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 Nassau Swimming Pigs: Snorkeling, Lunch & Private Beach Club 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 San Juan Sunset Harbor Boat Ride Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Full-Day Aruba History and Must-See Landmarks Tour 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 →

You will be filled with enticement of sampling a variety of Jamaica rum blend. Appleton Estate is pact with the experience of knowing how Appleton …More

Montego Bay, Jamaica

4.0 (1)

Appleton Estate Rum Private Tour

You will be filled with enticement of sampling a variety of Jamaica rum blend. Appleton Estate is pact with the experience of knowing how Appleton...

5 to 8 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$72

Dune Buggies and Cenote Cave Half Day Adventure

Dare yourself to go off-road and discover the wild landscapes around Punta Cana on this half-day buggy tour. Take the wheel and drive your own …More

Punta Cana, Dominican Republic

3.3 (8)

Dune Buggies and Cenote Cave Half Day Adventure

Dare yourself to go off-road and discover the wild landscapes around Punta Cana on this half-day buggy tour. Take the wheel and drive your own...

4 hours 30 minutes Hotel pickup offered Free Cancellation

3.3 (8)

from
$44

Full Dominican Adventure: Zipline, ATV Buggie, Horseback & Safari

Embark on the 'Full Dominican Adventure' from Santo Domingo, a day packed with thrilling activities in the Dominican Republic's stunning landscapes. Zipline Adventure: Start with …More

Santo Domingo, Dominican Republic

3.3 (3)

Full Dominican Adventure: Zipline, ATV Buggie, Horseback & Safari

Embark on the 'Full Dominican Adventure' from Santo Domingo, a day packed with thrilling activities in the Dominican Republic's stunning landscapes. Zipline Adventure: Start with...

10 to 12 hours Hotel pickup offered Free Cancellation

3.3 (3)

from
$176

Blue Mountain Coffee Tour From Runaway Bay

Leave the beaches of Runaway Bay behind and spend a day hiking in Jamaica’s Blue Mountains. Trek deep into the tropical rain forest and observe …More

Runaway Bay, Jamaica

3.7 (3)

Blue Mountain Coffee Tour From Runaway Bay

Leave the beaches of Runaway Bay behind and spend a day hiking in Jamaica’s Blue Mountains. Trek deep into the tropical rain forest and observe...

8 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$300

Puerto Plata Cultural City Tour – Half Day Experience

Discover the vibrant history and culture of Puerto Plata on a 5-hour tour designed to showcase the hidden treasures and iconic landmarks of this charming …More

Puerto Plata, Dominican Republic

3.7 (3)

Puerto Plata Cultural City Tour – Half Day Experience

Discover the vibrant history and culture of Puerto Plata on a 5-hour tour designed to showcase the hidden treasures and iconic landmarks of this charming...

4 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$60

Private Rio Bueno River Adventure from Runaway Bay Hotels

Experience a day where you indulge yourself in the most electrifying moments doing up to two water sports activities in the Rio Bueno River. Choose …More

Runaway Bay, Jamaica

4.0 (1)

Private Rio Bueno River Adventure from Runaway Bay Hotels

Experience a day where you indulge yourself in the most electrifying moments doing up to two water sports activities in the Rio Bueno River. Choose...

7 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$174

Catamaran Tour in Bavaro, Punta Cana – Snorkeling Experience

Explore the beauty of the Punta Cana coastline during our exclusive Bavaro Catamaran Tour. Enjoy the sounds of the Caribbean, relax, and feel the ocean …More

Punta Cana, Dominican Republic

3.7 (3)

Catamaran Tour in Bavaro, Punta Cana – Snorkeling Experience

Explore the beauty of the Punta Cana coastline during our exclusive Bavaro Catamaran Tour. Enjoy the sounds of the Caribbean, relax, and feel the ocean...

3 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$125

Private YS Falls & Appleton Estate Rum tour from Montego Bay

At YS Falls you can enjoy several activities. Take a refreshing swim in the natural pools, explore the lush surroundings, and experience the stunning waterfall. …More

Montego Bay, Jamaica

4.0 (1)

Private YS Falls & Appleton Estate Rum tour from Montego Bay

At YS Falls you can enjoy several activities. Take a refreshing swim in the natural pools, explore the lush surroundings, and experience the stunning waterfall....

7 hours 45 minutes Hotel pickup offered Free Cancellation

4.0 (1)

from
$259

Enjoy our new catamaran; Caribbean Sea ;. We will visit the Reserve "CENOTE",where we will swim in one of the most beautiful springs of crystalline …More

Punta Cana, Dominican Republic

3.0 (1)

Catamaran Caribbean Paradise

Enjoy our new catamaran; Caribbean Sea ;. We will visit the Reserve "CENOTE",where we will swim in one of the most beautiful springs of crystalline...

5 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$80

Bamboo Rafting, ATV and Ricks Café - Transportation not included

Packaged deal which includes: Bamboo Rafting, ATV, and the famous Rick's Cafe. Bamboo Rafting: Go rafting down the Lethe river and get a foot massage …More

Montego Bay, Jamaica

3.7 (3)

Bamboo Rafting, ATV and Ricks Café - Transportation not included

Packaged deal which includes: Bamboo Rafting, ATV, and the famous Rick's Cafe. Bamboo Rafting: Go rafting down the Lethe river and get a foot massage...

