Top Caribbean Tours & Sightseeing

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 Private Souvenirs Shopping Tour from Punta Cana La Boutique Mobile Punta Cana 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 →

Private Guided Group Full-Day Water Tour fr Kingston to Portland

Discover the natural beauty and charm of Jamaica with this affordable private water adventure from Kingston to Portland, return, via St. Thomas. Free pickup from …More

Kingston, Jamaica

5.0 (25)

Private Guided Group Full-Day Water Tour fr Kingston to Portland

Discover the natural beauty and charm of Jamaica with this affordable private water adventure from Kingston to Portland, return, via St. Thomas. Free pickup from...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (25)

from
$350

Nassau Family Buggy Tour Up to 6 Guest Free Pickup Beach Samples

This 3 hours guided Fun Family Buggy Tour in which your family/group drive your very own 6 passenger Can Am Defender Max buggy and don’t …More

Nassau, Bahamas

4.5 (28)

Nassau Family Buggy Tour Up to 6 Guest Free Pickup Beach Samples

This 3 hours guided Fun Family Buggy Tour in which your family/group drive your very own 6 passenger Can Am Defender Max buggy and don’t...

3 hours Hotel pickup offered Free Cancellation

4.5 (28)

from
$350

Playa Piskado in Curaçao is a fantastic spot for snorkeling, especially if you want to swim with turtles. For a private SUV tour that includes …More

4.9 (23)

4 to 5 Hour Private SUV Trip

Playa Piskado in Curaçao is a fantastic spot for snorkeling, especially if you want to swim with turtles. For a private SUV tour that includes...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (23)

from
$350

My family yacht only for you -3 hours Romantic tour Punta Cana

Private yacht experience in the Caribbean Sea, perfect for couples, birthdays, bachelorette and bachelor parties, proposals, and anniversaries. Is unique and unforgettable way to celebrate …More

5.0 (1)

My family yacht only for you -3 hours Romantic tour Punta Cana

Private yacht experience in the Caribbean Sea, perfect for couples, birthdays, bachelorette and bachelor parties, proposals, and anniversaries. Is unique and unforgettable way to celebrate...

3 hours Free Cancellation

5.0 (1)

from
$350

Rent one of our Brand New 2025 Can Am Defender Max Side x Side models. Comfortably cruise along our beautiful coast line taking in the …More

4.1 (54)

Fun Half Day Buggy Rentals

Rent one of our Brand New 2025 Can Am Defender Max Side x Side models. Comfortably cruise along our beautiful coast line taking in the...

4 to 24 hours Free Cancellation

4.1 (54)

from
$350

We will drive you to the heart of Old San Juan where you are able to walk the beautiful cobblestone streets, shop for various local …More

Luquillo, Puerto Rico

5.0 (1)

San Juan Highlights Private Guided Tour

We will drive you to the heart of Old San Juan where you are able to walk the beautiful cobblestone streets, shop for various local...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$350

If you know how to ride a motorcycle and love offroad riding, there is no better way to see and experience the real Jamaica, and …More

Kingston, Jamaica

5.0 (6)

Dirt Bike Tours

If you know how to ride a motorcycle and love offroad riding, there is no better way to see and experience the real Jamaica, and...

2 to 8 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$350

Private Tour from Negril to YS Falls and Pelican Bar

Embark on an extraordinary Jamaican adventure by booking our exclusive experience that seamlessly combines the breathtaking beauty of YS Falls, the laid-back charm of the …More

Negril, Jamaica

5.0 (3)

Private Tour from Negril to YS Falls and Pelican Bar

Embark on an extraordinary Jamaican adventure by booking our exclusive experience that seamlessly combines the breathtaking beauty of YS Falls, the laid-back charm of the...

5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$350

6 Hours Rose Island Tour with Snorkeling Experience and Lunch

Harbour Tour: Immerse yourself in the rich history of Nassau as our knowledgeable staff guides you through the bustling port. Swimming Pigs: Encounter these adorable …More

5.0 (3)

6 Hours Rose Island Tour with Snorkeling Experience and Lunch

Harbour Tour: Immerse yourself in the rich history of Nassau as our knowledgeable staff guides you through the bustling port. Swimming Pigs: Encounter these adorable...

6 hours

5.0 (3)

from
$350

Escape the crowds and capture your memories in the most photogenic waters Nassau has to offer. Our location on Saunders Beach is a hidden gem …More

5.0 (2)

Couple's Clear Kayak Drone Photoshoot

Escape the crowds and capture your memories in the most photogenic waters Nassau has to offer. Our location on Saunders Beach is a hidden gem...

45 minutes Free Cancellation

5.0 (2)

from
$350

Athol Island Swimming Pigs Half-Day Boat Tour with Lunch

Visit Pearl Island for snorkeling with beautiful fish on a coral reef. Then onto Green Cay for snorkeling with turtles. Visit Gilligan's Island to find …More

Nassau, Bahamas

4.3 (8)

Athol Island Swimming Pigs Half-Day Boat Tour with Lunch

Visit Pearl Island for snorkeling with beautiful fish on a coral reef. Then onto Green Cay for snorkeling with turtles. Visit Gilligan's Island to find...

