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 San Juan Sunset Harbor Boat Ride Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Full-Day Aruba History and Must-See Landmarks Tour 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 →

Capture the magic of exotic Dutch St. Maarten by waters and sail aboard a motorized Catamaran, accommodating both open air sunshine and partially shaded coolness, …More

Grand Case, St Maarten

Two Beach Discovery by Catamaran

Capture the magic of exotic Dutch St. Maarten by waters and sail aboard a motorized Catamaran, accommodating both open air sunshine and partially shaded coolness,...

4 hours Hotel pickup offered Free Cancellation

from
$4,700

Enjoy the beautiful pineapple city while: Snorkeling at Spanish Wells Reef Swimming with Turtles in Lower Bogue. Swimming with pigs, Ducks or even a dog. …More

Escape to Eleuthera

Enjoy the beautiful pineapple city while: Snorkeling at Spanish Wells Reef Swimming with Turtles in Lower Bogue. Swimming with pigs, Ducks or even a dog....

8 hours Free Cancellation

from
$4,500

Get to know the ancient and modern city! Get to know the Old and modern City! Taste flavors of typical foods- fruits, drinks, rum cake, …More

Explore and Taste Nassau

Get to know the ancient and modern city! Get to know the Old and modern City! Taste flavors of typical foods- fruits, drinks, rum cake,...

4 hours Free Cancellation

from
$75

Private Tour Sail in Virgin Islands National Park

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of St. Thomas as you make your way …More

Cruz Bay, US Virgin Islands

Private Tour Sail in Virgin Islands National Park

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of St. Thomas as you make your way...

5 hours Hotel pickup offered

from
$650

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Willemstad as you make your way to …More

Full Day Private Boat Trip to Klein Curacao

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Willemstad as you make your way to...

8 hours Hotel pickup offered

from
$597

Private Half-Day Party Boat Tour from Punta Cana with Drinks

Enjoy our beautiful private boat with your friends or family where you can navigate the beautiful waters of Bavaro Punta Cana, you can celebrate your …More

Punta Cana, Dominican Republic

Private Half-Day Party Boat Tour from Punta Cana with Drinks

Enjoy our beautiful private boat with your friends or family where you can navigate the beautiful waters of Bavaro Punta Cana, you can celebrate your...

4 hours Hotel pickup offered Free Cancellation

from
$1,200

Spend a different time on board this boat animated by staff who will make you enjoy a pleasant time. A great way to spend a …More

Punta Cana, Dominican Republic

Private Party Boat from Punta Cana

Spend a different time on board this boat animated by staff who will make you enjoy a pleasant time. A great way to spend a...

3 hours Hotel pickup offered Free Cancellation

from
$1,100

Blue Mountain Tour: A Half-Day Escape from Kingston

Embark on a breathtaking journey through Kingston’s Blue Mountains on this half-day tour. Feel the excitement as you drive through the vibrant streets of Kingston, …More

Kingston, Jamaica

Blue Mountain Tour: A Half-Day Escape from Kingston

Embark on a breathtaking journey through Kingston’s Blue Mountains on this half-day tour. Feel the excitement as you drive through the vibrant streets of Kingston,...

5 hours Hotel pickup offered

from
$992

Kingston’s Cultural Pulse: Private Full-Day Tour

Embark on a cultural journey through Kingston, Jamaica, and let the city’s heartbeat guide you through historical marvels and musical milestones. This private, full-day tour …More

Kingston, Jamaica

Kingston’s Cultural Pulse: Private Full-Day Tour

Embark on a cultural journey through Kingston, Jamaica, and let the city’s heartbeat guide you through historical marvels and musical milestones. This private, full-day tour...

8 hours Hotel pickup offered

from
$986

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Saint-Martin as you make your way to …More

Private Tour Spectacular St. Maarten: 360°

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Saint-Martin as you make your way to...

6 hours Hotel pickup offered

from
$443

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Saint-Martin as you make your way to …More

Private Tour 3 Island Snorkeling Delight from St. Maarten

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Saint-Martin as you make your way to...

