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 →

Luxury Sightseeing & Shopping Private Tour - 3 Hours

Sit back and relax while we show you around St. Thomas in our luxurious and immaculately maintained Suburban's. This shopping and sightseeing tour is completely …More

5.0 (40)

Luxury Sightseeing & Shopping Private Tour - 3 Hours

Sit back and relax while we show you around St. Thomas in our luxurious and immaculately maintained Suburban's. This shopping and sightseeing tour is completely...

3 hours Hotel pickup offered Free Cancellation

5.0 (40)

from
$500

Private V.I.P sightseeing, Shopping and Beach Tour

Tours are now in social distancing format. Tour the island with family or friends with a personal tour guide that will give you all the …More

4.8 (37)

Private V.I.P sightseeing, Shopping and Beach Tour

Tours are now in social distancing format. Tour the island with family or friends with a personal tour guide that will give you all the...

6 hours Hotel pickup offered Free Cancellation

4.8 (37)

from
$500

Build Your Private Charter: Snorkel, Stingrays, or Bio

**Accommodates up to 7 Passengers** Personalized Experience: Our small group sizes ensure a more intimate and personalized experience. You’ll have plenty of opportunities to ask …More

Grand Cayman, Cayman Islands

5.0 (41)

Build Your Private Charter: Snorkel, Stingrays, or Bio

**Accommodates up to 7 Passengers** Personalized Experience: Our small group sizes ensure a more intimate and personalized experience. You’ll have plenty of opportunities to ask...

2 to 4 hours Free Cancellation

5.0 (41)

from
$500

Best Jeep Tour of ST.Thomas Virgin Islands

Explore ST.Thomas in a clean Jeep Wrangler!We will go shopping,hit the hills to the highest points,and beach hop,in this fun family adventure! …More

4.9 (132)

Best Jeep Tour of ST.Thomas Virgin Islands

Explore ST.Thomas in a clean Jeep Wrangler!We will go shopping,hit the hills to the highest points,and beach hop,in this fun family adventure!...

6 hours Hotel pickup offered Free Cancellation

4.9 (132)

from
$500

Private Aruba Jeep Adventure|Custom Island Tour with Local Guide

Experience Aruba in comfort and style with a private Jeep tour designed just for you and your group. This personalized adventure allows you to explore …More

Palm - Eagle Beach, Aruba

5.0 (54)

Private Aruba Jeep Adventure|Custom Island Tour with Local Guide

Experience Aruba in comfort and style with a private Jeep tour designed just for you and your group. This personalized adventure allows you to explore...

4 hours Hotel pickup offered Free Cancellation

5.0 (54)

from
$500

This private charter lets you have the boat to yourselves along with Bermuda's best captain while you cruise into a Bermudaful sunset, relaxing and sipping …More

4.9 (46)

Private Sunset Cruise & Rum Swizzle

This private charter lets you have the boat to yourselves along with Bermuda's best captain while you cruise into a Bermudaful sunset, relaxing and sipping...

1 hour Free Cancellation

4.9 (46)

from
$500

Private Dominica Tour to Trafalgar Falls &Titou Gorge via Minibus

An exciting and thrilling adventure tour of the Roseau Valley including the Unesco World Heritage Site 'Morne Trois Piton National Park' & the majestic twin …More

5.0 (13)

Private Dominica Tour to Trafalgar Falls &Titou Gorge via Minibus

An exciting and thrilling adventure tour of the Roseau Valley including the Unesco World Heritage Site 'Morne Trois Piton National Park' & the majestic twin...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$500

Full-Day Private Cruise in Cayo Caracoles

Enjoy the luxury of your own private boat in the pristine waters of La Parguera. You will never forget your day in Cayo Caracoles or …More

4.7 (13)

Full-Day Private Cruise in Cayo Caracoles

Enjoy the luxury of your own private boat in the pristine waters of La Parguera. You will never forget your day in Cayo Caracoles or...

4 hours Free Cancellation

4.7 (13)

from
$500

2H Private Boat Tour in Spanish Waters with Swim Stop

We can take groups up to 8 people. Craft a unique Curacao memory with a private boat tour, where the beauty of Spanish Waters unfolds …More

5.0 (2)

2H Private Boat Tour in Spanish Waters with Swim Stop

We can take groups up to 8 people. Craft a unique Curacao memory with a private boat tour, where the beauty of Spanish Waters unfolds...

