dunn's River Falls Tour From Montego Bay

Nine Miles located in the rural hills of St Ann is the birthplace and final resting place of Bob Marley. Bob Marley grew up in …More

Montego Bay, Jamaica

4.7 (15)

Bob Marley Nine Mile and Dunn's River Falls Tour From Montego Bay

Nine Miles located in the rural hills of St Ann is the birthplace and final resting place of Bob Marley. Bob Marley grew up in...

6 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (15)

from
$330

Enjoy a 2 to 4-hour private wildlife tour on a 23ft boat. Observe diverse wildlife, including birds, manatees, caimans, and turtles, while cruising in 100% …More

4.3 (4)

Backwater Wildlife and Boat Tour

Enjoy a 2 to 4-hour private wildlife tour on a 23ft boat. Observe diverse wildlife, including birds, manatees, caimans, and turtles, while cruising in 100%...

2 to 4 hours Free Cancellation

4.3 (4)

from
$330

Luxury Catamaran Private Charter in St. Maarten/St. Martin

Get the mega yacht experience aboard 42ft of pure luxury. Freedom, our brand-new 2022 Lagoon 42 is a custom-made sailing catamaran appointed with all the …More

5.0 (52)

Luxury Catamaran Private Charter in St. Maarten/St. Martin

Get the mega yacht experience aboard 42ft of pure luxury. Freedom, our brand-new 2022 Lagoon 42 is a custom-made sailing catamaran appointed with all the...

7 hours 30 minutes Free Cancellation

5.0 (52)

from
$416

=Indulge in an exclusive and personalized snorkeling adventure tailored to your desires. Upon arrival at the private pier, enjoy a warm welcome with refreshing cold …More

Premium 2-Hour Private Charter in Montego Bay with Open Bar

=Indulge in an exclusive and personalized snorkeling adventure tailored to your desires. Upon arrival at the private pier, enjoy a warm welcome with refreshing cold...

3 hours Free Cancellation

from
$327

Bonaire Sea Glass and Beachwalk Private Tour

This tour is the first of its kind on Bonaire. Guides are experienced certified Bonaire tour guides. ** All photos shown of glass were found …More

Kralendijk, Bonaire

5.0 (2)

Bonaire Sea Glass and Beachwalk Private Tour

This tour is the first of its kind on Bonaire. Guides are experienced certified Bonaire tour guides. ** All photos shown of glass were found...

3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$325

Private Driver in Aruba:4 Hour Custom Itinerary Transport

Enjoy the comfort of a private minivan and a professional driver for your private group. You choose the destinations—whether it is the beach, shopping, or …More

Palm - Eagle Beach, Aruba

5.0 (3)

Private Driver in Aruba:4 Hour Custom Itinerary Transport

Enjoy the comfort of a private minivan and a professional driver for your private group. You choose the destinations—whether it is the beach, shopping, or...

4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$325

Parasailing, Sea Tubing & Jet Ski from Montego Bay- Private tour

Board a boat and listen to a brief safety explanation about parasailing, before putting on the harness and enjoying a 15 minute flight above the …More

Montego Bay, Jamaica

5.0 (3)

Parasailing, Sea Tubing & Jet Ski from Montego Bay- Private tour

Board a boat and listen to a brief safety explanation about parasailing, before putting on the harness and enjoying a 15 minute flight above the...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$325

Montego Bay Jamaica Private Tour to Bob Marley Museum Kingston

This is a Tour that allows persons to see our sea coast and mountainous territories, from one city to the other and experience our beautiful …More

Lucea, Jamaica

5.0 (8)

Montego Bay Jamaica Private Tour to Bob Marley Museum Kingston

This is a Tour that allows persons to see our sea coast and mountainous territories, from one city to the other and experience our beautiful...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$321

Exclusive 4 -Hour Private nature Tour: West Curacao's Best

Discover the island's most breathtaking natural wonders, where beauty thrives in its most spectacular form. Visit caves, coves, beaches, flamingos, and coastal views in the …More

Willemstad, Curacao

5.0 (20)

Exclusive 4 -Hour Private nature Tour: West Curacao's Best

Discover the island's most breathtaking natural wonders, where beauty thrives in its most spectacular form. Visit caves, coves, beaches, flamingos, and coastal views in the...

4 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$320

Bob Marley Studios The Making of Music/Kingston JA. Fr MontegoBay

Embark on an electrifying musical pilgrimage from Montego Bay to the Bob Marley Museum in Kingston, Jamaica. Get ready for an extraordinary adventure that celebrates …More

Montego Bay, Jamaica

5.0 (2)

Bob Marley Studios The Making of Music/Kingston JA. Fr MontegoBay

Embark on an electrifying musical pilgrimage from Montego Bay to the Bob Marley Museum in Kingston, Jamaica. Get ready for an extraordinary adventure that celebrates...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$320

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?