Top Caribbean Luxury & Special Occasions

Q: Which Caribbean Luxury & Special Occasions have Instant Confirmation?

Caribbean Luxury & Special Occasions with Instant Confirmation include: San Juan Guided Turtle Snorkel Tour and Complimentary Videos Top Rated El Yunque Rainforest & Waterslide – SmallGroup Tour Island Jeep Safari with Natural Pool Baby Beach and Lunch Aruba UTV & ATV Adventure Half-Day Yunque Rainforest Waterslide & rope swing Guided Tour 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: Island Jeep Safari with Natural Pool Baby Beach and Lunch Aruba UTV & ATV Adventure Aruba UTV Adventure: Animal Garden, North Coast & Andicuri Beach Monkeyland and Plantation Safari Tour from Punta Cana Full-Day Santo Domingo City Tour from Punta Cana 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 →

7Mile Beach/Ricks Cafe Tour with Free Shopping from Montego Bay

Escape the bustle of Montego Bay and unwind on Jamaica’s west coast with this unforgettable day trip to Negril—a perfect blend of relaxation, local flavor, …More

Negril, Jamaica

4.7 (3)

7Mile Beach/Ricks Cafe Tour with Free Shopping from Montego Bay

Escape the bustle of Montego Bay and unwind on Jamaica’s west coast with this unforgettable day trip to Negril—a perfect blend of relaxation, local flavor,...

4 to 5 hours Hotel pickup offered Free Cancellation

4.7 (3)

from
$58

St.Lucia Taste & Culture Tour:Scenic Views, Local Food & Villages

Explore the stunning west coast of Saint Lucia on a delightful sightseeing journey. Starting from Gros Islet, this tour takes you through quaint fishing villages, …More

Soufriere, St Lucia

4.7 (3)

St.Lucia Taste & Culture Tour:Scenic Views, Local Food & Villages

Explore the stunning west coast of Saint Lucia on a delightful sightseeing journey. Starting from Gros Islet, this tour takes you through quaint fishing villages,...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (3)

from
$185

Enjoy a relaxing day at one of Bonaire’s most beautiful and unique spots – Sorobon Beach at Lac Bay. Your driver will pick you up …More

4.3 (3)

4 Hours Sorobon Beach Excursion

Enjoy a relaxing day at one of Bonaire’s most beautiful and unique spots – Sorobon Beach at Lac Bay. Your driver will pick you up...

4 hours 30 minutes Free Cancellation

4.3 (3)

from
$37

Full Day Samana Tour with Waterfall Adventure and Bacardi Island

Explore the stunning beauty of Samana on a full-day tour from Punta Cana. Start your adventure with a visit to a breathtaking waterfall, where you …More

Punta Cana, Dominican Republic

4.3 (3)

Full Day Samana Tour with Waterfall Adventure and Bacardi Island

Explore the stunning beauty of Samana on a full-day tour from Punta Cana. Start your adventure with a visit to a breathtaking waterfall, where you...

8 hours Free Cancellation

4.3 (3)

from
$117

Ocho Rios Shore Excursion: Dunn's River Falls, Beach and Shopping Tour

Climb to the top of the famous Dunn's River Falls, snorkel and tan on the beach, shop the duty-free stores in Ocho Rios and enjoy …More

Ocho Rios, Jamaica

4.5 (2)

Ocho Rios Shore Excursion: Dunn's River Falls, Beach and Shopping Tour

Climb to the top of the famous Dunn's River Falls, snorkel and tan on the beach, shop the duty-free stores in Ocho Rios and enjoy...

4 hours Free Cancellation

4.5 (2)

from
$93

There is a magical feeling to the area of Old San Juan known for its rich history, five century old forts, romantic ambiance and old …More

4.5 (2)

Old San Juan Walking Tour

There is a magical feeling to the area of Old San Juan known for its rich history, five century old forts, romantic ambiance and old...

2 hours Free Cancellation

4.5 (2)

from
$56

Rainforest Waterslide and Riverpool Beach Tour in Puerto Rico

The tour begins with a thrilling ride down a natural water slide, surrounded by lush tropical vegetation and the sound of rushing water. Next, you'll …More

4.5 (2)

Rainforest Waterslide and Riverpool Beach Tour in Puerto Rico

The tour begins with a thrilling ride down a natural water slide, surrounded by lush tropical vegetation and the sound of rushing water. Next, you'll...

6 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$79

Irie Blue Hole and Secret Falls Adventure Tour from Runaway Bay

Come on this epic rainforest adventure through the hills of Ocho Rios and experience the Jamaican way of life! Visit the famous Blue Hole and …More

Runaway Bay, Jamaica

4.5 (2)

Irie Blue Hole and Secret Falls Adventure Tour from Runaway Bay

Come on this epic rainforest adventure through the hills of Ocho Rios and experience the Jamaican way of life! Visit the famous Blue Hole and...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.5 (2)

from
$233

Appleton Estate Rum Tour and Tasting from Falmouth

Go on a journey to the picturesque south coast of Jamaica on a visit to the Appleton Estate, home of the finest rum in the …More

Falmouth, Jamaica

4.5 (2)

Appleton Estate Rum Tour and Tasting from Falmouth

Go on a journey to the picturesque south coast of Jamaica on a visit to the Appleton Estate, home of the finest rum in the...

