Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Private Half Day Stingray City, Snorkeling and Starfish Beach Tour Electric Adventures Buggy Rental ATV Half Day City Tour in Nassau: Guided Tour With Free Samples 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: Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Electric Adventures Buggy Rental ATV Half Day City Tour in Nassau: Guided Tour With Free Samples The Old, The New and The Now; The Updated San Juan City Tour 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 includes a trip to Rick's Cafe and shopping. Rick's Cafe is voted as one of the best bars in the world and is …More

Negril, Jamaica

5.0 (8)

Rick's Cafe & Shopping in Negril

This tour includes a trip to Rick's Cafe and shopping. Rick's Cafe is voted as one of the best bars in the world and is...

2 to 4 hours Free Cancellation

5.0 (8)

from
$20

Emerald Pool Trafalgar Falls Mega Fun Tour

Embark on an unforgettable FUNN adventure through Dominica! Begin with a refreshing dip at the Emerald Pool in the lush Morne Trois Pitons National Park. …More

5.0 (8)

Emerald Pool Trafalgar Falls Mega Fun Tour

Embark on an unforgettable FUNN adventure through Dominica! Begin with a refreshing dip at the Emerald Pool in the lush Morne Trois Pitons National Park....

5 hours 30 minutes Free Cancellation

5.0 (8)

from
$90

Private Full-Day Speed Boat Tour of St. Martin with Luxury Lunch

Durning your private luxury boat trip we will show you the best snorkelling spots and beaches of the island. We will visit Pinel and Tintamarre …More

5.0 (9)

Private Full-Day Speed Boat Tour of St. Martin with Luxury Lunch

Durning your private luxury boat trip we will show you the best snorkelling spots and beaches of the island. We will visit Pinel and Tintamarre...

8 hours Free Cancellation

5.0 (9)

from
$2,232

Full Day Tour of Negril Beach: Margaritaville & Rick's Cafe Live

Visiting Negril must be on the list of 'Things to do' while in Jamaica. It is a wholesome adventure which takes your along Jamaica's coast. …More

Montego Bay, Jamaica

4.9 (9)

Full Day Tour of Negril Beach: Margaritaville & Rick's Cafe Live

Visiting Negril must be on the list of 'Things to do' while in Jamaica. It is a wholesome adventure which takes your along Jamaica's coast....

5 to 7 hours Hotel pickup offered Free Cancellation

4.9 (9)

from
$71

Charter your own speed-boat for a half day and watch the sun dip below the horizon on your own private boat cruise in St. Maarten. …More

5.0 (3)

Sint Maarten Private Sunset Cruise

Charter your own speed-boat for a half day and watch the sun dip below the horizon on your own private boat cruise in St. Maarten....

1 hour 30 minutes Free Cancellation

5.0 (3)

from
$103

Margaritaville Hipstrip and Shopping with Private Transportation in Montego Bay

A day in the beautiful city of Montego bay were you will enjoy Margaritaville on the hipstrip enjoying good food, music and water activities then …More

Montego Bay, Jamaica

4.5 (8)

Margaritaville Hipstrip and Shopping with Private Transportation in Montego Bay

A day in the beautiful city of Montego bay were you will enjoy Margaritaville on the hipstrip enjoying good food, music and water activities then...

3 hours Hotel pickup offered Free Cancellation

4.5 (8)

from
$30

Punta Cana Private Party Boat with Snorkeling and Open Bar

Turn your day in Punta Cana into a private Caribbean party, combining snorkeling, tropical drinks, music and the famous natural pool along the Bávaro coastline. …More

Punta Cana, Dominican Republic

4.8 (9)

Punta Cana Private Party Boat with Snorkeling and Open Bar

Turn your day in Punta Cana into a private Caribbean party, combining snorkeling, tropical drinks, music and the famous natural pool along the Bávaro coastline....

4 hours Hotel pickup offered Free Cancellation

4.8 (9)

from
$89

Start your Aruba vacation the island way at 9AM sun shining, breeze blowing, and already wondering if your hair will survive the north coast wind. …More

Palm - Eagle Beach, Aruba

5.0 (5)

Aruba Private Island tour A/C Van

Start your Aruba vacation the island way at 9AM sun shining, breeze blowing, and already wondering if your hair will survive the north coast wind....

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (5)

from
$545

Private Tour in Miches with La Jarda Waterfall Experience

The tour starts at Magua Community where we will have meet the local hiking guides to hike to the National Park Salto de La Jalda, …More

4.7 (13)

Private Tour in Miches with La Jarda Waterfall Experience

The tour starts at Magua Community where we will have meet the local hiking guides to hike to the National Park Salto de La Jalda,...

