Top Caribbean Private Sightseeing Tours

Q: I need a ride! Which Caribbean Private Sightseeing Tours have Hotel Pickup?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Private Airport Transfers Roundtrip Punta Cana Hotels Souvenir Shopping Tour in Punta Cana. Transportation Included Great River Raft and Full Limestone body Massage In Montego Bay Ricks Cafe Negril and 7 Mile Beach Day Trip Punta Cana Shopping 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 →

St Thomas Private and Customized Sightseeing Tour

EXCLUSIVE CUSTOM ST. THOMAS SIGHTSEEING TOUR Take a private tour of St. Thomas United States Virgin Islands with a knowledgeable local guide. The island welcomes …More

Cruz Bay, US Virgin Islands

4.9 (20)

St Thomas Private and Customized Sightseeing Tour

EXCLUSIVE CUSTOM ST. THOMAS SIGHTSEEING TOUR Take a private tour of St. Thomas United States Virgin Islands with a knowledgeable local guide. The island welcomes...

5 hours Hotel pickup offered Free Cancellation

4.9 (20)

from
$562

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Trinidad and Tobago as you make your …More

Full Day Private Tour in Port of Spain

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Trinidad and Tobago as you make your...

9 hours 15 minutes Hotel pickup offered

from
$570

Private Historical Santo Domingo Day Trip

Santo Domingo is a history and culture full city, as it is the first city founded in America. Here you can visit the first cathedral …More

Punta Cana, Dominican Republic

5.0 (1)

Private Historical Santo Domingo Day Trip

Santo Domingo is a history and culture full city, as it is the first city founded in America. Here you can visit the first cathedral...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$570

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Turks and Caicos Islands as you make …More

Private Tour 7-Hr in Turks and Caicos Island

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Turks and Caicos Islands as you make...

5 hours Hotel pickup offered

from
$574

Classic 3hours Private Adventure:Snorkel & Explore Hidden Spots

Unleash the adventurer within a 3-hour full private exploration of Nos Isla's hidden treasures! Navigate clear waters with your captain on exhilarating snorkeling and paddle …More

5.0 (10)

Classic 3hours Private Adventure:Snorkel & Explore Hidden Spots

Unleash the adventurer within a 3-hour full private exploration of Nos Isla's hidden treasures! Navigate clear waters with your captain on exhilarating snorkeling and paddle...

3 hours Free Cancellation

5.0 (10)

from
$575

Guys what we are going to discribe about the tour is what we offer. As it is private you can make it in your own …More

Punta Cana, Dominican Republic

4.9 (7)

Private VIP Yacht in Punta Cana

Guys what we are going to discribe about the tour is what we offer. As it is private you can make it in your own...

3 hours 15 minutes Hotel pickup offered Free Cancellation

4.9 (7)

from
$576

Experience our Full Day Private Boat Tour to the Lagoon of Guadeloupe! Embark on a serene journey through the picturesque landscapes of Guadeloupe as you …More

Basse-Terre Island, Guadeloupe

Full Day Private Boat Tour to the Lagoon of Guadeloupe

Experience our Full Day Private Boat Tour to the Lagoon of Guadeloupe! Embark on a serene journey through the picturesque landscapes of Guadeloupe as you...

8 hours Hotel pickup offered

from
$576

Experience our Sailing and Snorkeling Private Tour in Fajardo! Embark on a serene journey through the picturesque landscapes of Puerto Rico as you make your …More

Fajardo, Puerto Rico

Sailing and Snorkeling Private Tour in Fajardo

Experience our Sailing and Snorkeling Private Tour in Fajardo! Embark on a serene journey through the picturesque landscapes of Puerto Rico as you make your...

5 hours Hotel pickup offered Free Cancellation

from
$583

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Saint-Martin as you make your way to …More

Private Tour Quads ATV Saint-Martin

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Saint-Martin as you make your way to...

9 hours Hotel pickup offered

from
$585

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Turks and Caicos Islands as you make …More

Private Tour 4-hr Parasail Snorkel & Water-Sports Adventure

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Turks and Caicos Islands as you make...

