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 →

Visit one of the oldest cities in the world, San Juan, founded by the Spanish in 1521 AD. Get to know Old San Juan's history and …More

4.7 (49)

Old San Juan Deluxe Walking Tour

Visit one of the oldest cities in the world, San Juan, founded by the Spanish in 1521 AD. Get to know Old San Juan's history and...

2 hours 15 minutes Free Cancellation

4.7 (49)

from
$71

Nature Lovers: Taste of Grenada Private Tour

This tour is both enjoyable and informative. As clients are driven from site to site, our certified tour operators provide interesting information about Grenada's history, …More

St. George's, Grenada

4.9 (60)

Nature Lovers: Taste of Grenada Private Tour

This tour is both enjoyable and informative. As clients are driven from site to site, our certified tour operators provide interesting information about Grenada's history,...

5 hours Hotel pickup offered Free Cancellation

4.9 (60)

from
$130

Fast Track On Arrival at St Lucia Airport & Round Trip Transfer

VIP Meet and Greet with Fast Track processing is an ideal way to start your vacation on the tropical island of St. Lucia. After your …More

4.9 (29)

Fast Track On Arrival at St Lucia Airport & Round Trip Transfer

VIP Meet and Greet with Fast Track processing is an ideal way to start your vacation on the tropical island of St. Lucia. After your...

20 to 40 minutes Free Cancellation

4.9 (29)

from
$149

Saona Island is a tropical paradise located in the heart of the Caribbean, part of the Cotubanamá National Park in the Dominican Republic. Famous for …More

Punta Cana, Dominican Republic

4.9 (68)

Full Day Tour in Isla Saona with Guide

Saona Island is a tropical paradise located in the heart of the Caribbean, part of the Cotubanamá National Park in the Dominican Republic. Famous for...

9 hours Hotel pickup offered Free Cancellation

4.9 (68)

from
$99

Historical 18th Century Estate Tour with Coconut Tasting

Take a trip back in time to the 18th Century on Morne Coubaril's grand estate. Enjoy stepping back into time viewing the replica stick huts once …More

4.6 (60)

Historical 18th Century Estate Tour with Coconut Tasting

Take a trip back in time to the 18th Century on Morne Coubaril's grand estate. Enjoy stepping back into time viewing the replica stick huts once...

30 minutes Free Cancellation

4.6 (60)

from
$12

Discover the beauty, history, and culture of Barbados on this unforgettable island tour. Begin with a visit to a stunning tropical garden, beautifully created within …More

Speightstown, Barbados

4.6 (74)

Hunte's Gardens & St Nicholas Abbey

Discover the beauty, history, and culture of Barbados on this unforgettable island tour. Begin with a visit to a stunning tropical garden, beautifully created within...

5 hours Hotel pickup offered Free Cancellation

4.6 (74)

from
$160

Build Your Private Charter: Snorkel, Stingrays, or Bio

**Accommodates up to 7 Passengers** Personalized Experience: Our small group sizes ensure a more intimate and personalized experience. You’ll have plenty of opportunities to ask …More

Grand Cayman, Cayman Islands

5.0 (41)

Build Your Private Charter: Snorkel, Stingrays, or Bio

**Accommodates up to 7 Passengers** Personalized Experience: Our small group sizes ensure a more intimate and personalized experience. You’ll have plenty of opportunities to ask...

2 to 4 hours Free Cancellation

5.0 (41)

from
$500

Death in Paradise, Catherine’s Bar Cuisine & Botanical Garden

Follow in the footsteps of Mattie, Naomi, Sebastian and Mervin on this Death in Paradise tour in Guadeloupe, departing from the cruise terminal in Pointe-à-Pitre. …More

Grande-Terre Island, Guadeloupe

5.0 (95)

Death in Paradise, Catherine’s Bar Cuisine & Botanical Garden

Follow in the footsteps of Mattie, Naomi, Sebastian and Mervin on this Death in Paradise tour in Guadeloupe, departing from the cruise terminal in Pointe-à-Pitre....

6 hours 30 minutes Free Cancellation

5.0 (95)

from
$119

3hr Clear Kayak Tour of Mangroves, Marine Life and Iguanas

Go beyond the mangroves on this 3-hour clear kayak adventure. Paddle through crystal-clear waters spotting turtles, baby sharks, and stingrays, then step ashore at Iguana …More

4.7 (29)

3hr Clear Kayak Tour of Mangroves, Marine Life and Iguanas

Go beyond the mangroves on this 3-hour clear kayak adventure. Paddle through crystal-clear waters spotting turtles, baby sharks, and stingrays, then step ashore at Iguana...

3 hours Free Cancellation

4.7 (29)

from
$114

Half Day Icacos Island with Roundtrip Transport from San Juan

Embark on the ultimate tropical escape with our 4-Hour Snorkeling and Beach Tour to Icacos Island! This Half-day adventure takes you to the pristine shores …More

Isla Verde, Puerto Rico

4.9 (41)

Half Day Icacos Island with Roundtrip Transport from San Juan

Embark on the ultimate tropical escape with our 4-Hour Snorkeling and Beach Tour to Icacos Island! This Half-day adventure takes you to the pristine shores...