6 to 8 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$315

Tour along the Atlantic Coast to the little remote village of Speyside. Board a glass bottom boat to “Little Tobago”, and then dock for an …More

4.5 (2)

Little Tobago Glass Bottom Boat Tour

Tour along the Atlantic Coast to the little remote village of Speyside. Board a glass bottom boat to “Little Tobago”, and then dock for an...

8 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$150

Embark on a delightful journey into the heart of the Dominican Republic’s rich agricultural heritage. Walk through lush coffee fields, learn about the process of …More

Punta Cana, Dominican Republic

4.5 (2)

Coffee and Chocolate Plantation Tour

Embark on a delightful journey into the heart of the Dominican Republic’s rich agricultural heritage. Walk through lush coffee fields, learn about the process of...

3 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$55

Bonaire: Private Tour of the South and Sorobon Beach in Spanish

Discover the south of Bonaire and enjoy time swimming in the turquoise waters of Sorobon Beach! This totally private tour combines the island's most famous …More

Kralendijk, Bonaire

4.5 (2)

Bonaire: Private Tour of the South and Sorobon Beach in Spanish

Discover the south of Bonaire and enjoy time swimming in the turquoise waters of Sorobon Beach! This totally private tour combines the island's most famous...

2 to 5 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$65

• Rio Seco Waterfall is among Trinidad’s most stunning waterfalls. While, by far not the tallest, Waterfall this place mostly for its wide deep basin …More

4.5 (2)

Rio Seco Waterfall

• Rio Seco Waterfall is among Trinidad’s most stunning waterfalls. While, by far not the tallest, Waterfall this place mostly for its wide deep basin...

7 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$129

Snorkeling at Catalina Island & Altos de Chavón Full Day Tour

Discover the Best of the Dominican Republic with Our Catalina Island & Altos de Chavón Full-Day Caribbean Adventure! Immerse yourself in the natural beauty and …More

La Romana, Dominican Republic

4.5 (2)

Snorkeling at Catalina Island & Altos de Chavón Full Day Tour

Discover the Best of the Dominican Republic with Our Catalina Island & Altos de Chavón Full-Day Caribbean Adventure! Immerse yourself in the natural beauty and...

8 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$129

Half Day Punta Cana Buggy Tour with Macao Beach and Cenote

Experience the ultimate adventure in Punta Cana with our half-day tour, where you can save time and money by combining multiple activities into one thrilling …More

Punta Cana, Dominican Republic

4.5 (2)

Half Day Punta Cana Buggy Tour with Macao Beach and Cenote

Experience the ultimate adventure in Punta Cana with our half-day tour, where you can save time and money by combining multiple activities into one thrilling...

3 to 4 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$99

Embark on an exhilarating ATV adventure through Jamaica's bush trails. Feel the power beneath you as you conquer diverse terrains, from lush rainforests to rugged …More

Montego Bay, Jamaica

4.5 (2)

Bush Trails Excursion ATV/Buggy Tour

Embark on an exhilarating ATV adventure through Jamaica's bush trails. Feel the power beneath you as you conquer diverse terrains, from lush rainforests to rugged...

3 to 4 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$195

The perfect place to experience authentic Jamaica where locals and visitors alike take advantage of this Jamaican gem. Located off the beaten path on the …More

Negril, Jamaica

4.5 (2)

Black River Safari and YS Water Falls

The perfect place to experience authentic Jamaica where locals and visitors alike take advantage of this Jamaican gem. Located off the beaten path on the...

5 to 6 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$55

The Rose Hall Great House is one of the most famous structures in Jamaica. It became famous as the owner Annie Palmer, was a black …More

Montego Bay, Jamaica

4.5 (2)

Day Tour to Rose Hall Great House

The Rose Hall Great House is one of the most famous structures in Jamaica. It became famous as the owner Annie Palmer, was a black...

1 to 2 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$71

Our tour is unique because we live what we talk about. This is an authentic and has people friendly tour guides. We are from the …More

Kingston, Jamaica

4.5 (2)

Innercity Tour

Our tour is unique because we live what we talk about. This is an authentic and has people friendly tour guides. We are from the...

9 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$80

Punta Cana Shopping Guided Tour with FREE Transportation Included

AVAILABLE JUST IN PUNTA CANA ! Explore the shopping paradise in Punta Cana! Discover an endless variety of authentic and unique products, from exquisite rum …More

4.5 (2)

Punta Cana Shopping Guided Tour with FREE Transportation Included

AVAILABLE JUST IN PUNTA CANA ! Explore the shopping paradise in Punta Cana! Discover an endless variety of authentic and unique products, from exquisite rum...

2 hours Free Cancellation

4.5 (2)

from
$5

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?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Luxury & Special Occasions are:

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?