9 hours Hotel pickup offered

from
$517

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Saint-Martin as you make your way to …More

Private Tour St Maarten Flying Dutchman, Schooner Ride & more

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Saint-Martin as you make your way to...

8 hours Hotel pickup offered

from
$660

This Multi-day Group Tour Will Take You To 6 Of The Best Beaches Of The Dominican Republic in 7 Days. It Includes All The Basics …More

7 Days, 6 Beaches: All-Inclusive Dominican Escape

This Multi-day Group Tour Will Take You To 6 Of The Best Beaches Of The Dominican Republic in 7 Days. It Includes All The Basics...

7 days

from
$2,199

Punta Cana Sunset Private Yacht Cruise with BBQ and Open Bar

Enjoy an unforgettable experience with our sunset yacht excursion in Punta Cana. Sail through the crystal-clear Caribbean waters as the sun sets on the horizon, …More

Punta Cana, Dominican Republic

Punta Cana Sunset Private Yacht Cruise with BBQ and Open Bar

Enjoy an unforgettable experience with our sunset yacht excursion in Punta Cana. Sail through the crystal-clear Caribbean waters as the sun sets on the horizon,...

4 hours Hotel pickup offered Free Cancellation

from
$1,360

5-Day Luxury ADULT ONLY Vacation in Negril

Embark on an unforgettable Jamaican journey starting with a luxurious 5-day stay at Hedonism II, where indulgence reigns supreme. Then, venture to the iconic Rick's …More

Montego Bay, Jamaica

5-Day Luxury ADULT ONLY Vacation in Negril

Embark on an unforgettable Jamaican journey starting with a luxurious 5-day stay at Hedonism II, where indulgence reigns supreme. Then, venture to the iconic Rick's...

5 days Hotel pickup offered Free Cancellation

from
$2,150

Punta Cana Private Catamaran – Exclusive Snorkel & Sail Adventure

This is an excellent way to spend amazing time with your family and friends if you want to get an unforgettable experience on an exiting …More

Punta Cana, Dominican Republic

Punta Cana Private Catamaran – Exclusive Snorkel & Sail Adventure

This is an excellent way to spend amazing time with your family and friends if you want to get an unforgettable experience on an exiting...

3 hours Hotel pickup offered

from
$1,025

Half-Day Private Catamaran And Dunn's River Falls Tour in Ocho

Basically this family friendly tour is perfect for a birthday. Cruise to Dunn's River Falls aboard a catamaran on this 3.5-hour excursion. Sail to a …More

Trelawny, Jamaica

Half-Day Private Catamaran And Dunn's River Falls Tour in Ocho

Basically this family friendly tour is perfect for a birthday. Cruise to Dunn's River Falls aboard a catamaran on this 3.5-hour excursion. Sail to a...

3 to 4 hours Hotel pickup offered Free Cancellation

from
$3,400

Montego Bay Tour to Blue Hole & Dunns River Falls

Embark on a thrilling 8-hour journey from Montego Bay to explore the captivating Blue Hole and the iconic Dunn’s River Falls. This private tour invites …More

Montego Bay, Jamaica

Montego Bay Tour to Blue Hole & Dunns River Falls

Embark on a thrilling 8-hour journey from Montego Bay to explore the captivating Blue Hole and the iconic Dunn’s River Falls. This private tour invites...

8 hours Hotel pickup offered

from
$1,094

This private tour of Port au Prince/Kenscoff and Jacmel sets off with pickup from the airport, your hotel. You will visit a number of sites …More

PAP Kenscoff and Jacmel Tour From Haiti

This private tour of Port au Prince/Kenscoff and Jacmel sets off with pickup from the airport, your hotel. You will visit a number of sites...

6 days

from
$2,500

Gozalandia waterfall and natural swimming pools are breathtaking and must see, we will visit two of gozalandia waterfalls and natural lagoon pools on the first …More

Crash boat beach with snorkeling and Gozalandia waterfalls

Gozalandia waterfall and natural swimming pools are breathtaking and must see, we will visit two of gozalandia waterfalls and natural lagoon pools on the first...

8 to 10 hours Hotel pickup offered Free Cancellation

from
$1,200

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

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?