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 →

Blue Hole Ocho Rios Day Trip From Montego Bay

The Blue Hole Is a hidden Gem in the hills of St Ann, this has become a main hot spot for travelers who are looking …More

Montego Bay, Jamaica

5.0 (1)

Blue Hole Ocho Rios Day Trip From Montego Bay

The Blue Hole Is a hidden Gem in the hills of St Ann, this has become a main hot spot for travelers who are looking...

1 hour Hotel pickup offered Free Cancellation

5.0 (1)

from
$100

Private Triple Action Pax (ATV, ZIPLINE and Blue hole) from Ochi

Come experience the heart-pumping adventure that is sure to turn up the thrill in every thrill seeker. No matter what your family fun vacation looks …More

Kingston, Jamaica

5.0 (1)

Private Triple Action Pax (ATV, ZIPLINE and Blue hole) from Ochi

Come experience the heart-pumping adventure that is sure to turn up the thrill in every thrill seeker. No matter what your family fun vacation looks...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$240

Private River Tubing Adventure in White River from Ocho Rios

Our private tour begins at the top of the white river which includes two tour guides normally one in front and one river guide at …More

Ocho Rios, Jamaica

5.0 (1)

Private River Tubing Adventure in White River from Ocho Rios

Our private tour begins at the top of the white river which includes two tour guides normally one in front and one river guide at...

1 hour 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$90

A party bus is a great option for tourists and locals so they can tour the best places in the area while enjoying the music …More

4.2 (5)

Private Party Bus Tour in Puerto Rico

A party bus is a great option for tourists and locals so they can tour the best places in the area while enjoying the music...

6 hours Free Cancellation

4.2 (5)

from
$850

Explore the heart of Bonaire with our Walking Tour with Lunch & Ice Cream—where both lunch and ice cream are included! This 3-hour guided experience …More

Kralendijk, Bonaire

5.0 (1)

Walking Tour with Lunch & Ice Cream

Explore the heart of Bonaire with our Walking Tour with Lunch & Ice Cream—where both lunch and ice cream are included! This 3-hour guided experience...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$55

Montego Bay’s Night Life Clubbing: Lounge 27/27 | Pier 1 | Taboo

Dance the night away on the Hip Strip in Montego Bay at the hottest clubs in town on our nightlife adventure. Some of the most …More

Trelawny, Jamaica

5.0 (1)

Montego Bay’s Night Life Clubbing: Lounge 27/27 | Pier 1 | Taboo

Dance the night away on the Hip Strip in Montego Bay at the hottest clubs in town on our nightlife adventure. Some of the most...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$99

Sunset Yacht Cruise Along Trinidad North West Coast

We cruise the beautiful waters along the North West Coast and Gulf of Paria, listen to the sounds of the sea and typical local music …More

5.0 (1)

Sunset Yacht Cruise Along Trinidad North West Coast

We cruise the beautiful waters along the North West Coast and Gulf of Paria, listen to the sounds of the sea and typical local music...

3 hours Free Cancellation

5.0 (1)

from
$227

4-Hour Guided Island Tour in Bonaire for Singles and Doubles

Embark on a personalized journey through the captivating island of Bonaire. Our exclusive guided tour ensures an intimate experience, allowing you to explore Bonaire's rich …More

5.0 (1)

4-Hour Guided Island Tour in Bonaire for Singles and Doubles

Embark on a personalized journey through the captivating island of Bonaire. Our exclusive guided tour ensures an intimate experience, allowing you to explore Bonaire's rich...

4 hours Free Cancellation

5.0 (1)

from
$320

Private Historical Santo Domingo Day Trip

Santo Domingo is a history and culture full city, as it is the first city founded in America. Here you can visit the first cathedral …More

Punta Cana, Dominican Republic

5.0 (1)

Private Historical Santo Domingo Day Trip

Santo Domingo is a history and culture full city, as it is the first city founded in America. Here you can visit the first cathedral...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$570

Ultimate Dunn's River Falls hike and swim and Natural wonder

Embark on an unforgettable adventure at Dunn’s River Falls & Park, Jamaica's most famous natural attraction, offering an experience that blends adventure, culture, and scenic …More

Montego Bay, Jamaica

5.0 (1)

Ultimate Dunn's River Falls hike and swim and Natural wonder

Embark on an unforgettable adventure at Dunn’s River Falls & Park, Jamaica's most famous natural attraction, offering an experience that blends adventure, culture, and scenic...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$141

Half Moon Bay Jet Ski Tour & Snorkeling the La Famille Shipwreck

Start your tour exploring the La Famille Shipwreck and snorkeling the crystal-clear waters of the Caicos Banks. The La Famille Express became firmly planted in …More

4.7 (3)

Half Moon Bay Jet Ski Tour & Snorkeling the La Famille Shipwreck

Start your tour exploring the La Famille Shipwreck and snorkeling the crystal-clear waters of the Caicos Banks. The La Famille Express became firmly planted in...

