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 →

Relax in Hot Springs and swim in Titou Gorge and Trafalgar Falls

The Trafalgar waterfalls, each a masterpiece carved by the hands of time, stand as testaments to the island's raw, untouched beauty. From the majestic heights …More

4.8 (5)

Relax in Hot Springs and swim in Titou Gorge and Trafalgar Falls

The Trafalgar waterfalls, each a masterpiece carved by the hands of time, stand as testaments to the island's raw, untouched beauty. From the majestic heights...

4 hours 30 minutes Free Cancellation

4.8 (5)

from
$110

River Rafting Limestone Massage and Shopping Tour in Montego bay

River rafting with Pontime tours in Jamaica provides a peaceful and tranquil experience, away from the hustle and bustle of the city. It's an opportunity …More

Montego Bay, Jamaica

5.0 (8)

River Rafting Limestone Massage and Shopping Tour in Montego bay

River rafting with Pontime tours in Jamaica provides a peaceful and tranquil experience, away from the hustle and bustle of the city. It's an opportunity...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (8)

from
$130

Charter your own speed-boat for a half day and watch the sun dip below the horizon on your own private boat cruise in St. Maarten. …More

5.0 (3)

Sint Maarten Private Sunset Cruise

Charter your own speed-boat for a half day and watch the sun dip below the horizon on your own private boat cruise in St. Maarten....

1 hour 30 minutes Free Cancellation

5.0 (3)

from
$103

Welcome to an adventure in the heart of nature, guided by a wildlife and health enthusiast – me, your local island forager naturopath! Prepare for …More

5.0 (7)

Wildlife Hike Middleham Falls

Welcome to an adventure in the heart of nature, guided by a wildlife and health enthusiast – me, your local island forager naturopath! Prepare for...

2 to 3 hours Free Cancellation

5.0 (7)

from
$91

We will walk a path, crossing challenging climbs and exhilarating descents in the middle of wild vegetation that we will learn to recognize. Reaching the …More

5.0 (7)

Magical Hike: Fresh Water Lake

We will walk a path, crossing challenging climbs and exhilarating descents in the middle of wild vegetation that we will learn to recognize. Reaching the...

3 hours Free Cancellation

5.0 (7)

from
$80

Taxi to Shirley heights lookout Sunday social package

From 4pm until 10pm every Sunday, party until the sun goes down on another week with drink, a barbecue, local bands playing a mixture of …More

Five Islands Village, Antigua and Barbuda

4.3 (15)

Taxi to Shirley heights lookout Sunday social package

From 4pm until 10pm every Sunday, party until the sun goes down on another week with drink, a barbecue, local bands playing a mixture of...

6 hours 30 minutes Hotel pickup offered Free Cancellation

4.3 (15)

from
$85

Amber Cove, Taino Bay Waterfalls and Buggy with Local Food Tour

Damajaguas is the most Spectacular series of Water Falls and Canyons at Puerto Plata. 7 Water Falls is for all the Family. After a Moderate …More

Puerto Plata, Dominican Republic

5.0 (9)

Amber Cove, Taino Bay Waterfalls and Buggy with Local Food Tour

Damajaguas is the most Spectacular series of Water Falls and Canyons at Puerto Plata. 7 Water Falls is for all the Family. After a Moderate...

5 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$290

Witness nature’s breathtakingly beautiful crystallized limestone cavern, the Harrison’s Cave, on this 2.5-hour professionally guided tour. Discover one of Barbados’ natural wonders and enjoy an …More

4.2 (13)

Harrison's Cave Tour from Bridgetown

2 hours 30 minutes Hotel pickup offered Free Cancellation

4.2 (13)

from
$125

Private Tour in Miches with La Jarda Waterfall Experience

The tour starts at Magua Community where we will have meet the local hiking guides to hike to the National Park Salto de La Jalda, …More

4.7 (13)

Private Tour in Miches with La Jarda Waterfall Experience

The tour starts at Magua Community where we will have meet the local hiking guides to hike to the National Park Salto de La Jalda,...

10 hours 12 minutes Free Cancellation

4.7 (13)

from
$180

Saona Island Excursion by Catamaran and Speedboat (Full Day)

Morning pickup in Punta Cana or Bavaro means you begin the day stress-free. Enjoy the scenery on the way to Bayahibe, where you board either …More

4.8 (5)

Saona Island Excursion by Catamaran and Speedboat (Full Day)

Morning pickup in Punta Cana or Bavaro means you begin the day stress-free. Enjoy the scenery on the way to Bayahibe, where you board either...

