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 Full-Day Aruba History and Must-See Landmarks Tour Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Nassau Swimming Pigs: Snorkeling, Lunch & Private Beach Club 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 Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Full-Day Aruba History and Must-See Landmarks Tour San Juan Sunset Harbor Boat Ride 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 →

Explore Saint Lucia | Piton | Mud bath | Drive-In Volcano | MGM Tour and Travel

Enjoy the natural beauty of this paradise island by visiting some of our most precious key features all in one day, with one of our …More

Cap Estate, St Lucia

5.0 (3)

Explore Saint Lucia | Piton | Mud bath | Drive-In Volcano | MGM Tour and Travel

Enjoy the natural beauty of this paradise island by visiting some of our most precious key features all in one day, with one of our...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$110

Negril 7 Mile Beach with Clear kayak Photo Shoot & Ricks Cafe

Treat yourself to an amazing Clear Kayak Drone Video & Photoshoot while enjoying one the most beautiful and popular white sand beach in Jamaica. For …More

Montego Bay, Jamaica

5.0 (3)

Negril 7 Mile Beach with Clear kayak Photo Shoot & Ricks Cafe

Treat yourself to an amazing Clear Kayak Drone Video & Photoshoot while enjoying one the most beautiful and popular white sand beach in Jamaica. For...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$120

Art Walk, Bob Marley Museum Kingston City Tour

Let's explore the beautiful, culture-rich city of Kingston together. My name is Jessy and I live in Kinston. I am a tour guide by passion. …More

Kingston, Jamaica

5.0 (2)

Art Walk, Bob Marley Museum Kingston City Tour

Let's explore the beautiful, culture-rich city of Kingston together. My name is Jessy and I live in Kinston. I am a tour guide by passion....

7 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$130

This tour is uniquely designed to give travelers an opportunity to taste authentic Jamaican cuisine while learning about the heritage and culture fused with a …More

Negril, Jamaica

5.0 (2)

Montego Bay City Walk and Mingle Tour

This tour is uniquely designed to give travelers an opportunity to taste authentic Jamaican cuisine while learning about the heritage and culture fused with a...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$60

Grenada City Tour, Spice Market, Chocolate, Fort Frederick

Explore the vibrant city of St. George's, Grenada, on this 1-hour guided tour. Visit the historic Spice Market and Craft Market, where you'll discover local …More

Grand Anse, Grenada

5.0 (3)

Grenada City Tour, Spice Market, Chocolate, Fort Frederick

Explore the vibrant city of St. George's, Grenada, on this 1-hour guided tour. Visit the historic Spice Market and Craft Market, where you'll discover local...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$180

Kingston Dub Club is the weekly high point of roots reggae revival sessions in Kingston. The venue is situated in the hills above Kingston and …More

Kingston, Jamaica

4.3 (6)

Kingston Dub Club Sundays

Kingston Dub Club is the weekly high point of roots reggae revival sessions in Kingston. The venue is situated in the hills above Kingston and...

4 to 6 hours Hotel pickup offered Free Cancellation

4.3 (6)

from
$70

This tour is a unique experience where you, your family and your friends can enjoy of amazing paradisiac views in this one of o a …More

4.3 (7)

The Bermuda Elbow Beach Escape Day

This tour is a unique experience where you, your family and your friends can enjoy of amazing paradisiac views in this one of o a...

6 hours Hotel pickup offered

4.3 (7)

from
$175

With us you will have a day full of culture, photographs, emotions, adrenaline and more with your loved ones, enjoy your vacation to the fullest …More

Puerto Plata, Dominican Republic

4.4 (9)

City Tour and Dune Buggy

With us you will have a day full of culture, photographs, emotions, adrenaline and more with your loved ones, enjoy your vacation to the fullest...

5 hours 30 minutes Hotel pickup offered Free Cancellation

4.4 (9)

from
$115

Bob Marley's Birthplace & Mausoleum from MontegoBay Private Tour

Enjoy a scenic Journey high up in the calm Hills of Saint Anns parish to the Birthplace and Hometown of the legend Bob Marley. On …More

Montego Bay, Jamaica

5.0 (2)

Bob Marley's Birthplace & Mausoleum from MontegoBay Private Tour

Enjoy a scenic Journey high up in the calm Hills of Saint Anns parish to the Birthplace and Hometown of the legend Bob Marley. On...

6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$167

Exotic ATV and Bamboo Rafting or Tubing in Ocho Rios

Get your adrenaline pumping for this wet dirty & wild ATV/Rafting (or tubing) fun, unleashing your spirit of adventure. This is an adventure so exciting, …More

Ocho Rios, Jamaica

5.0 (4)

Exotic ATV and Bamboo Rafting or Tubing in Ocho Rios

Get your adrenaline pumping for this wet dirty & wild ATV/Rafting (or tubing) fun, unleashing your spirit of adventure. This is an adventure so exciting,...

