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 →

This sightseeing activity is more than a tour; it will be one of the most memorable experiences of your holiday. We have a team of …More

Willemstad, Curacao

4.9 (232)

The Best All West Beach Hopping Curacao

This sightseeing activity is more than a tour; it will be one of the most memorable experiences of your holiday. We have a team of...

7 to 8 hours Hotel pickup offered Free Cancellation

4.9 (232)

from
$100

Private Full-Day Cruise of St. Martin and Anguilla

This private charter will take you around St. Martin or Anguilla for a full day. Departure is from Anse-Marcel Marina on the French side. The boat …More

5.0 (49)

Private Full-Day Cruise of St. Martin and Anguilla

This private charter will take you around St. Martin or Anguilla for a full day. Departure is from Anse-Marcel Marina on the French side. The boat...

8 hours Free Cancellation

5.0 (49)

from
$1,750

Punta Cana Buggy & Horseback Riding Combo Tour + Free Pick-Up

A captivating journey that harmoniously combines the elegance of horseback riding with the exhilaration of off-roading in our exclusive Off-road Horseback Riding Experience in Punta …More

Punta Cana, Dominican Republic

4.8 (45)

Punta Cana Buggy & Horseback Riding Combo Tour + Free Pick-Up

A captivating journey that harmoniously combines the elegance of horseback riding with the exhilaration of off-roading in our exclusive Off-road Horseback Riding Experience in Punta...

4 hours Hotel pickup offered Free Cancellation

4.8 (45)

from
$37

Hike to the second largest boiling lake in the world and the only one in the Caribbean. Spectacular sights and experiences including the Valley of …More

4.9 (28)

Boiling Lake Challenge

Hike to the second largest boiling lake in the world and the only one in the Caribbean. Spectacular sights and experiences including the Valley of...

7 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (28)

from
$145

Private Stingray City and Snorkeling Half Day Charter for 6 Guest

Make lasting memories and avoid the crowds with a completely private, full day boat charter in the crystal blue waters of Grand Cayman. Your 2-person …More

Grand Cayman, Cayman Islands

5.0 (177)

Private Stingray City and Snorkeling Half Day Charter for 6 Guest

Make lasting memories and avoid the crowds with a completely private, full day boat charter in the crystal blue waters of Grand Cayman. Your 2-person...

4 hours

5.0 (177)

from
$1,100

Island Hopper Adventure in Providenciales

Our Island Hoppers Adventure is one of our signature adventure and offered daily from 9 am till 3:00 pm. This Adventure is 2 Hours and …More

4.7 (28)

Island Hopper Adventure in Providenciales

Our Island Hoppers Adventure is one of our signature adventure and offered daily from 9 am till 3:00 pm. This Adventure is 2 Hours and...

2 hours Free Cancellation

4.7 (28)

from
$430

Xtreme Buggy 4 hours Dune Buggy & Country side experience

If you are familiar with driving stick shift, ... We are your best and only option in Punta Cana! Ladies and gentlemen, start your VW …More

Punta Cana, Dominican Republic

4.7 (320)

Xtreme Buggy 4 hours Dune Buggy & Country side experience

If you are familiar with driving stick shift, ... We are your best and only option in Punta Cana! Ladies and gentlemen, start your VW...

4 hours Hotel pickup offered

4.7 (320)

from
$98

Paddle across the largest saltwater lagoon in the Antilles on a guided kayak expedition. Your tour begins at Kim Sha Beach in Simpson Bay. Upon …More

4.9 (92)

Kayak Lagoon Tour

Paddle across the largest saltwater lagoon in the Antilles on a guided kayak expedition. Your tour begins at Kim Sha Beach in Simpson Bay. Upon...

2 hours 30 minutes Free Cancellation

4.9 (92)

from
$50

Punta Cana Half-Day Private Party Boat with Drinks and Snorkeling

Make the most of Punta Cana’s seas on a private snorkel catamaran tour. Prebook to secure your ideal cruise time and join family or friends …More

Punta Cana, Dominican Republic

4.9 (46)

Punta Cana Half-Day Private Party Boat with Drinks and Snorkeling

Make the most of Punta Cana’s seas on a private snorkel catamaran tour. Prebook to secure your ideal cruise time and join family or friends...

4 hours 10 minutes Hotel pickup offered Free Cancellation

4.9 (46)

from
$900

Mount Liamuiga St Kitts Volcano Adventure

On the Volcano Caldera Trek you get to hike up every tier of the volcanic cone and you are almost guaranteed to get a bit …More

4.9 (45)

Mount Liamuiga St Kitts Volcano Adventure

On the Volcano Caldera Trek you get to hike up every tier of the volcanic cone and you are almost guaranteed to get a bit...

