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 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 Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Full-Day Aruba History and Must-See Landmarks Tour 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 →

This option is perfect for groups who want to book separately but still enjoy the same adventure together. Get ready for an unforgettable experience with …More

Punta Cana, Dominican Republic

5.0 (8)

Macao Beach ATV & Buggy Adventure

This option is perfect for groups who want to book separately but still enjoy the same adventure together. Get ready for an unforgettable experience with...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$55

Dunn's River Falls and Park Tour with Zip Line from Montego Bay

Embark on an unforgettable adventure that blends nature’s beauty with heart-pounding thrills at Dunn’s River Falls and our exhilarating zip line experience! Begin your day …More

Trelawny, Jamaica

5.0 (3)

Dunn's River Falls and Park Tour with Zip Line from Montego Bay

Embark on an unforgettable adventure that blends nature’s beauty with heart-pounding thrills at Dunn’s River Falls and our exhilarating zip line experience! Begin your day...

3 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$199

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

Nature and Sightseeing at Phantasea Tropical Botanical Garden

Open in 2015, In St. Thomas the Garden is a dynamic place where those with a passion for horticulture, a love for nature, and families …More

4.2 (5)

Nature and Sightseeing at Phantasea Tropical Botanical Garden

Open in 2015, In St. Thomas the Garden is a dynamic place where those with a passion for horticulture, a love for nature, and families...

2 hours Hotel pickup offered Free Cancellation

4.2 (5)

from
$16

Jet Ski Adventure to Split Rock, Pirates Cove, Iguana Bay Cay

Experience West Harbour Bluff (also known as Split Rock or Pirate’s Cove) on this captivating island tour! This coastal setting offers several interesting features, including …More

4.5 (13)

Jet Ski Adventure to Split Rock, Pirates Cove, Iguana Bay Cay

Experience West Harbour Bluff (also known as Split Rock or Pirate’s Cove) on this captivating island tour! This coastal setting offers several interesting features, including...

2 hours Free Cancellation

4.5 (13)

from
$490

Dunn’s River Horseback Riding and Rafting on the White River combo Tour

This is a Private and customize HASSLE FREE and CASHLESS Day Tour, to a full day attraction in Ocho Rios that does encounter in a …More

Falmouth, Jamaica

5.0 (6)

Dunn’s River Horseback Riding and Rafting on the White River combo Tour

This is a Private and customize HASSLE FREE and CASHLESS Day Tour, to a full day attraction in Ocho Rios that does encounter in a...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$270

Bamboo Rafting and Limestone Foot Massage with Ricks Cafe Private Tour

This is a unique tour. A tour that move at easy pace and is not rushed. You are picked up in the comfort of your …More

Montego Bay, Jamaica

4.8 (5)

Bamboo Rafting and Limestone Foot Massage with Ricks Cafe Private Tour

This is a unique tour. A tour that move at easy pace and is not rushed. You are picked up in the comfort of your...

5 to 7 hours Hotel pickup offered Free Cancellation

4.8 (5)

from
$130

Rose Hall Haunted Great House Night Tour from Montego Bay

If you're looking for something to do in Montego Bay, the Rose Hall Great House is a great choice. You’re sure to feel goosebumps as …More

Montego Bay, Jamaica

5.0 (9)

Rose Hall Haunted Great House Night Tour from Montego Bay

If you're looking for something to do in Montego Bay, the Rose Hall Great House is a great choice. You’re sure to feel goosebumps as...

2 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$76

Tour along the Atlantic Coast to the little remote village of Speyside. Board a glass bottom boat to “Little Tobago”, and then dock for an …More

4.5 (2)

Little Tobago Glass Bottom Boat Tour

Tour along the Atlantic Coast to the little remote village of Speyside. Board a glass bottom boat to “Little Tobago”, and then dock for an...

8 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$150

Tobago Argyle Waterfall & Hummingbirds at Adventure Farm

Combine a forest walk to Argyle Waterfall with close-up hummingbird viewing at Adventure Farm and Nature Reserve. Travel in a small group of up to …More

5.0 (5)

Tobago Argyle Waterfall & Hummingbirds at Adventure Farm

Combine a forest walk to Argyle Waterfall with close-up hummingbird viewing at Adventure Farm and Nature Reserve. Travel in a small group of up to...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$120

Enjoy an astonishing Clear Kayak Photoshoot on one of the most beautiful and secluded beaches in Jamaica. Our experience and professional photographers will ensure that …More

Montego Bay, Jamaica

4.4 (12)

Clear Kayak Photoshoot in Montego Bay

Enjoy an astonishing Clear Kayak Photoshoot on one of the most beautiful and secluded beaches in Jamaica. Our experience and professional photographers will ensure that...

