Top Caribbean Luxury & Special Occasions

Q: Which Caribbean Luxury & Special Occasions have Instant Confirmation?

Caribbean Luxury & Special Occasions with Instant Confirmation include: Discover El Yunque National Park: Half-Day Rainforest Tour Half-Day Aruba Island Tour from Oranjestad Nassau Swimming Pigs: Snorkeling, Lunch & Private Beach Club San Juan Sunset Harbor Boat Ride Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Luxury & Special Occasions have Hotel Pickup?

No problem. These Caribbean Luxury & Special Occasions include Hotel Pickup: Discover El Yunque National Park: Half-Day Rainforest Tour Half-Day Aruba Island Tour from Oranjestad Full-Day Aruba History and Must-See Landmarks Tour Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Aruba UTV & ATV Adventure 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 →

Best Of Grenada Historical Spice Tour and Annandale Waterfall

Enjoy a full day of adventure where you’ll visit many of Grenada’s prime attractions and take in beautiful views of the island’s west coast. Get …More

5.0 (6)

Best Of Grenada Historical Spice Tour and Annandale Waterfall

Enjoy a full day of adventure where you’ll visit many of Grenada’s prime attractions and take in beautiful views of the island’s west coast. Get...

8 hours Hotel pickup offered

5.0 (6)

from
$153

Rocklands Bird Sanctuary & City Highlights plus Shopping from Montego Bay

This half-day tour will take you to Rocklands Bird Sanctuary and to tourist highlights in Montego Bay including Sam Sharp Square, Saint James Parish Church, …More

Montego Bay, Jamaica

4.5 (15)

Rocklands Bird Sanctuary & City Highlights plus Shopping from Montego Bay

This half-day tour will take you to Rocklands Bird Sanctuary and to tourist highlights in Montego Bay including Sam Sharp Square, Saint James Parish Church,...

6 hours Hotel pickup offered Free Cancellation

4.5 (15)

from
$135

Grate River Rafting with Limestone Massage, Jet Ski and Parasailing combo tour

Basically this combination deal of Rafting limestone Body Massage Parasailing and Jet Ski, is a one of a kind experience you won’t want to miss …More

Montego Bay, Jamaica

5.0 (4)

Grate River Rafting with Limestone Massage, Jet Ski and Parasailing combo tour

Basically this combination deal of Rafting limestone Body Massage Parasailing and Jet Ski, is a one of a kind experience you won’t want to miss...

2 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$290

Sunset Catamaran cruise, Snorkeling and Rick's Cafe from Mobay

Basically this Catamaran Cruise will definitely leave travelers with lots of great memories to last a lifetime. When you choose this option you are booking …More

Montego Bay, Jamaica

4.8 (4)

Sunset Catamaran cruise, Snorkeling and Rick's Cafe from Mobay

Basically this Catamaran Cruise will definitely leave travelers with lots of great memories to last a lifetime. When you choose this option you are booking...

5 hours Hotel pickup offered Free Cancellation

4.8 (4)

from
$152

Power 360 Sightseeing and Snorkel Cruise Antigua

Glide along Antigua's stunning coastlines on a power catamaran as you make your way to some of the island's natural hot spots. You'll circumnavigate the …More

4.0 (22)

Power 360 Sightseeing and Snorkel Cruise Antigua

Glide along Antigua's stunning coastlines on a power catamaran as you make your way to some of the island's natural hot spots. You'll circumnavigate the...

6 hours

4.0 (22)

from
$158

Exclusive Grand Turk Safari Where Island Life and Wildlife Meet Discover the untamed beauty of Grand Turk on this exclusive safari experience. Led by local …More

4.3 (11)

Exclusive Grand Turk Island Tour

Exclusive Grand Turk Safari Where Island Life and Wildlife Meet Discover the untamed beauty of Grand Turk on this exclusive safari experience. Led by local...

2 hours Free Cancellation

4.3 (11)

from
$128

The Predator buggy tour is a great adventure tour where you can come with your family to explore something different where the mud or the …More

Punta Cana, Dominican Republic

5.0 (9)

Predator Buggies Tour in Punta Cana

The Predator buggy tour is a great adventure tour where you can come with your family to explore something different where the mud or the...

4 hours Free Cancellation

5.0 (9)

from
$55

Half-Day The Soul Of Pirates Private Boat Trip Adventure Caribbean Charter SXM

A timeless adventure aboard DE our sailboat. Come live an unforgettable experience on a sailboat. No DE engines, sail like pirates. Things to do: snorkel, …More

5.0 (7)

Half-Day The Soul Of Pirates Private Boat Trip Adventure Caribbean Charter SXM

A timeless adventure aboard DE our sailboat. Come live an unforgettable experience on a sailboat. No DE engines, sail like pirates. Things to do: snorkel,...

3 hours 30 minutes Free Cancellation

5.0 (7)

from
$1,538

Flamingo & Mangrove Trip with Local Guide

The mangrove forest of Lac Bay is one of the best-preserved mangrove forests in the Caribbean. For generations, this lush, green environment has served as …More

Kralendijk, Bonaire

3.9 (7)

Flamingo & Mangrove Trip with Local Guide

The mangrove forest of Lac Bay is one of the best-preserved mangrove forests in the Caribbean. For generations, this lush, green environment has served as...

