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 Full-Day Aruba History and Must-See Landmarks Tour Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Aruba UTV & ATV Adventure 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 →

Paradise Island Cayo Arena & Mangroves from Puerto Plata (Full Day)

Often called Paradise Island, Cayo Paraiso is an uninhabited island off the coast of Puerto Plata in the Dominican Republic. Speedboats take visitors on a …More

4.8 (5)

Paradise Island Cayo Arena & Mangroves from Puerto Plata (Full Day)

Often called Paradise Island, Cayo Paraiso is an uninhabited island off the coast of Puerto Plata in the Dominican Republic. Speedboats take visitors on a...

8 hours Hotel pickup offered Free Cancellation

4.8 (5)

from
$99

Go Kart and Highlights of Puerto Plata Half Day Tour

Join us on an exciting Go Kart tour and discover the beauty of this coastal city! You'll feel the adrenaline as you compete on the …More

Puerto Plata, Dominican Republic

5.0 (2)

Go Kart and Highlights of Puerto Plata Half Day Tour

Join us on an exciting Go Kart tour and discover the beauty of this coastal city! You'll feel the adrenaline as you compete on the...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$69

Once in Jamaica you need to experience the Blue Hole Adventure Tour. Enjoy round trip transportation fully air-condition for this Blue hole adventure tour from …More

Trelawny, Jamaica

5.0 (5)

Blue Hole Adventure Tour from Falmouth

Once in Jamaica you need to experience the Blue Hole Adventure Tour. Enjoy round trip transportation fully air-condition for this Blue hole adventure tour from...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$121

You get to travel the most beautiful historical places of Tobago. We take you to visit all the nicest and most famous beaches, including Englishman's …More

4.8 (8)

Island Tour (Food and Drinks include)

You get to travel the most beautiful historical places of Tobago. We take you to visit all the nicest and most famous beaches, including Englishman's...

3 hours 30 minutes Hotel pickup offered

4.8 (8)

from
$240

Jetski with Bamboo Rafting with limestone

Ready for the perfect mix of thrill and tranquility? Our exclusive jet ski and bamboo rafting combo takes you on a one-of-a-kind adventure that few …More

Lucea, Jamaica

5.0 (7)

Jetski with Bamboo Rafting with limestone

Ready for the perfect mix of thrill and tranquility? Our exclusive jet ski and bamboo rafting combo takes you on a one-of-a-kind adventure that few...

3 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$80

The secluded Pirate’s Bay is located in the cove adjacent to Man ‘o’ War Bay in the small fishing village of Charlotteville. Some historians report …More

5.0 (6)

Pirate's Bay Day Trip with Lunch

The secluded Pirate’s Bay is located in the cove adjacent to Man ‘o’ War Bay in the small fishing village of Charlotteville. Some historians report...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$185

Explore Montego Bay Jamaica, Horse Back Riding & Blue Hole Falls

This’s a easy access and CASHLESS HASSLE FREE DAY TOUR. That’s inclusive of Horse Back riding tour and Blue Hole River/falls fun fill day in …More

Runaway Bay, Jamaica

5.0 (9)

Explore Montego Bay Jamaica, Horse Back Riding & Blue Hole Falls

This’s a easy access and CASHLESS HASSLE FREE DAY TOUR. That’s inclusive of Horse Back riding tour and Blue Hole River/falls fun fill day in...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$231

Punta Cana Guided Tour with Tastings and Macao Beach

Experience Punta Cana like never before with our unique tour that combines culture, local flavors, and stunning landscapes. Explore vibrant markets, enjoy authentic Dominican cuisine, …More

Punta Cana, Dominican Republic

5.0 (1)

Punta Cana Guided Tour with Tastings and Macao Beach

Experience Punta Cana like never before with our unique tour that combines culture, local flavors, and stunning landscapes. Explore vibrant markets, enjoy authentic Dominican cuisine,...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$135

Prepare to be captivated by the serene beauty of the Rio Nuevo River as you drift along on traditional bamboo rafts. Immerse yourself in the …More

Kingston, Jamaica

5.0 (6)

Rafting and Shopping from Riu Ocho Rios

Prepare to be captivated by the serene beauty of the Rio Nuevo River as you drift along on traditional bamboo rafts. Immerse yourself in the...

