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 →

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

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 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

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 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 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

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

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

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

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 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

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

Spend 3 hours on a Private relaxing catamaran cruise with this excursion from Punta Cana. Unwind in comfortable transport as you make your way from …More

4.3 (18)

Enjoy Punta Cana in Private Yacht

Spend 3 hours on a Private relaxing catamaran cruise with this excursion from Punta Cana. Unwind in comfortable transport as you make your way from...

4 hours Hotel pickup offered Free Cancellation

4.3 (18)

from
$560

Marine Park - Private Boat charter with LOCAL Captain/ Guide

We are eager to show you the best Bonaire has to offer. Charter your own boat and discover Bonaire’s hidden gems with a local captain/ …More

5.0 (254)

Marine Park - Private Boat charter with LOCAL Captain/ Guide

We are eager to show you the best Bonaire has to offer. Charter your own boat and discover Bonaire’s hidden gems with a local captain/...

3 hours Free Cancellation

5.0 (254)

from
$550

Private Beach Day/Guided TourThrough New Providence Island

Our prestigious tours offer a unique ride in a private van around a beautiful island whose history is drenched in piracy and entangled with a …More

Nassau, Bahamas

4.8 (37)

Private Beach Day/Guided TourThrough New Providence Island

Our prestigious tours offer a unique ride in a private van around a beautiful island whose history is drenched in piracy and entangled with a...

4 hours Hotel pickup offered Free Cancellation

4.8 (37)

from
$550

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?