4 to 6 hours Free Cancellation

5.0 (4)

from
$78

Be ready for a day of adventure from your hotel lobby; bring a swimsuit and towel. Meet your guide and climb into a comfortable, air-conditioned …More

Montego Bay, Jamaica

5.0 (2)

Dunn's River Fall & Blue Hole Combo Tour from Montego Bay Jamaica

Be ready for a day of adventure from your hotel lobby; bring a swimsuit and towel. Meet your guide and climb into a comfortable, air-conditioned...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$115

Experience the calmer side of Jamaica on a relaxing cruise down the Martha Brae River. Sit back and relax on a bamboo raft, poled by …More

Montego Bay, Jamaica

5.0 (2)

Martha Brae Rafting and Luminous Lagoon from Montego Bay Jamaica

Experience the calmer side of Jamaica on a relaxing cruise down the Martha Brae River. Sit back and relax on a bamboo raft, poled by...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$45

St Maarten French And Dutch Sightseeing And Grand Case Beach Tour

From the Philipsburg cruise port Meet your friendly guide. And board a comfortable, air-conditioned van for transport to take you to three amazing stop on …More

5.0 (1)

St Maarten French And Dutch Sightseeing And Grand Case Beach Tour

From the Philipsburg cruise port Meet your friendly guide. And board a comfortable, air-conditioned van for transport to take you to three amazing stop on...

4 hours Free Cancellation

5.0 (1)

from
$450

Bob Marley's Nine Mile Mausoleum Tour (Complimentary Rum Punch)

Visit the final resting place of the great reggae legend Bob Marley, in the town of Nine Mile, in St. Anne's Parish. On this tour …More

Montego Bay, Jamaica

4.3 (6)

Bob Marley's Nine Mile Mausoleum Tour (Complimentary Rum Punch)

Visit the final resting place of the great reggae legend Bob Marley, in the town of Nine Mile, in St. Anne's Parish. On this tour...

6 hours Hotel pickup offered Free Cancellation

4.3 (6)

from
$160

You will be riding in the beautiful mountains, through some small villages, various nature and see some great views where there also will be a …More

Puerto Plata, Dominican Republic

5.0 (4)

mountain horse back riding

You will be riding in the beautiful mountains, through some small villages, various nature and see some great views where there also will be a...

2 hours 15 minutes Hotel pickup offered Free Cancellation

5.0 (4)

from
$69

Bamboo Rafting and Party Cruise with Open Bar in Montego Bay

Enjoy the best Party Catamaran boat Cruise in Montego bay & Bamboo rafting together as a combo .Your rafting tour includes a scenic relaxing ride …More

Montego Bay, Jamaica

5.0 (1)

Bamboo Rafting and Party Cruise with Open Bar in Montego Bay

Enjoy the best Party Catamaran boat Cruise in Montego bay & Bamboo rafting together as a combo .Your rafting tour includes a scenic relaxing ride...

3 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$120

Half-Day Private Guided Ricks Café & Negril Seven Mile Beach Trip

Best private guide which is very flexible on stopping at your favorite or interesting spot on the way. Customizable, clean vehicle and no pressure. Everything …More

Montego Bay, Jamaica

5.0 (2)

Half-Day Private Guided Ricks Café & Negril Seven Mile Beach Trip

Best private guide which is very flexible on stopping at your favorite or interesting spot on the way. Customizable, clean vehicle and no pressure. Everything...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$34

Soufriere to Rodney Bay Catamaran Transfer

Unlock the perfect divide between Saint Lucia’s captivating North and South by hopping on our shuttle transfer. Sea Spray Cruises takes the hassle out of …More

4.7 (3)

Soufriere to Rodney Bay Catamaran Transfer

Unlock the perfect divide between Saint Lucia’s captivating North and South by hopping on our shuttle transfer. Sea Spray Cruises takes the hassle out of...

2 hours 30 minutes Free Cancellation

4.7 (3)

from
$55

Rasta Safari Atv Local Experience Day Tour

Learn about life in the Jamaican countryside with this adventure excursion, which combines ATV adventure with rural exploration. You'll head out to the countryside on …More

Montego Bay, Jamaica

5.0 (2)

Rasta Safari Atv Local Experience Day Tour

Learn about life in the Jamaican countryside with this adventure excursion, which combines ATV adventure with rural exploration. You'll head out to the countryside on...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$235

Midnight Sun Charters - 43ft Midnight Express

Our latest addition, an ultra-stylish, very comfortable charter boat now available in Providenciales. With very efficient Mercury 400 Racing engines, this boat can transport you …More

5.0 (3)

Midnight Sun Charters - 43ft Midnight Express

Our latest addition, an ultra-stylish, very comfortable charter boat now available in Providenciales. With very efficient Mercury 400 Racing engines, this boat can transport you...

4 to 8 hours Free Cancellation

5.0 (3)

from
$3,950

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?