4 hours Hotel pickup offered Free Cancellation

4.3 (8)

from
$350

Day Trip to Pitch Lake Caroni Swamp in Trinidad from Tobago

Flight to Trinidad (approx. 20 minutes). Visit Pitch Lake in the south of Trinidad, the Hindu temple in the sea, a typical local lunch and …More

5.0 (1)

Day Trip to Pitch Lake Caroni Swamp in Trinidad from Tobago

Flight to Trinidad (approx. 20 minutes). Visit Pitch Lake in the south of Trinidad, the Hindu temple in the sea, a typical local lunch and...

12 hours Hotel pickup offered

5.0 (1)

from
$350

ATV, Zipline, Horseback, Bamboo Rafting & Catamaran Boat Jamaica

Turn your Jamaican vacation into an adventure of a lifetime with this five-in-one combo tour in Hanover! Kick off the excitement by riding powerful ATVs …More

Montego Bay, Jamaica

5.0 (3)

ATV, Zipline, Horseback, Bamboo Rafting & Catamaran Boat Jamaica

Turn your Jamaican vacation into an adventure of a lifetime with this five-in-one combo tour in Hanover! Kick off the excitement by riding powerful ATVs...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$355

[PRIVATE] YS Falls, Black River, Pelican Bar - Entrance & Lunch

Explore the south coast of Jamaica on this private, full-day tour. Experience a once-in-a-lifetime adventure to the Black River, YS Falls, and the Pelican Bar. …More

Montego Bay, Jamaica

5.0 (7)

[PRIVATE] YS Falls, Black River, Pelican Bar - Entrance & Lunch

Explore the south coast of Jamaica on this private, full-day tour. Experience a once-in-a-lifetime adventure to the Black River, YS Falls, and the Pelican Bar....

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$357

This private Aruba shore excursion offers a chance to explore the island’s top highlights, from its vibrant city to its beautiful countryside. Admire Aruba’s natural …More

4.9 (50)

Aruba Private Full Island Tour

This private Aruba shore excursion offers a chance to explore the island’s top highlights, from its vibrant city to its beautiful countryside. Admire Aruba’s natural...

4 hours Hotel pickup offered Free Cancellation

4.9 (50)

from
$360

Jost Van Dyke Boat Tour with Foxy’s and Soggy Dollar Bar

The BVI triangle hits the MOST stops in the British Virgin Islands in one day! Your first stop is at Great Harbor, Jost Van Dyke …More

5.0 (308)

Jost Van Dyke Boat Tour with Foxy’s and Soggy Dollar Bar

The BVI triangle hits the MOST stops in the British Virgin Islands in one day! Your first stop is at Great Harbor, Jost Van Dyke...

8 hours

5.0 (308)

from
$360

This trip is enjoying Jost Van Dyke . We check into the BVI at the quaint village of Great Harbor. Here we have time to …More

5.0 (156)

Jost Van Dyke Funday

This trip is enjoying Jost Van Dyke . We check into the BVI at the quaint village of Great Harbor. Here we have time to...

8 hours

5.0 (156)

from
$360

WATERFALLS Adv/EXCLUSIVE PRIVATE TOUR- AMBER COVE/TAINO BAY.

Our priorities are; you to have a lot of fun, keep a lot souvenirs and never forget that day ! Also we would like you …More

Puerto Plata, Dominican Republic

5.0 (28)

WATERFALLS Adv/EXCLUSIVE PRIVATE TOUR- AMBER COVE/TAINO BAY.

Our priorities are; you to have a lot of fun, keep a lot souvenirs and never forget that day ! Also we would like you...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (28)

from
$360

Unforgettable Land Tour on Long Island Bahamas

Experience a truly unforgettable guided tour of Long Island Bahamas! You will cruise along in an air-conditioned van and visit the most popular attractions throughout …More

4.8 (11)

Unforgettable Land Tour on Long Island Bahamas

Experience a truly unforgettable guided tour of Long Island Bahamas! You will cruise along in an air-conditioned van and visit the most popular attractions throughout...

6 to 8 hours Hotel pickup offered Free Cancellation

4.8 (11)

from
$360

Nassau Clear Kayak Drone Photoshoot- Floating Dress

Operating since 2021, we are the first Clear Kayak Drone Photography company in Nassau. We have mastered the art of helping you to memorize your …More

5.0 (10)

Nassau Clear Kayak Drone Photoshoot- Floating Dress

Operating since 2021, we are the first Clear Kayak Drone Photography company in Nassau. We have mastered the art of helping you to memorize your...

1 hour 15 minutes Free Cancellation

5.0 (10)

from
$360

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?

Caribbean Tours & Sightseeing with Instant Confirmation include:

View all Tours with 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?