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 →

Full Day West Coast Adventure in Puerto Rico

Embark on the ultimate Puerto Rico west coast adventure, where every moment is designed to inspire and amaze! From the dramatic ocean views at Guajataca …More

4.7 (15)

Full Day West Coast Adventure in Puerto Rico

Embark on the ultimate Puerto Rico west coast adventure, where every moment is designed to inspire and amaze! From the dramatic ocean views at Guajataca...

10 hours Free Cancellation

4.7 (15)

from
$200

Enjoy the beautiful scenery and desert landscape Aruba has to offer with our Can am Defender 570 cc on this 8 hour UTV (Utility Terrain …More

Oranjestad, Aruba

4.9 (319)

Aruba Rental Explore On Your Own

Enjoy the beautiful scenery and desert landscape Aruba has to offer with our Can am Defender 570 cc on this 8 hour UTV (Utility Terrain...

8 hours Hotel pickup offered Free Cancellation

4.9 (319)

from
$246

Come ready to eat dark chocolate while learning about what you're eating on this one hour tour. This tasty, chocolatey tour explores the history and …More

4.9 (111)

Chocolate Factory Tour in Barbados

Come ready to eat dark chocolate while learning about what you're eating on this one hour tour. This tasty, chocolatey tour explores the history and...

1 hour Free Cancellation

4.9 (111)

from
$25

We offer a scenic tour that highlights St. Kitts’ rich history, culture, and natural beauty. Our tour begins in Historic Basseterre, where you’ll explore landmarks …More

5.0 (44)

Ken's Scenic Tour

We offer a scenic tour that highlights St. Kitts’ rich history, culture, and natural beauty. Our tour begins in Historic Basseterre, where you’ll explore landmarks...

3 hours Hotel pickup offered Free Cancellation

5.0 (44)

from
$78

Ocho Rios Scenic, Shopping and Lunch Tour

Enjoy an amazing day out in Jamaica exploring local culture and stunning scenery. Emerse yourself in this world know captivating, vibrant culture of amazing art, …More

Kingston, Jamaica

4.9 (44)

Ocho Rios Scenic, Shopping and Lunch Tour

Enjoy an amazing day out in Jamaica exploring local culture and stunning scenery. Emerse yourself in this world know captivating, vibrant culture of amazing art,...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (44)

from
$45

Come enjoy a relaxing Halfday snorkeling trip with us as we cruise along the west coast of Grenada to make our way to the iconic …More

5.0 (44)

Half Day Snorkeling Trip in Grenada

Come enjoy a relaxing Halfday snorkeling trip with us as we cruise along the west coast of Grenada to make our way to the iconic...

4 hours Free Cancellation

5.0 (44)

from
$85

Negril Beach Beach Ricks Cafe and Sunset Tour

Negril is one of the better known Resort Towns in Jamaica. It has the best beaches in Jamaica, beautiful sunset and famous for cliff diving …More

Montego Bay, Jamaica

4.9 (29)

Negril Beach Beach Ricks Cafe and Sunset Tour

Negril is one of the better known Resort Towns in Jamaica. It has the best beaches in Jamaica, beautiful sunset and famous for cliff diving...

6 to 8 hours Hotel pickup offered Free Cancellation

4.9 (29)

from
$220

Providenciales ATV/UTV Beach Bounce Tour

Our tour is the perfect blend of adventure, safety, and fun! With our brand-new fleet of high-performance vehicles, you'll experience the thrill of navigating scenic …More

4.9 (53)

Providenciales ATV/UTV Beach Bounce Tour

Our tour is the perfect blend of adventure, safety, and fun! With our brand-new fleet of high-performance vehicles, you'll experience the thrill of navigating scenic...

2 hours Free Cancellation

4.9 (53)

from
$179

Experience the thrill of adventure and history on our exclusive night tour in Punta Cana! Speed through the Dominican countryside on private dirt tracks as …More

Punta Cana, Dominican Republic

4.8 (51)

Unique Night Tour

Experience the thrill of adventure and history on our exclusive night tour in Punta Cana! Speed through the Dominican countryside on private dirt tracks as...

6 hours Hotel pickup offered Free Cancellation

4.8 (51)

from
$122

The Original Underwater Sculpture Park Snorkel Tour

Discover St Maarten’s one-of-a-kind underwater sculpture park, Under SXM, with the people who know it best — the creators, builders, and owners of the park …More

4.8 (159)

The Original Underwater Sculpture Park Snorkel Tour

Discover St Maarten’s one-of-a-kind underwater sculpture park, Under SXM, with the people who know it best — the creators, builders, and owners of the park...