2 hours Free Cancellation

5.0 (2)

from
$500

Grand Cayman 2 Hour Private Sunrise Stingray City Boat Tour

What better way to start the morning than standing on a quiet sand bar in the middle of the North Sound, watching the sunrise and …More

Grand Cayman, Cayman Islands

5.0 (8)

Grand Cayman 2 Hour Private Sunrise Stingray City Boat Tour

What better way to start the morning than standing on a quiet sand bar in the middle of the North Sound, watching the sunrise and...

2 hours Free Cancellation

5.0 (8)

from
$500

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

ATV, Horseback & Bamboo Rafting -From MoBay, Negril, Ocho Rios

From thrilling outdoor exploration to peaceful river relaxation, this tour offers the perfect balance of excitement, nature, and Caribbean charm. Adventure on an ATV Feel …More

Lucea, Jamaica

5.0 (3)

ATV, Horseback & Bamboo Rafting -From MoBay, Negril, Ocho Rios

From thrilling outdoor exploration to peaceful river relaxation, this tour offers the perfect balance of excitement, nature, and Caribbean charm. Adventure on an ATV Feel...

3 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$500

Private El Yunque Tour To Hidden Waterfall Remote Area

El Yunque was believed to be the living quarters of Yocahu, the most powerful Taino god, and it is easy to see why! El Yunque …More

4.5 (2)

Private El Yunque Tour To Hidden Waterfall Remote Area

El Yunque was believed to be the living quarters of Yocahu, the most powerful Taino god, and it is easy to see why! El Yunque...

5 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$500

Custom Private Tour of Antigua Explore at Your Own Pace

Craft your ideal day in Antigua with a private tour tailored to your preferences. Whether you're drawn to historic landmarks, serene beaches, or the island's …More

Five Islands Village, Antigua and Barbuda

4.0 (6)

Custom Private Tour of Antigua Explore at Your Own Pace

Craft your ideal day in Antigua with a private tour tailored to your preferences. Whether you're drawn to historic landmarks, serene beaches, or the island's...

1 to 5 hours Hotel pickup offered Free Cancellation

4.0 (6)

from
$500

Horseback Ride & Catamaran Cruise -From MoBay, Negril, Ocho Rios

Our Horseback Ride & Catamaran Cruise Experience combines the charm of horseback riding with the relaxing beauty of the Caribbean Sea, giving you two unique …More

Lucea, Jamaica

4.0 (1)

Horseback Ride & Catamaran Cruise -From MoBay, Negril, Ocho Rios

Our Horseback Ride & Catamaran Cruise Experience combines the charm of horseback riding with the relaxing beauty of the Caribbean Sea, giving you two unique...

5 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$500

Portland Nature and Eco Tour -From Montego Bay, Negril, Ocho Rios

Stop At: Boston Bay, is a stunning coastal town with white sand beaches and turquoise waters. Known for water sports such as swimming, surfing, and …More

Lucea, Jamaica

4.0 (1)

Portland Nature and Eco Tour -From Montego Bay, Negril, Ocho Rios

Stop At: Boston Bay, is a stunning coastal town with white sand beaches and turquoise waters. Known for water sports such as swimming, surfing, and...

10 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$500

Private Boat Tours: Customize Your Grand Cayman Adventure!

We provide a variety of tour options accommodating guests that'd like to make one stop or see it all. Tour Locations: - Stingray City - …More

Grand Cayman, Cayman Islands

4.9 (196)

Private Boat Tours: Customize Your Grand Cayman Adventure!

We provide a variety of tour options accommodating guests that'd like to make one stop or see it all. Tour Locations: - Stingray City -...

2 to 6 hours Free Cancellation

4.9 (196)

from
$499

There is no better way to enjoy your visit to the island than being in charge of your own time and not being crammed into …More

5.0 (102)

Island Buggy Excursions

There is no better way to enjoy your visit to the island than being in charge of your own time and not being crammed into...

1 to 8 hours Free Cancellation

5.0 (102)

from
$499

Customizable Half a Day Private Bus Tour in the Bahamas

Choose from 30 different activities to do on the island. We will then help you • Create an itinerary that reflects the needs and desires …More

4.8 (36)

Customizable Half a Day Private Bus Tour in the Bahamas

Choose from 30 different activities to do on the island. We will then help you • Create an itinerary that reflects the needs and desires...

5 hours Free Cancellation

4.8 (36)

from
$499

Couples Private St. Lucia Highlights Tour

An amazing private tour with amazing guides which we call ambassadors. You visit all the main sights and attractions of the island. Customize the tour …More

Soufriere, St Lucia

5.0 (4)

Couples Private St. Lucia Highlights Tour

An amazing private tour with amazing guides which we call ambassadors. You visit all the main sights and attractions of the island. Customize the tour...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$498

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?