7 hours Hotel pickup offered Free Cancellation

4.9 (45)

from
$90

St Lucia Pigeon Island Ultimate Relax-Experience (Inc-Lunch)

Unwind with our "Ultimate Relaxer" experience in Saint Lucia. You will have the chance to take in the natural beauty of the Island as you …More

Choc, St Lucia

4.8 (25)

St Lucia Pigeon Island Ultimate Relax-Experience (Inc-Lunch)

Unwind with our "Ultimate Relaxer" experience in Saint Lucia. You will have the chance to take in the natural beauty of the Island as you...

4 hours Hotel pickup offered Free Cancellation

4.8 (25)

from
$99

St.Kitts Island Tour | Brimestone Hill Stop, Beach Time & Lunch

We don’t just show you Saint Kitts—we let you experience it like a local! Our tour combines the best of the island into one complete …More

4.9 (40)

St.Kitts Island Tour | Brimestone Hill Stop, Beach Time & Lunch

We don’t just show you Saint Kitts—we let you experience it like a local! Our tour combines the best of the island into one complete...

4 hours Free Cancellation

4.9 (40)

from
$149

2 Hours Private Jet Ski Tour in Saint Martin with free passenger

With Island jet you will live an exceptional maritime experience in the idyllic setting of the island of Saint Martin. We will make you discover …More

4.9 (52)

2 Hours Private Jet Ski Tour in Saint Martin with free passenger

With Island jet you will live an exceptional maritime experience in the idyllic setting of the island of Saint Martin. We will make you discover...

2 hours Free Cancellation

4.9 (52)

from
$230

Puerto Plata is much more than paradisiacal beaches. Its historic center houses a set of buildings and houses in neoclassical and Victorian style dating from …More

5.0 (57)

Puerto Plata City Tour and Sightseeing

Puerto Plata is much more than paradisiacal beaches. Its historic center houses a set of buildings and houses in neoclassical and Victorian style dating from...

3 hours Free Cancellation

5.0 (57)

from
$45

Private and Customized Montego Bay City Tour

Montego Bay, often called “MoBay,” is rich in history and culture. Tours often include visits to historic landmarks like the Sam Sharpe Square, which commemorates …More

Falmouth, Jamaica

5.0 (39)

Private and Customized Montego Bay City Tour

Montego Bay, often called “MoBay,” is rich in history and culture. Tours often include visits to historic landmarks like the Sam Sharpe Square, which commemorates...

2 hours Hotel pickup offered Free Cancellation

5.0 (39)

from
$50

Private Historical Walking Tour of Old San Juan

Every tour of this magical city is different because Old San Juan is a city filled with rich history and tall tales. We will share …More

4.8 (32)

Private Historical Walking Tour of Old San Juan

Every tour of this magical city is different because Old San Juan is a city filled with rich history and tall tales. We will share...

2 hours 30 minutes Free Cancellation

4.8 (32)

from
$200

Live the immersion in the local life and discover the real life in the Dominican Republic. During the tour, enjoy sightseeing outside of sightseeing excursions …More

Punta Cana, Dominican Republic

5.0 (55)

Discover Dominican life

Live the immersion in the local life and discover the real life in the Dominican Republic. During the tour, enjoy sightseeing outside of sightseeing excursions...

9 hours Free Cancellation

5.0 (55)

from
$115

Totally different from all the ATV tours in Punta Cana. This is the best tour in the region . It combine the attractive Montana Redonda …More

5.0 (51)

Best ATV Tour In Punta Cana

Totally different from all the ATV tours in Punta Cana. This is the best tour in the region . It combine the attractive Montana Redonda...

4 hours 20 minutes Hotel pickup offered Free Cancellation

5.0 (51)

from
$75

The natural wonder of Devils Bridge and the restored Historical Nelsons Dockyard are two of the many interesting sites during this tour. Driving through the …More

Five Islands Village, Antigua and Barbuda

4.7 (272)

Antigua Round Island Tour

The natural wonder of Devils Bridge and the restored Historical Nelsons Dockyard are two of the many interesting sites during this tour. Driving through the...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (272)

from
$94

Sunset party at Shirley Heights - SHARE round trip

TICKET NOT INCLUDED (entrance fee 10 USD). Shirley Heights is a restored military lookout and gun battery. The Lookout is a high point (about 490 …More

Five Islands Village, Antigua and Barbuda

4.8 (141)

Sunset party at Shirley Heights - SHARE round trip

TICKET NOT INCLUDED (entrance fee 10 USD). Shirley Heights is a restored military lookout and gun battery. The Lookout is a high point (about 490...

180 to 210 minutes Hotel pickup offered Free Cancellation

4.8 (141)

from
$45

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?