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 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 →

Vi Top Taxi &Tours USVI-St Thomas Private Group-Island Tour

VI Top Taxi offers a private group tour in St. Thomas Island. This tour can provide from 1 to 14 people comfortably. This is a …More

Cruz Bay, US Virgin Islands

5.0 (49)

Vi Top Taxi &Tours USVI-St Thomas Private Group-Island Tour

VI Top Taxi offers a private group tour in St. Thomas Island. This tour can provide from 1 to 14 people comfortably. This is a...

6 hours Hotel pickup offered Free Cancellation

5.0 (49)

from
$780

Vi Top Taxi & Tours USVI-Scenic Island Tour,St. Thomas

A trip to St. Thomas is exactly the Caribbean vacation you dream of. Spectacular views, paradise beaches, calypso music, culture and history-straight out of a …More

Cruz Bay, US Virgin Islands

4.8 (49)

Vi Top Taxi & Tours USVI-Scenic Island Tour,St. Thomas

A trip to St. Thomas is exactly the Caribbean vacation you dream of. Spectacular views, paradise beaches, calypso music, culture and history-straight out of a...

2 to 3 hours Hotel pickup offered Free Cancellation

4.8 (49)

from
$50

Given every half hour, our guided tours are both informative and interactive. A knowledgeable guide will first introduce the adult emus and ostriches. You will …More

4.7 (54)

Aruba Ostrich Farm Tour with Lunch

Given every half hour, our guided tours are both informative and interactive. A knowledgeable guide will first introduce the adult emus and ostriches. You will...

1 to 2 hours Free Cancellation

4.7 (54)

from
$38

Providenciales Island Tours of Turks and Caicos

N & G Provo Island Touring is the best island tours on the island, our Island Tour Guide are originally from the island of Providenciales, …More

4.8 (58)

Providenciales Island Tours of Turks and Caicos

N & G Provo Island Touring is the best island tours on the island, our Island Tour Guide are originally from the island of Providenciales,...

4 hours Hotel pickup offered Free Cancellation

4.8 (58)

from
$400

Full Day Santo Domingo City Tour: History of the Caribbean From Punta Cana

Immerse yourself in the city culture, history, and architecture of Santo Domingo on this full-day city sightseeing tour from Punta Cana. Highlights include Casa de …More

Punta Cana, Dominican Republic

4.1 (67)

Full Day Santo Domingo City Tour: History of the Caribbean From Punta Cana

Immerse yourself in the city culture, history, and architecture of Santo Domingo on this full-day city sightseeing tour from Punta Cana. Highlights include Casa de...

7 to 8 hours Hotel pickup offered Free Cancellation

4.1 (67)

from
$75

USDA El Yunque National Forest and Luquillo Beach Tour

El Yunque National Forest Adventure: Discover, Delight, Dive! Unveil Nature's Treasure: Embark on an exploration of the USDA National Forest of El Yunque. Encounter the …More

Luquillo, Puerto Rico

4.8 (12)

USDA El Yunque National Forest and Luquillo Beach Tour

El Yunque National Forest Adventure: Discover, Delight, Dive! Unveil Nature's Treasure: Embark on an exploration of the USDA National Forest of El Yunque. Encounter the...

6 hours Hotel pickup offered Free Cancellation

4.8 (12)

from
$79

Private Whale and Dolphin Whale Watching Boat Tour

Whale and dolphin watching in Dominica is an exhilarating experience for nature and animal enthusiasts. Our tours are typically conducted on smaller vessels, either 25, …More

4.6 (28)

Private Whale and Dolphin Whale Watching Boat Tour

Whale and dolphin watching in Dominica is an exhilarating experience for nature and animal enthusiasts. Our tours are typically conducted on smaller vessels, either 25,...

3 hours Hotel pickup offered

4.6 (28)

from
$2,300

Discover the real taste of Trinidad in one unforgettable morning. Explore two vibrant local markets and enjoy authentic Trinidadian street food, from hot doubles to …More

5.0 (21)

Saturday Markets & Brunch Tour

Discover the real taste of Trinidad in one unforgettable morning. Explore two vibrant local markets and enjoy authentic Trinidadian street food, from hot doubles to...

3 hours Free Cancellation

5.0 (21)

from
$64

Booze Cruise Party Boat in Punta Cana (Half Day)

We invite you to join the wildest booze cruise in Punta Cana for a day of sun, fun that definitely you won't forget! We pick …More

Punta Cana, Dominican Republic

5.0 (1)

Booze Cruise Party Boat in Punta Cana (Half Day)

We invite you to join the wildest booze cruise in Punta Cana for a day of sun, fun that definitely you won't forget! We pick...