7 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$225

Home to the Caribbean's the best nightlife, join us and experience St Maarten's ethnic sounds, smells and tastes, on a safe date night tour while …More

Grand Case, St Maarten

3.5 (2)

St Maarten Date Night

Home to the Caribbean's the best nightlife, join us and experience St Maarten's ethnic sounds, smells and tastes, on a safe date night tour while...

4 hours Hotel pickup offered Free Cancellation

3.5 (2)

from
$225

Full day excursion to Saona Island from Uvero Alto wih snorkeling

Embark on a full-day adventure to explore the most impressive and hidden corners of Saona Island. Start by admiring Saona Marita Bay in Bayahibe, then …More

Punta Cana, Dominican Republic

4.0 (1)

Full day excursion to Saona Island from Uvero Alto wih snorkeling

Embark on a full-day adventure to explore the most impressive and hidden corners of Saona Island. Start by admiring Saona Marita Bay in Bayahibe, then...

8 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$170

We invite you to see the stunning landscapes of Dominican Republic as you make your way to Samana via bus and boat. You'll also stop …More

Punta Cana, Dominican Republic

3.7 (3)

Samana and Miches BALLENAS

We invite you to see the stunning landscapes of Dominican Republic as you make your way to Samana via bus and boat. You'll also stop...

7 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$140

4x4 ATV Adventure Dominican culture in Miches (Half Day)

Go off-road in the countrysides and mountains of Dominican Republic on this half-day ATV tour. ATVs have the ability to cover rugged terrain, allowing you …More

4.0 (1)

4x4 ATV Adventure Dominican culture in Miches (Half Day)

Go off-road in the countrysides and mountains of Dominican Republic on this half-day ATV tour. ATVs have the ability to cover rugged terrain, allowing you...

5 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$279

Punta Cana Jungle Safari & Authentic Dominican Culture with Lunch

This includes a horseback riding tour, where you''ll explore our culture. Then we'll enter the jungle to our plantation, there you'll learn to make chocolate …More

Punta Cana, Dominican Republic

3.7 (3)

Punta Cana Jungle Safari & Authentic Dominican Culture with Lunch

This includes a horseback riding tour, where you''ll explore our culture. Then we'll enter the jungle to our plantation, there you'll learn to make chocolate...

8 hours Hotel pickup offered Free Cancellation

3.7 (3)

from
$130

Zip Line Adventure from Punta Cana (Half Day)

Visit one of the largest Zip Line circuits in the Caribbean, installed by one of the most experienced builders in Costa Rica and certified by …More

Punta Cana, Dominican Republic

4.0 (1)

Zip Line Adventure from Punta Cana (Half Day)

Visit one of the largest Zip Line circuits in the Caribbean, installed by one of the most experienced builders in Costa Rica and certified by...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.0 (1)

from
$99

Puerto Plata: Waterfalls of Damajagua (SAFARI HALF DAY)

In the municipality of Imbert, we will discover the world-famous “Damajagua Waterfalls”. With the necessary equipment for the adventure, we walk through the Dominican rainforest, …More

Puerto Plata, Dominican Republic

4.0 (1)

Puerto Plata: Waterfalls of Damajagua (SAFARI HALF DAY)

In the municipality of Imbert, we will discover the world-famous “Damajagua Waterfalls”. With the necessary equipment for the adventure, we walk through the Dominican rainforest,...

4 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$69

Half Day Cultural Tour of the City of Puerto Plata Special for Cruise Ships

Save hours researching the best things to do in Puerto Plata and take this featured tour instead. Start the day with a convenient pickup, and …More

3.0 (2)

Half Day Cultural Tour of the City of Puerto Plata Special for Cruise Ships

Save hours researching the best things to do in Puerto Plata and take this featured tour instead. Start the day with a convenient pickup, and...

4 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$90

Dip in Laguna Azul (DuDu) from Puerto Plata & Playa Grande

Nature-loving travelers who want to experience the best of the Dominican Republic will enjoy this small-group tour to Blue Dudu Lagoon. The natural cenote surrounded …More

Puerto Plata, Dominican Republic

4.0 (1)

Dip in Laguna Azul (DuDu) from Puerto Plata & Playa Grande

Nature-loving travelers who want to experience the best of the Dominican Republic will enjoy this small-group tour to Blue Dudu Lagoon. The natural cenote surrounded...

6 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$100

Dunn's River Falls and Shopping Tour from Montego Bay

The world-renowned Dunn’s River Falls. Beautiful cascading waterfalls. A truly outstanding treasure offering 600 feet of climbing pleasure for thousands of visitors and locals every …More

Runaway Bay, Jamaica

4.0 (1)

Dunn's River Falls and Shopping Tour from Montego Bay

The world-renowned Dunn’s River Falls. Beautiful cascading waterfalls. A truly outstanding treasure offering 600 feet of climbing pleasure for thousands of visitors and locals every...

3 to 4 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$120

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?