7 hours Hotel pickup offered

from
$585

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Turks and Caicos Islands as you make …More

Private Tour Sunset Catamaran Cruise Turks and Caicos Islands

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Turks and Caicos Islands as you make...

6 hours Hotel pickup offered

from
$592

Stingray City Star fish Point and Snorkeling Private Boat Tour

We offer a first-class boating tour service second to none on each and every tour. Your crew members will make sure to serve you from …More

Grand Cayman, Cayman Islands

4.9 (201)

Stingray City Star fish Point and Snorkeling Private Boat Tour

We offer a first-class boating tour service second to none on each and every tour. Your crew members will make sure to serve you from...

4 hours Hotel pickup offered Free Cancellation

4.9 (201)

from
$595

Aruba Half day Private Jeep Tour - Sightseeing and more

100% private experience - No strangers - No rushing - just you, your group and a local guide dedicated to making your trip unfrogettable - …More

5.0 (47)

Aruba Half day Private Jeep Tour - Sightseeing and more

100% private experience - No strangers - No rushing - just you, your group and a local guide dedicated to making your trip unfrogettable -...

4 hours Hotel pickup offered Free Cancellation

5.0 (47)

from
$595

Private El Yunque Rainforest Day Tour with Transport

This experience is the same El Yunque experience you know and love, but this time fully private! Our certified guides go above and beyond to …More

5.0 (34)

Private El Yunque Rainforest Day Tour with Transport

This experience is the same El Yunque experience you know and love, but this time fully private! Our certified guides go above and beyond to...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (34)

from
$595

Maximize your time in Aruba with me on this guided private sightseeing Tour that takes you to many of the Island greatest landmarks. Learn about …More

Palm - Eagle Beach, Aruba

5.0 (30)

Aruba Private Tours on a ac bus

Maximize your time in Aruba with me on this guided private sightseeing Tour that takes you to many of the Island greatest landmarks. Learn about...

4 hours Hotel pickup offered Free Cancellation

5.0 (30)

from
$595

Luxury Private Tour in ST.Thomas(6per group)

(Price is 6ppl per group)(up to 1)Our locally born and raised tour guides provide private tours of the beautiful sightseeing spots on St.Thomas. They will …More

Cruz Bay, US Virgin Islands

4.8 (42)

Luxury Private Tour in ST.Thomas(6per group)

(Price is 6ppl per group)(up to 1)Our locally born and raised tour guides provide private tours of the beautiful sightseeing spots on St.Thomas. They will...

1 to 6 hours Hotel pickup offered Free Cancellation

4.8 (42)

from
$595

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Willemstad as you make your way to …More

Full Day Private Boat Trip to Klein Curacao

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Willemstad as you make your way to...

8 hours Hotel pickup offered

from
$597

Bioluminescence is rare, and the Cayman Islands offer a unique opportunity to witness this phenomenon. Tours are eco-friendly, conducted in small groups with minimal environmental …More

Grand Cayman, Cayman Islands

4.9 (62)

Private: Bioluminescence Tour

Bioluminescence is rare, and the Cayman Islands offer a unique opportunity to witness this phenomenon. Tours are eco-friendly, conducted in small groups with minimal environmental...

2 hours Free Cancellation

4.9 (62)

from
$599

Grand Cayman Private Custom Boating Adventure

We provide a variety of tour options accommodating guests that'd like to make one stop or see it all. Our team are all born and …More

Grand Cayman, Cayman Islands

5.0 (10)

Grand Cayman Private Custom Boating Adventure

We provide a variety of tour options accommodating guests that'd like to make one stop or see it all. Our team are all born and...

2 to 6 hours Free Cancellation

5.0 (10)

from
$599

6 Hour St. Thomas Private Sightseeing Tour

Embark on an unforgettable journey with us as we take you beyond the typical tourist spots to uncover the true essence of St. Thomas with …More

Cruz Bay, US Virgin Islands

4.4 (33)

6 Hour St. Thomas Private Sightseeing Tour

Embark on an unforgettable journey with us as we take you beyond the typical tourist spots to uncover the true essence of St. Thomas with...

6 hours Hotel pickup offered Free Cancellation

4.4 (33)

from
$599

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?

Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include:

View all Tours with 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?