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 →

Around 250 species of birds have been recorded on the island (over 400 in Trinidad, Tobago’s sister island). Adventure Farm & Eco Reserve is one …More

Speyside, Trinidad and Tobago

4.2 (6)

Bird Sanctuaries Tour

Around 250 species of birds have been recorded on the island (over 400 in Trinidad, Tobago’s sister island). Adventure Farm & Eco Reserve is one...

2 to 3 hours Hotel pickup offered Free Cancellation

4.2 (6)

from
$140

Get to know the 'real Jamaica' on this Private and customized tour of Montego Bay. Follow your local guide to some of the less-visited landmarks …More

Montego Bay, Jamaica

5.0 (1)

Private Montego Bay Highlights Day Tour

Get to know the 'real Jamaica' on this Private and customized tour of Montego Bay. Follow your local guide to some of the less-visited landmarks...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$45

Blue Hole & Secret Falls plus Bob Marley Birth Place Nine Mile Private Tour

A visit to Bob Marley's home at Nine Mile includes a tour of the property from Rastafarian guides, which usually includes a rendition of one …More

Montego Bay, Jamaica

4.5 (2)

Blue Hole & Secret Falls plus Bob Marley Birth Place Nine Mile Private Tour

A visit to Bob Marley's home at Nine Mile includes a tour of the property from Rastafarian guides, which usually includes a rendition of one...

6 to 8 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$142

Dive into a beautiful swimming hole and hike to a jungle waterfall on this private tour from your resort, a great choice for first-time visitors …More

Montego Bay, Jamaica

5.0 (1)

Blue Hole Secret Falls Private Tour

Dive into a beautiful swimming hole and hike to a jungle waterfall on this private tour from your resort, a great choice for first-time visitors...

5 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$80

Horseback Riding, Blue Hole, Dunn's River, River Rafting/Tubing Private Tour

Take some time to relax and soak up the natural beauty of the Jamaican rain forest on a scenic river tubing adventure with your own …More

Montego Bay, Jamaica

5.0 (1)

Horseback Riding, Blue Hole, Dunn's River, River Rafting/Tubing Private Tour

Take some time to relax and soak up the natural beauty of the Jamaican rain forest on a scenic river tubing adventure with your own...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$270

This private tour of Port au Prince area, allow you to understand Port au Prince after of the earthquake of 2010, from time to time …More

4.0 (5)

Private Tour of Port Au Prince area

This private tour of Port au Prince area, allow you to understand Port au Prince after of the earthquake of 2010, from time to time...

6 hours Hotel pickup offered Free Cancellation

4.0 (5)

from
$129

Luminous Lagoon and Rose Hall Great House Night Tour

Visit the Luminous Lagoon on this private evening tour from your hotel/villa. . Take a boat out on the glowing waters of the Luminous Lagoon …More

Montego Bay, Jamaica

5.0 (1)

Luminous Lagoon and Rose Hall Great House Night Tour

Visit the Luminous Lagoon on this private evening tour from your hotel/villa. . Take a boat out on the glowing waters of the Luminous Lagoon...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$129

Let us help you create a true Jamaican experience with day tours of any part of the island you may like. …More

Kingston, Jamaica

5.0 (1)

Ocho Rios day trip from Kingston

Let us help you create a true Jamaican experience with day tours of any part of the island you may like....

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$300

Time will be spent at Eight River Lounge for drinks and music entertainment which is night club vibes and Shades night club is more of …More

Negril, Jamaica

4.5 (2)

Ocho Rios Nightlife

Time will be spent at Eight River Lounge for drinks and music entertainment which is night club vibes and Shades night club is more of...

3 to 4 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$250

Private Negril Day Trip from Montego Bay and Grand Palladium

Visit Negril's beautiful Seven Mile Beach on this private, full-day trip from Grand Palladium and the port town of Montego Bay. Located on Jamaica’s West …More

Lucea, Jamaica

5.0 (1)

Private Negril Day Trip from Montego Bay and Grand Palladium

Visit Negril's beautiful Seven Mile Beach on this private, full-day trip from Grand Palladium and the port town of Montego Bay. Located on Jamaica’s West...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$65

Tour with Whale Watching in Samaná, Beach and Waterfall

The whale season only occurs once a year, in the winter time. For this reason it is important that tourists who are in the country …More

Punta Cana, Dominican Republic

5.0 (1)

Tour with Whale Watching in Samaná, Beach and Waterfall

The whale season only occurs once a year, in the winter time. For this reason it is important that tourists who are in the country...