2 hours Free Cancellation

4.7 (3)

from
$490

Catamaran Cruise with Snorkeling and lunch on board!

Spend a beautiful day on the ocean , cruising along the coast line and enjoy an amazing scenery. Visit two different snorkeling spots. Enjoy the …More

Cabarete, Dominican Republic

3.9 (9)

Catamaran Cruise with Snorkeling and lunch on board!

Spend a beautiful day on the ocean , cruising along the coast line and enjoy an amazing scenery. Visit two different snorkeling spots. Enjoy the...

5 hours 15 minutes Hotel pickup offered Free Cancellation

3.9 (9)

from
$76

Full-Day Excursion to Discover Catalina Island with Lunch Option

Discover the unparalleled beauty of Catalina Island and the Chavon River with our exclusive adventure, designed for adventure seekers, families, and nature enthusiasts. Dive into the best …More

Punta Cana, Dominican Republic

5.0 (1)

Full-Day Excursion to Discover Catalina Island with Lunch Option

Discover the unparalleled beauty of Catalina Island and the Chavon River with our exclusive adventure, designed for adventure seekers, families, and nature enthusiasts. Dive into the best...

9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$149

Snorkeling and Shopping Tour in Montego Bay with pick up

Get ready for an unforgettable adventure with our "Snorkeling and Shopping Tour" in Montego Bay, Jamaica! First, plunge into the crystal-clear Caribbean waters for a …More

Negril, Jamaica

5.0 (1)

Snorkeling and Shopping Tour in Montego Bay with pick up

Get ready for an unforgettable adventure with our "Snorkeling and Shopping Tour" in Montego Bay, Jamaica! First, plunge into the crystal-clear Caribbean waters for a...

2 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$150

Private Family Walking Tour in Santo Domingo Cultural Legacy

This private family walking tour explores Santo Domingo Old Town, a UNESCO Heritage site rich in history older than the United States. You walk through …More

5.0 (1)

Private Family Walking Tour in Santo Domingo Cultural Legacy

This private family walking tour explores Santo Domingo Old Town, a UNESCO Heritage site rich in history older than the United States. You walk through...

2 hours Free Cancellation

5.0 (1)

from
$79

Bermuda Beach Bonfire with Dark and Stormy Cocktail Included

Enjoy a delicious complementary drink Have a relaxing evening along with a bonfire Delight yourself with an amazing view Spend a relaxing and fun time …More

5.0 (1)

Bermuda Beach Bonfire with Dark and Stormy Cocktail Included

Enjoy a delicious complementary drink Have a relaxing evening along with a bonfire Delight yourself with an amazing view Spend a relaxing and fun time...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$215

Dive into a magical night with the Luminous Lagoon Boat Tour in Falmouth Jamaica! Set off at sunset or a little after sunset for a …More

Montego Bay, Jamaica

4.0 (6)

Magical Luminous Lagoon

Dive into a magical night with the Luminous Lagoon Boat Tour in Falmouth Jamaica! Set off at sunset or a little after sunset for a...

2 to 3 hours Hotel pickup offered Free Cancellation

4.0 (6)

from
$80

NineMile Tour: Journey to Bob Marley’s Birthplace & Resting Place

The Bob Marley Nine Mile Tour is a journey to the heart of Jamaica, where reggae legend Bob Marley's story began. This tour takes you …More

Falmouth, Jamaica

5.0 (1)

NineMile Tour: Journey to Bob Marley’s Birthplace & Resting Place

The Bob Marley Nine Mile Tour is a journey to the heart of Jamaica, where reggae legend Bob Marley's story began. This tour takes you...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$94

Upon arrival at Nine Mile, you'll be immersed in the world of Bob Marley. You'll see his childhood home, which has been preserved over the …More

Ocho Rios, Jamaica

5.0 (1)

Bob Marley's Birthplace

Upon arrival at Nine Mile, you'll be immersed in the world of Bob Marley. You'll see his childhood home, which has been preserved over the...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$156

This is the ultimate authentic Jamaican experience. You will be greeted by your professional raft captain who aims to provide you with the best river …More

Montego Bay, Jamaica

5.0 (1)

Private Lethe Bamboo River Rafting Adventure Montego Bay Jamaica

This is the ultimate authentic Jamaican experience. You will be greeted by your professional raft captain who aims to provide you with the best river...

90 to 120 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$140

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?