2 hours Free Cancellation

4.8 (159)

from
$49

If you’re looking for an off-road adventure packed with excitement, stunning views, and a touch of island magic, this BlueFinn UTV tour is the perfect …More

5.0 (50)

Go West UTV Tour in Curacao

If you’re looking for an off-road adventure packed with excitement, stunning views, and a touch of island magic, this BlueFinn UTV tour is the perfect...

3 hours Free Cancellation

5.0 (50)

from
$229

Aruba Island Private Jeep Tour Arikok Park & Baby beach

Transfers from the port or hotels are included Ideal for first time travelers who are short time in Aruba Refreshments and one Local snack included …More

5.0 (43)

Aruba Island Private Jeep Tour Arikok Park & Baby beach

Transfers from the port or hotels are included Ideal for first time travelers who are short time in Aruba Refreshments and one Local snack included...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (43)

from
$800

Aruba Half day Private Jeep Tour - Sightseeing and more

100% private experience - No strangers - No rushing - just you, your group and a local guide dedicated to making your trip unfrogettable - …More

5.0 (47)

Aruba Half day Private Jeep Tour - Sightseeing and more

100% private experience - No strangers - No rushing - just you, your group and a local guide dedicated to making your trip unfrogettable -...

4 hours Hotel pickup offered Free Cancellation

5.0 (47)

from
$595

Port Royal (UNESCO World Heritage site)and Downtown Kingston Tour

Our history tours have been enjoyed by many visitors. We offer an enriching travel experience - accompanying and guiding visitors around Port Royal, a guided …More

Kingston, Jamaica

5.0 (25)

Port Royal (UNESCO World Heritage site)and Downtown Kingston Tour

Our history tours have been enjoyed by many visitors. We offer an enriching travel experience - accompanying and guiding visitors around Port Royal, a guided...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (25)

from
$110

This is the one of the only tours that you get a full circle of the island of Trinidad. Heading to San Fernando out of …More

4.6 (35)

Trinidad Island Circle Tour with Pickup

This is the one of the only tours that you get a full circle of the island of Trinidad. Heading to San Fernando out of...

7 hours Hotel pickup offered Free Cancellation

4.6 (35)

from
$135

*This tour/activity is for solo, couples, family trip or even a group trip. * The Blue Hole as mini caves, rope jumping , hiking and …More

Ocho Rios, Jamaica

5.0 (19)

Blue Hole Jamaica Transportation Only

*This tour/activity is for solo, couples, family trip or even a group trip. * The Blue Hole as mini caves, rope jumping , hiking and...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$50

Private Tour From Ocho Rios To Blue Hole Secret Falls and Shopping

WELCOME TO TOUR JAMAICA TODAY. The Blue Hole is a secluded area located in the hills of Ocho Rios, Jamaica. It is not commercialized in …More

Ocho Rios, Jamaica

5.0 (53)

Private Tour From Ocho Rios To Blue Hole Secret Falls and Shopping

WELCOME TO TOUR JAMAICA TODAY. The Blue Hole is a secluded area located in the hills of Ocho Rios, Jamaica. It is not commercialized in...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (53)

from
$75

From Punta Cana: Saona Island & Altos de Chavon Day Trip with Lunch and Open Bar

Your adventure will start at your Punta Cana hotel where you will be picked up by your friendly and professional tour guide that will offer …More

Punta Cana, Dominican Republic

4.5 (284)

From Punta Cana: Saona Island & Altos de Chavon Day Trip with Lunch and Open Bar

Your adventure will start at your Punta Cana hotel where you will be picked up by your friendly and professional tour guide that will offer...

10 hours Hotel pickup offered Free Cancellation

4.5 (284)

from
$99

We're taking you to the Super-Star of off-shore islands in the Dominican Republic. Think sun, sand, booze, boats and bikinis! You can thank us later …More

Punta Cana, Dominican Republic

4.3 (430)

Saona Island Excursion From Punta Cana

We're taking you to the Super-Star of off-shore islands in the Dominican Republic. Think sun, sand, booze, boats and bikinis! You can thank us later...

8 hours Hotel pickup offered Free Cancellation

4.3 (430)

from
$82

Embark on an unforgettable afternoon of fun and adventure with the Catamaran and Snorkeling Tour from Punta Cana! Immerse yourself in breathtaking coastal views, snorkel …More

Punta Cana, Dominican Republic

4.8 (167)

Party Boat Cruise from Punta Cana

Embark on an unforgettable afternoon of fun and adventure with the Catamaran and Snorkeling Tour from Punta Cana! Immerse yourself in breathtaking coastal views, snorkel...

3 to 4 hours Hotel pickup offered Free Cancellation

4.8 (167)

from
$89

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?