10 hours 12 minutes Free Cancellation

4.7 (13)

from
$180

This is a unique tour. A tour that move at easy pace and is not rushed. You are picked up in the comfort of your …More

Montego Bay, Jamaica

5.0 (9)

Blue Hole Secret Falls Private Tour

This is a unique tour. A tour that move at easy pace and is not rushed. You are picked up in the comfort of your...

6 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$100

Window Cave and Indian Cave private tour with an archaeologist as guide

Explore the famous Window Cave and Indian Cave with an Archaeologist as your guide! Ride in the comfort of our Audi Q7 luxury SUV! In …More

4.6 (10)

Window Cave and Indian Cave private tour with an archaeologist as guide

Explore the famous Window Cave and Indian Cave with an Archaeologist as your guide! Ride in the comfort of our Audi Q7 luxury SUV! In...

5 to 6 hours Hotel pickup offered Free Cancellation

4.6 (10)

from
$195

We are the only excursion that allows you to drive the boat during this private excursion. We are the only boat that sails in the …More

5.0 (6)

Private Sunset Sail

We are the only excursion that allows you to drive the boat during this private excursion. We are the only boat that sails in the...

2 hours Free Cancellation

5.0 (6)

from
$650

Rafting and Shopping from Bahia Principe Escape Runaway Bay

Prepare to be captivated by the serene beauty of the Rio Nuevo River as you drift along on traditional bamboo rafts. Immerse yourself in the …More

Runaway Bay, Jamaica

5.0 (5)

Rafting and Shopping from Bahia Principe Escape Runaway Bay

Prepare to be captivated by the serene beauty of the Rio Nuevo River as you drift along on traditional bamboo rafts. Immerse yourself in the...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$92

Half-Day The Soul Of Pirates Private Boat Trip Adventure Caribbean Charter SXM

A timeless adventure aboard DE our sailboat. Come live an unforgettable experience on a sailboat. No DE engines, sail like pirates. Things to do: snorkel, …More

5.0 (7)

Half-Day The Soul Of Pirates Private Boat Trip Adventure Caribbean Charter SXM

A timeless adventure aboard DE our sailboat. Come live an unforgettable experience on a sailboat. No DE engines, sail like pirates. Things to do: snorkel,...

3 hours 30 minutes Free Cancellation

5.0 (7)

from
$1,538

Martha Brae River Rafting Private Tour with Transportation

The Martha Brae River is one of Jamaica, most popular rafting mainly because of the Legend of the Martha Brae River. (Martha) the river Located …More

Lucea, Jamaica

5.0 (6)

Martha Brae River Rafting Private Tour with Transportation

The Martha Brae River is one of Jamaica, most popular rafting mainly because of the Legend of the Martha Brae River. (Martha) the river Located...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$138

Escape the ordinary and experience the best of Jamaica in one unforgettable day. Travel in comfort through the island’s scenic countryside to Kingston, then journey …More

Kingston, Jamaica

5.0 (9)

Exotic Blue Mountain Coffee Tour

Escape the ordinary and experience the best of Jamaica in one unforgettable day. Travel in comfort through the island’s scenic countryside to Kingston, then journey...

7 to 9 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$97

Grenada Welcome Stone Cultural Stop & Scenic Photo Experience

If you are looking for a tour that showcases the best sightseeing excursion of the tourist hot spots in Grenada and you’re in a hurry, …More

St. George's, Grenada

5.0 (5)

Grenada Welcome Stone Cultural Stop & Scenic Photo Experience

If you are looking for a tour that showcases the best sightseeing excursion of the tourist hot spots in Grenada and you’re in a hurry,...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$300

This is a private tour only your guests will participate, with a maximum of 7 passengers. Departure Cruise ship Terminal Main city fort de France. …More

5.0 (4)

Martinique South Island Private Tour

This is a private tour only your guests will participate, with a maximum of 7 passengers. Departure Cruise ship Terminal Main city fort de France....

6 hours

5.0 (4)

from
$913

Private Tour Family Boat, Snorkeling, Dolphin View.

It is a private small boat to spend unforgettable moments. Enjoy the beautiful beaches of Punta Cana. It gives a nice tour of all the …More

Punta Cana, Dominican Republic

5.0 (9)

Private Tour Family Boat, Snorkeling, Dolphin View.

It is a private small boat to spend unforgettable moments. Enjoy the beautiful beaches of Punta Cana. It gives a nice tour of all the...

3 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$500

Long Bay, Devil's Bridge and Pigeon Point Beach: Life's A Beach Crawl!

With 365 beaches it's hard to choose, so we'll choose for you. Long Bay, one of the islands favorites, with its powder soft white sand …More

Five Islands Village, Antigua and Barbuda

5.0 (2)

Long Bay, Devil's Bridge and Pigeon Point Beach: Life's A Beach Crawl!

With 365 beaches it's hard to choose, so we'll choose for you. Long Bay, one of the islands favorites, with its powder soft white sand...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$106

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?