2 hours Hotel pickup offered Free Cancellation

3.9 (7)

from
$68

Martha Brae River Rafting Private Tour with Transportation

The Martha Brae River is one of Jamaica, most popular rafting mainly because of the Legend of the Martha Brae River. (Martha) the river Located …More

Lucea, Jamaica

5.0 (6)

Martha Brae River Rafting Private Tour with Transportation

The Martha Brae River is one of Jamaica, most popular rafting mainly because of the Legend of the Martha Brae River. (Martha) the river Located...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$138

Damajagua Waterfalls, Amber Cove and Taino Bay Shore Excursion

We are a leading travel agency and tour operator dedicated to delivering top-notch transfers and excursions in the Dominican Republic. With years of expertise in …More

Puerto Plata, Dominican Republic

5.0 (5)

Damajagua Waterfalls, Amber Cove and Taino Bay Shore Excursion

We are a leading travel agency and tour operator dedicated to delivering top-notch transfers and excursions in the Dominican Republic. With years of expertise in...

4 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$50

SANTO DOMINGO/ City tour - the best Adventures & traditional

The typical city tour to Santo Domingo from Punta Cana offers you the opportunity to explore the oldest colonial city in the Americas, with its …More

Punta Cana, Dominican Republic

5.0 (6)

SANTO DOMINGO/ City tour - the best Adventures & traditional

The typical city tour to Santo Domingo from Punta Cana offers you the opportunity to explore the oldest colonial city in the Americas, with its...

2 days Hotel pickup offered Free Cancellation

5.0 (6)

from
$129

Small groups for a personal service Tours led by local guide Fully narrated tours Informative, friendly and professional guide …More

4.6 (11)

North Coast Tour

Small groups for a personal service Tours led by local guide Fully narrated tours Informative, friendly and professional guide...

2 hours 30 minutes Free Cancellation

4.6 (11)

from
$65

Our ticket stands out because it not only provides access to Santo Domingo’s top attractions, but also offers a complete and personalized experience. From direct …More

Punta Cana, Dominican Republic

4.8 (5)

Full Day Santo Domingo Tour

Our ticket stands out because it not only provides access to Santo Domingo’s top attractions, but also offers a complete and personalized experience. From direct...

8 to 10 hours Hotel pickup offered Free Cancellation

4.8 (5)

from
$90

Our Saona Island tour stands out for its unique combination of breathtaking natural beauty and immersive experiences. Unlike other tours, we offer a small group …More

Punta Cana, Dominican Republic

4.5 (17)

Saona Island Punta Cana

Our Saona Island tour stands out for its unique combination of breathtaking natural beauty and immersive experiences. Unlike other tours, we offer a small group...

8 to 9 hours Hotel pickup offered Free Cancellation

4.5 (17)

from
$89

Feel the Bahama breezes as you explore historical gems in our custom open-air bus or stretch Jeep Wrangler during this Bahamian culinary party. Enjoy conch …More

Nassau, Bahamas

4.5 (13)

Ultimate Nassau Seafood Experience

Feel the Bahama breezes as you explore historical gems in our custom open-air bus or stretch Jeep Wrangler during this Bahamian culinary party. Enjoy conch...

180 to 210 minutes Hotel pickup offered Free Cancellation

4.5 (13)

from
$120

Escape the ordinary and experience the best of Jamaica in one unforgettable day. Travel in comfort through the island’s scenic countryside to Kingston, then journey …More

Kingston, Jamaica

5.0 (9)

Exotic Blue Mountain Coffee Tour

Escape the ordinary and experience the best of Jamaica in one unforgettable day. Travel in comfort through the island’s scenic countryside to Kingston, then journey...

7 to 9 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$97

Dunn River Falls and Bamboo River Rafting in Ocho Rios Jamaica.

This dynamic Ocho Rios excursion offers a unique perspective of Jamaica's breathtaking beauty, which combines the tranquility of bamboo river rafting with the adventurous hiking …More

Kingston, Jamaica

4.6 (13)

Dunn River Falls and Bamboo River Rafting in Ocho Rios Jamaica.

This dynamic Ocho Rios excursion offers a unique perspective of Jamaica's breathtaking beauty, which combines the tranquility of bamboo river rafting with the adventurous hiking...

3 to 4 hours Hotel pickup offered Free Cancellation

4.6 (13)

from
$95

Grenada Welcome Stone Cultural Stop & Scenic Photo Experience

If you are looking for a tour that showcases the best sightseeing excursion of the tourist hot spots in Grenada and you’re in a hurry, …More

St. George's, Grenada

5.0 (5)

Grenada Welcome Stone Cultural Stop & Scenic Photo Experience

If you are looking for a tour that showcases the best sightseeing excursion of the tourist hot spots in Grenada and you’re in a hurry,...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$300

Our tour stands out because our friendly guides are with you every step of the way, sharing the rich history and culture of the Dominican …More

Punta Cana, Dominican Republic

5.0 (7)

Dominican Culture Tour

Our tour stands out because our friendly guides are with you every step of the way, sharing the rich history and culture of the Dominican...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (7)

from
$70

Frequently Asked Questions

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

What are the best options for Caribbean Luxury & Special Occasions?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Luxury & Special Occasions are:

What are the best kid-friendly options for Caribbean Luxury & Special Occasions Tours?

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

View all kid-friendly Tours →

Which Caribbean Luxury & Special Occasions have Instant Confirmation?

Which Caribbean Luxury & Special Occasions have Free Cancellation?

Caribbean Luxury & Special Occasions 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 Luxury & Special Occasions have Hotel Pickup?

Got any more Caribbean trip ideas?

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