3 hours Free Cancellation

5.0 (1)

from
$79

Private Off-Road Adventure to Cave Pool and Tres Trapi

This tour takes you to the Casibari Rock Formation where you get to climb the rock and take panoramic pictures of Aruba. We will continue …More

Oranjestad, Aruba

5.0 (5)

Private Off-Road Adventure to Cave Pool and Tres Trapi

This tour takes you to the Casibari Rock Formation where you get to climb the rock and take panoramic pictures of Aruba. We will continue...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$89

Semi - Private Spanish Lagoon Culture Heritage E-Bike Experience

Discover Aruba sustainably on a 4 to 5 hour e-bike journey for small groups of up to 4, from the city’s waterfront to tranquil rural …More

5.0 (4)

Semi - Private Spanish Lagoon Culture Heritage E-Bike Experience

Discover Aruba sustainably on a 4 to 5 hour e-bike journey for small groups of up to 4, from the city’s waterfront to tranquil rural...

4 to 5 hours Free Cancellation

5.0 (4)

from
$175

This is Punta Cana like you’ve never imagined. Parasailing is a thrilling activity that’ll have you whooping over the Caribbean. After pick-up, head to Corales …More

Punta Cana, Dominican Republic

4.8 (25)

Parasailing in Bavaro

This is Punta Cana like you’ve never imagined. Parasailing is a thrilling activity that’ll have you whooping over the Caribbean. After pick-up, head to Corales...

2 hours Hotel pickup offered Free Cancellation

4.8 (25)

from
$57

This unique, customised, and family friendly tour is the only one being offered in St. Kitts that takes in the Wingfield Estate and rustic St …More

4.2 (64)

Saint Kitts Train Trek

This unique, customised, and family friendly tour is the only one being offered in St. Kitts that takes in the Wingfield Estate and rustic St...

3 hours Hotel pickup offered Free Cancellation

4.2 (64)

from
$140

Stingray City, Coral Gardens & Frankie's Local Lunch & Juice

Friendly, responsible, and courteous staff that guides and informs our clients of all courtesies available to them. This would include free on-board refreshments, very tentative …More

Seven Mile Beach, Cayman Islands

4.8 (6)

Stingray City, Coral Gardens & Frankie's Local Lunch & Juice

Friendly, responsible, and courteous staff that guides and informs our clients of all courtesies available to them. This would include free on-board refreshments, very tentative...

4 hours Hotel pickup offered Free Cancellation

4.8 (6)

from
$68

DG Tours And Transportation offer one of a find service, completely private just you, your family and the driver. The Driver will not leave you …More

Negril, Jamaica

4.8 (44)

Negril Shopping And Rick's Café

DG Tours And Transportation offer one of a find service, completely private just you, your family and the driver. The Driver will not leave you...

4 to 5 hours Hotel pickup offered Free Cancellation

4.8 (44)

from
$30

2-Hour Luxury Axopar Private Charter! Explore the Turks in style!

Relax on the sundeck of our stylish Axopar while your private Captain navigates you through the emerald waters of Grace Bay. Snorkel at the 3rd …More

5.0 (8)

2-Hour Luxury Axopar Private Charter! Explore the Turks in style!

Relax on the sundeck of our stylish Axopar while your private Captain navigates you through the emerald waters of Grace Bay. Snorkel at the 3rd...

2 hours Free Cancellation

5.0 (8)

from
$995

Explore peninsula of Samana coast on horseback riding this 1.5-hour adventure from Rancho Playa in La Barbacoa. Follow your expert guide through the countryside on …More

4.8 (51)

Ride Horses on the Beach

Explore peninsula of Samana coast on horseback riding this 1.5-hour adventure from Rancho Playa in La Barbacoa. Follow your expert guide through the countryside on...

2 to 3 hours Free Cancellation

4.8 (51)

from
$75

Journey into the past on this full-day tour of Puerto Rico's human history. Your private group (no larger than 6 people) will be guided by …More

5.0 (42)

The Taino Route

Journey into the past on this full-day tour of Puerto Rico's human history. Your private group (no larger than 6 people) will be guided by...

8 hours Hotel pickup offered Free Cancellation

5.0 (42)

from
$210

Saona Island is the most popular excursion offered in the Dominican Republic. The island is a natural park (protected as a natural reserve) it’s a …More

Punta Cana, Dominican Republic

4.1 (9)

Punta Cana : Saona Island Day Tour

Saona Island is the most popular excursion offered in the Dominican Republic. The island is a natural park (protected as a natural reserve) it’s a...

8 hours Hotel pickup offered Free Cancellation

4.1 (9)

from
$80

Saona Island Day Trip with Lunch, Transportation and Drinks

Just imagine the scenery: beaches with turquoise waters, wild vegetation everywhere, giant starfish, sea turtles, golden sand, coral reefs and a festive atmosphere. This and …More

3.7 (14)

Saona Island Day Trip with Lunch, Transportation and Drinks

Just imagine the scenery: beaches with turquoise waters, wild vegetation everywhere, giant starfish, sea turtles, golden sand, coral reefs and a festive atmosphere. This and...

8 hours 10 minutes Hotel pickup offered Free Cancellation

3.7 (14)

from
$55

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?