Top Caribbean Tours & Sightseeing

Q: Which Caribbean Tours & Sightseeing have Instant Confirmation?

Caribbean Tours & Sightseeing with Instant Confirmation include: Private Airport Transfers Roundtrip Punta Cana Hotels The Battle of Santo Domingo 4D Movie Experience Shopping Tour In Don Lucas Cigar Factory, Rum tasting, Cocoa factory, Souvenirs Guided Shopping Tour - Rum tasting, chocolate factory, Cigar factory La Boutique Mobile Punta Cana View all Tours with Instant Confirmation →

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

No problem. These Caribbean Tours & Sightseeing include Hotel Pickup: Private Airport Transfers Roundtrip Punta Cana Hotels Shopping Tour In Don Lucas Cigar Factory, Rum tasting, Cocoa factory, Souvenirs Guided Shopping Tour - Rum tasting, chocolate factory, Cigar factory La Boutique Mobile Punta Cana Punta Cana & Bávaro Private Transportation 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 →

Flying Dress Photoshoot (2 Dresses) – Punta Cana – Photographer

Early morning. The golden sun rises over the Macao beach. We put on a dress with a long train and start shooting. This program includes …More

Punta Cana, Dominican Republic

4.9 (8)

Flying Dress Photoshoot (2 Dresses) – Punta Cana – Photographer

Early morning. The golden sun rises over the Macao beach. We put on a dress with a long train and start shooting. This program includes...

3 hours Hotel pickup offered Free Cancellation

4.9 (8)

from
$560

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

Island Life Jeep Tours - Your Day Your Way Private Excursion!

Experiencing St. Thomas with Island Life Jeep Tours means "Your Day, Your Way"! All destinations are customized with your driver the morning of your tour, …More

Cruz Bay, US Virgin Islands

5.0 (35)

Island Life Jeep Tours - Your Day Your Way Private Excursion!

Experiencing St. Thomas with Island Life Jeep Tours means "Your Day, Your Way"! All destinations are customized with your driver the morning of your tour,...

7 hours Hotel pickup offered Free Cancellation

5.0 (35)

from
$575

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

This will be a unique experience since you will have professional photos of your vacation in Puerto Rico. We'll do candid, fun and romantic photos, …More

5.0 (2)

Vacation Photography

This will be a unique experience since you will have professional photos of your vacation in Puerto Rico. We'll do candid, fun and romantic photos,...

2 hours Free Cancellation

5.0 (2)

from
$580

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

Bareboat Zodiac RIB Rentals in St John VI

Experience the natural beauty of St. John, US Virgin Islands with Wharfside Watersports' bareboat Zodiac rentals. Set forth from Cruz Bay and circumnavigate St. John …More

5.0 (159)

Bareboat Zodiac RIB Rentals in St John VI

Experience the natural beauty of St. John, US Virgin Islands with Wharfside Watersports' bareboat Zodiac rentals. Set forth from Cruz Bay and circumnavigate St. John...

4 to 8 hours Free Cancellation

5.0 (159)

from
$595

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

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

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

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

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Caribbean Tours & Sightseeing?

What are the best kid-friendly options for Caribbean Tours & Sightseeing Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Tours & Sightseeing are:

View all kid-friendly Tours →

Which Caribbean Tours & Sightseeing have Instant Confirmation?

Which Caribbean Tours & Sightseeing have Free Cancellation?

Caribbean Tours & Sightseeing 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 Tours & Sightseeing have Hotel Pickup?

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?