10 hours Hotel pickup offered Free Cancellation

4.8 (5)

from
$95

Santo Domingo City Tour from Punta Cana (full day)

Get ready to board a comfortable air-conditioned bus and immerse yourself in our culture and heritage. Come with us and discover the first city of …More

Santo Domingo, Dominican Republic

4.0 (1)

Santo Domingo City Tour from Punta Cana (full day)

Get ready to board a comfortable air-conditioned bus and immerse yourself in our culture and heritage. Come with us and discover the first city of...

8 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$109

Private Instagramable Places in Old San Juan Tour

Old San Juan is so beautiful and has tons of amazing places that just makes the perfect background for an amazing picture. Whether or not …More

4.8 (9)

Private Instagramable Places in Old San Juan Tour

Old San Juan is so beautiful and has tons of amazing places that just makes the perfect background for an amazing picture. Whether or not...

2 hours 30 minutes Free Cancellation

4.8 (9)

from
$200

Discover the sweet, spirited, and scenic sides of Grenada on this half-day guided tour. Start with breathtaking coastal views from Quarantine Point, explore the history …More

St. George's, Grenada

4.7 (10)

Taste of Grenada: Rum Hopping & Lunch

Discover the sweet, spirited, and scenic sides of Grenada on this half-day guided tour. Start with breathtaking coastal views from Quarantine Point, explore the history...

3 to 4 hours Hotel pickup offered Free Cancellation

4.7 (10)

from
$120

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

5.0 (9)

Blue Hole Secret Falls 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...

6 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$100

Window Cave and Indian Cave private tour with an archaeologist as guide

Explore the famous Window Cave and Indian Cave with an Archaeologist as your guide! Ride in the comfort of our Audi Q7 luxury SUV! In …More

4.6 (10)

Window Cave and Indian Cave private tour with an archaeologist as guide

Explore the famous Window Cave and Indian Cave with an Archaeologist as your guide! Ride in the comfort of our Audi Q7 luxury SUV! In...

5 to 6 hours Hotel pickup offered Free Cancellation

4.6 (10)

from
$195

Montego Bay Shore Excursion: Doctor's Cave Beach & Montego Bay City Highlights

This half day tour is a very unique one where you get to see and gather firsthand experience downtown Montego Bay in it's finest. It …More

Montego Bay, Jamaica

5.0 (2)

Montego Bay Shore Excursion: Doctor's Cave Beach & Montego Bay City Highlights

This half day tour is a very unique one where you get to see and gather firsthand experience downtown Montego Bay in it's finest. It...

6 hours Free Cancellation

5.0 (2)

from
$100

Island Eco Farm Tour with Local Treats and Sapphire Beach Time

Discover the Heart of Island Agriculture and Sapphire Beach Bliss. We warmly invite you to join our one-hour guided tour of our family-owned farm, where …More

Cruz Bay, US Virgin Islands

5.0 (5)

Island Eco Farm Tour with Local Treats and Sapphire Beach Time

Discover the Heart of Island Agriculture and Sapphire Beach Bliss. We warmly invite you to join our one-hour guided tour of our family-owned farm, where...

3 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$27

Dune Buggy Adventure from Amber Cove and Taino Bay Puerto Plata

Embark on a unique adventure with our exciting Family/friends buggy tour! Explore breathtaking landscapes as you travel through the mountains and experience the authentic lifestyle …More

4.3 (11)

Dune Buggy Adventure from Amber Cove and Taino Bay Puerto Plata

Embark on a unique adventure with our exciting Family/friends buggy tour! Explore breathtaking landscapes as you travel through the mountains and experience the authentic lifestyle...

160 to 180 minutes Free Cancellation

4.3 (11)

from
$130

We are the only excursion that allows you to drive the boat during this private excursion. We are the only boat that sails in the …More

5.0 (6)

Private Sunset Sail

We are the only excursion that allows you to drive the boat during this private excursion. We are the only boat that sails in the...

2 hours Free Cancellation

5.0 (6)

from
$650

Rafting and Shopping from Bahia Principe Escape Runaway Bay

Prepare to be captivated by the serene beauty of the Rio Nuevo River as you drift along on traditional bamboo rafts. Immerse yourself in the …More

Runaway Bay, Jamaica

5.0 (5)

Rafting and Shopping from Bahia Principe Escape Runaway Bay

Prepare to be captivated by the serene beauty of the Rio Nuevo River as you drift along on traditional bamboo rafts. Immerse yourself in the...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$92

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?