6 hours Hotel pickup offered Free Cancellation

4.9 (41)

from
$289

Come experience this relaxing and informative scenic tour with your knowledgeable, courteous and informative driver. Taking a scenic ride through the town of Ocho Rios, …More

Kingston, Jamaica

5.0 (60)

Private Sightseeing Tour from Ocho Rios

Come experience this relaxing and informative scenic tour with your knowledgeable, courteous and informative driver. Taking a scenic ride through the town of Ocho Rios,...

3 hours Hotel pickup offered Free Cancellation

5.0 (60)

from
$50

Providenciales Private Boat Tour: Snorkeling & Island Hopping

Your own boat, a local crew, and four hours to enjoy Turks and Caicos from the water. Depart from Providenciales for a private half-day charter …More

5.0 (28)

Providenciales Private Boat Tour: Snorkeling & Island Hopping

Your own boat, a local crew, and four hours to enjoy Turks and Caicos from the water. Depart from Providenciales for a private half-day charter...

4 hours Hotel pickup offered Free Cancellation

5.0 (28)

from
$151

Rose Island Perfect Beach Day and Turtle Viewing Group Getaway

If your ideal vacation means slowing down, soaking up the sun, and embracing the laid-back Caribbean vibe, this experience is tailor-made for you! Escape the …More

4.6 (23)

Rose Island Perfect Beach Day and Turtle Viewing Group Getaway

If your ideal vacation means slowing down, soaking up the sun, and embracing the laid-back Caribbean vibe, this experience is tailor-made for you! Escape the...

4 hours Free Cancellation

4.6 (23)

from
$59

Our tour is not just like any common tour we introduced this unique vehicles so we can add some fun, adventure and excitements to your …More

Willemstad, Curacao

4.4 (314)

TukTuk’s Adventure Fun Tour in Curaçao

Our tour is not just like any common tour we introduced this unique vehicles so we can add some fun, adventure and excitements to your...

3 hours Hotel pickup offered Free Cancellation

4.4 (314)

from
$52

Cristal Half Day Friendly Island Snorkeling Tour

Under water museum fee is INCLUDED in the trip. Whether you're seeking adventure, or simply enjoying the island's relaxed ambiance, this half day tour offers …More

5.0 (33)

Cristal Half Day Friendly Island Snorkeling Tour

Under water museum fee is INCLUDED in the trip. Whether you're seeking adventure, or simply enjoying the island's relaxed ambiance, this half day tour offers...

3 hours 15 minutes Free Cancellation

5.0 (33)

from
$89

Unlike any other jetski adventure in Curaçao, this tour gives you the best of both worlds: open ocean thrills and serene coastal beauty. • Starts …More

4.8 (61)

Jetski Adventure Piscadera

Unlike any other jetski adventure in Curaçao, this tour gives you the best of both worlds: open ocean thrills and serene coastal beauty. • Starts...

45 minutes Free Cancellation

4.8 (61)

from
$135

Small Group ATV Tour in Punta Cana: Jungle & River Adventure

Enjoy an exciting small-group ATV adventure: discover secret wild beaches for secluded swimming, away from the crowds. Travel through palm groves, cross scenic mountain trails, …More

Punta Cana, Dominican Republic

5.0 (67)

Small Group ATV Tour in Punta Cana: Jungle & River Adventure

Enjoy an exciting small-group ATV adventure: discover secret wild beaches for secluded swimming, away from the crowds. Travel through palm groves, cross scenic mountain trails,...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (67)

from
$88

Welcome to DOMITAI PARK, where adventure and culture meet in the Dominican Republic! Dive into the vibrant Dominican culture while enjoying thrilling activities. Explore the …More

Punta Cana, Dominican Republic

4.8 (209)

Domitai Park Tour with Lunch

Welcome to DOMITAI PARK, where adventure and culture meet in the Dominican Republic! Dive into the vibrant Dominican culture while enjoying thrilling activities. Explore the...

8 hours Hotel pickup offered Free Cancellation

4.8 (209)

from
$129

Grand Cayman Stingray City Sandbar Catamaran Sunset Tour

Set sail on a 2-hour journey aboard the Buccaneer Catamaran, your gateway to the enchanting Stingray City Sandbar. This unforgettable experience allows you to interact …More

Grand Cayman, Cayman Islands

4.9 (78)

Grand Cayman Stingray City Sandbar Catamaran Sunset Tour

Set sail on a 2-hour journey aboard the Buccaneer Catamaran, your gateway to the enchanting Stingray City Sandbar. This unforgettable experience allows you to interact...

2 hours Free Cancellation

4.9 (78)

from
$59

Dindin’s Biobay Tours-CLEAR BOTTOM KAYAKS Tour in Mosquito Bay

Immerse yourself in the enchanting waters of Mosquito Bay on this captivating one-hour night kayak tour. Paddle through one of the world’s brightest bioluminescent bay, …More

Vieques, Puerto Rico

4.3 (108)

Dindin’s Biobay Tours-CLEAR BOTTOM KAYAKS Tour in Mosquito Bay

Immerse yourself in the enchanting waters of Mosquito Bay on this captivating one-hour night kayak tour. Paddle through one of the world’s brightest bioluminescent bay,...

1 hour 30 minutes Free Cancellation

4.3 (108)

from
$67

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?