1 to 2 hours Hotel pickup offered Free Cancellation

4.4 (12)

from
$170

El Yunque & Beach Tour: Waterslide, Waterfall, Food, & Photos

At Weeepaaa Tours, we believe that interacting with nature in a meaningful way helps to ground yourself and to focus your mind in the present …More

Fajardo, Puerto Rico

4.7 (18)

El Yunque & Beach Tour: Waterslide, Waterfall, Food, & Photos

At Weeepaaa Tours, we believe that interacting with nature in a meaningful way helps to ground yourself and to focus your mind in the present...

5 hours Free Cancellation

4.7 (18)

from
$130

At the Rastafari Indigenous Village you learn about Rastafari customs, heritage and rich culture. Never before have you seen such resilience, warm, love & the …More

Montego Bay, Jamaica

5.0 (5)

Rastafari Indigenous Village Tour

At the Rastafari Indigenous Village you learn about Rastafari customs, heritage and rich culture. Never before have you seen such resilience, warm, love & the...

6 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$225

The tour is unique because although we have a list of places for our guest to visit the tour can be customize to meet clients …More

5.0 (8)

Providenciales Group Island Tour

The tour is unique because although we have a list of places for our guest to visit the tour can be customize to meet clients...

3 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$1,200

Bob Marley 9 Miles Tour and Dunns River Falls

With several years of experience in the tourism industry, I know of all the fun, scenic and adventurous places in Jamaica. I provide exclusive transportation …More

Montego Bay, Jamaica

5.0 (8)

Bob Marley 9 Miles Tour and Dunns River Falls

With several years of experience in the tourism industry, I know of all the fun, scenic and adventurous places in Jamaica. I provide exclusive transportation...

5 to 7 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$115

Montego Bay City, Community, Culture Tour & Rafting-Transfer Only

This is the ultimate authentic Jamaican experience. You will be greeted by your professional raft captain who aims to provide you with the best river …More

Montego Bay, Jamaica

5.0 (7)

Montego Bay City, Community, Culture Tour & Rafting-Transfer Only

This is the ultimate authentic Jamaican experience. You will be greeted by your professional raft captain who aims to provide you with the best river...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$178

Half-Day Grenada Island Small-Group Sightseeing Tour

This tour will commence with a scenic drive up the western side of the island, passing through fishing villages and beaches as you experience the …More

4.6 (10)

Half-Day Grenada Island Small-Group Sightseeing Tour

This tour will commence with a scenic drive up the western side of the island, passing through fishing villages and beaches as you experience the...

5 hours Hotel pickup offered Free Cancellation

4.6 (10)

from
$90

Dunn's River Falls and Luminous Lagoon Guided Tour from Grand Palladium

Embark on a magical guided tour from Grand Palladium to experience the majestic Dunn’s River Falls and the enchanting Luminous Lagoon. Begin with a climb …More

Lucea, Jamaica

4.8 (4)

Dunn's River Falls and Luminous Lagoon Guided Tour from Grand Palladium

Embark on a magical guided tour from Grand Palladium to experience the majestic Dunn’s River Falls and the enchanting Luminous Lagoon. Begin with a climb...

5 hours Hotel pickup offered Free Cancellation

4.8 (4)

from
$190

Private Luxury Sailing from Casa de Campo to Catalina Island

Set sail on an unforgettable day adventure from the exclusive Marina Casa de Campo, a luxury destination in La Romana. With a max capacity of …More

Punta Cana, Dominican Republic

5.0 (7)

Private Luxury Sailing from Casa de Campo to Catalina Island

Set sail on an unforgettable day adventure from the exclusive Marina Casa de Campo, a luxury destination in La Romana. With a max capacity of...

6 hours 15 minutes Hotel pickup offered Free Cancellation

5.0 (7)

from
$188

Bamboo Rafting with Limestone foot or Full Body Massage in Montego Bay

Located in the hills of Hanover great river is an amazing river tour where guest are piloted on a 30 ft hand crafted bamboo raft, …More

Montego Bay, Jamaica

5.0 (5)

Bamboo Rafting with Limestone foot or Full Body Massage in Montego Bay

Located in the hills of Hanover great river is an amazing river tour where guest are piloted on a 30 ft hand crafted bamboo raft,...

30 to 60 minutes Hotel pickup offered Free Cancellation

5.0 (5)

from
$120

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?

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?