12 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$115

AIDAperla & AIDAdiva at La Romana: Saona Shore Excursion

Created for AIDA cruise passengers calling at La Romana, this small-group shore excursion is timed to your ship's schedule. Whether you arrive aboard AIDAdiva or …More

4.7 (3)

AIDAperla & AIDAdiva at La Romana: Saona Shore Excursion

Created for AIDA cruise passengers calling at La Romana, this small-group shore excursion is timed to your ship's schedule. Whether you arrive aboard AIDAdiva or...

8 hours Free Cancellation

4.7 (3)

from
$139

Nine Miles “Bob Marley’s Birthplace” and River Tubing from Montego Bay

On this day tour from Montego Bay. You will visit Bob Marley's birthplace and ultimate resting place. Here you will gain a deeper understanding of …More

Montego Bay, Jamaica

5.0 (1)

Nine Miles “Bob Marley’s Birthplace” and River Tubing from Montego Bay

On this day tour from Montego Bay. You will visit Bob Marley's birthplace and ultimate resting place. Here you will gain a deeper understanding of...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$180

Private Steelpan Making Tour in Port of Spain

During the tour, a steelpan maker first dents the surface of the drum to create a musical scale. Then, a tuner create a beautiful sound. …More

5.0 (1)

Private Steelpan Making Tour in Port of Spain

During the tour, a steelpan maker first dents the surface of the drum to create a musical scale. Then, a tuner create a beautiful sound....

2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$65

Would you like to walk in the footsteps of Christopher Columbus? Of course you would! That's why we're inviting you to this exclusive excursion from …More

5.0 (1)

Santo Domingo City Tour Supreme

Would you like to walk in the footsteps of Christopher Columbus? Of course you would! That's why we're inviting you to this exclusive excursion from...

9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$99

Bamboo Rafting Limestone Hand & Foot massage from Montego Bay

Experience Bamboo Rafting Limestone Hand & Foot massage on Great River in Lethe on a bamboo raft cruise. Explore lush surroundings as you float by …More

Montego Bay, Jamaica

5.0 (1)

Bamboo Rafting Limestone Hand & Foot massage from Montego Bay

Experience Bamboo Rafting Limestone Hand & Foot massage on Great River in Lethe on a bamboo raft cruise. Explore lush surroundings as you float by...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$100

River Tubing, Dunn's River Falls Ocho Rios Excursion

Begin your day with morning pickup from your Ocho Rios hotel or cruise ship terminal, then travel in an air-conditioned vehicle to explore and enjoy …More

Ocho Rios, Jamaica

5.0 (1)

River Tubing, Dunn's River Falls Ocho Rios Excursion

Begin your day with morning pickup from your Ocho Rios hotel or cruise ship terminal, then travel in an air-conditioned vehicle to explore and enjoy...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$157

Descend beneath the earth’s surface for a chance to explore the green grotto caves, see the underground passages filled with mystery and adventure. These caves …More

Ocho Rios, Jamaica

5.0 (1)

Green Grotto Caves from Ocho Rios

Descend beneath the earth’s surface for a chance to explore the green grotto caves, see the underground passages filled with mystery and adventure. These caves...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$129

Bamboo Rafting, Dunn's River Falls From Falmouth

Dunn’s River Falls and River Rafting is a fantastic tour that combines Jamaica river rafting with the famous Dunn's River Falls. Enjoy a relaxing ride …More

Trelawny, Jamaica

5.0 (1)

Bamboo Rafting, Dunn's River Falls From Falmouth

Dunn’s River Falls and River Rafting is a fantastic tour that combines Jamaica river rafting with the famous Dunn's River Falls. Enjoy a relaxing ride...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$225

Walk through the center and heart of Puerto Rico; Caguas! Your guide will take you through the lively streets while sharing the history of this …More

5.0 (1)

Gastro Walking Tour in Caguas

Walk through the center and heart of Puerto Rico; Caguas! Your guide will take you through the lively streets while sharing the history of this...

3 to 4 hours Free Cancellation

5.0 (1)

from
$135

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?