3 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$45

This tour takes you to St. Nicholas Abbey Great House and Distillery where you learn about Barbados' rich past as well as the history of …More

Saint Joseph Parish, Barbados

4.1 (21)

Gardens & Abbey

This tour takes you to St. Nicholas Abbey Great House and Distillery where you learn about Barbados' rich past as well as the history of...

4 hours Hotel pickup offered Free Cancellation

4.1 (21)

from
$115

Grand Cayman Stingray City, Starfish Point & Reef Snorkel Tour

Experience three of Grand Cayman’s favorite marine adventures in one unforgettable day on the water. Meet the famous southern stingrays in the shallow, crystal-clear waters …More

Grand Cayman, Cayman Islands

5.0 (2)

Grand Cayman Stingray City, Starfish Point & Reef Snorkel Tour

Experience three of Grand Cayman’s favorite marine adventures in one unforgettable day on the water. Meet the famous southern stingrays in the shallow, crystal-clear waters...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$119

Dreamer Catamaran Montego Bay Cruise to Negril from Falmouth

Board a luxury catamaran and cruise along the colorful coast line from Montego Bay to Negril, famous for its white sandy beaches and gorgeous sunsets. …More

Montego Bay, Jamaica

5.0 (1)

Dreamer Catamaran Montego Bay Cruise to Negril from Falmouth

Board a luxury catamaran and cruise along the colorful coast line from Montego Bay to Negril, famous for its white sandy beaches and gorgeous sunsets....

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$244

This tour includes a trip to Rick's Cafe and shopping. Rick's Cafe is voted as one of the best bars in the world and is …More

Negril, Jamaica

5.0 (8)

Rick's Cafe & Shopping in Negril

This tour includes a trip to Rick's Cafe and shopping. Rick's Cafe is voted as one of the best bars in the world and is...

2 to 4 hours Free Cancellation

5.0 (8)

from
$20

Emerald Pool Trafalgar Falls Mega Fun Tour

Embark on an unforgettable FUNN adventure through Dominica! Begin with a refreshing dip at the Emerald Pool in the lush Morne Trois Pitons National Park. …More

5.0 (8)

Emerald Pool Trafalgar Falls Mega Fun Tour

Embark on an unforgettable FUNN adventure through Dominica! Begin with a refreshing dip at the Emerald Pool in the lush Morne Trois Pitons National Park....

5 hours 30 minutes Free Cancellation

5.0 (8)

from
$90

Puerto Plata Historic Town & Countryside - Amber Cove & Taino Bay

Join us for a day of active sightseeing in Puerto Plata’s historic center before heading to the Dominican Countryside. Brilliantly colorful Umbrella and Pink Streets …More

5.0 (3)

Puerto Plata Historic Town & Countryside - Amber Cove & Taino Bay

Join us for a day of active sightseeing in Puerto Plata’s historic center before heading to the Dominican Countryside. Brilliantly colorful Umbrella and Pink Streets...

4 hours 15 minutes Free Cancellation

5.0 (3)

from
$79

Board your bus for a 30 minute drive to the outskirts of Montego Bay and the “Shops of Rose Hall”, situated across from the Rose …More

Trelawny, Jamaica

5.0 (8)

Falmouth Shopping and Lunch Tour

Board your bus for a 30 minute drive to the outskirts of Montego Bay and the “Shops of Rose Hall”, situated across from the Rose...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (8)

from
$59

Private Half Day Tour of Roseau's Natural Beauty

Explore at your own pace with a fully private guided tour. Get ready to be awestruck by the breathtaking landscapes of Roseau on this nature …More

5.0 (1)

Private Half Day Tour of Roseau's Natural Beauty

Explore at your own pace with a fully private guided tour. Get ready to be awestruck by the breathtaking landscapes of Roseau on this nature...

4 hours Free Cancellation

5.0 (1)

from
$149

Private Full-Day Speed Boat Tour of St. Martin with Luxury Lunch

Durning your private luxury boat trip we will show you the best snorkelling spots and beaches of the island. We will visit Pinel and Tintamarre …More

5.0 (9)

Private Full-Day Speed Boat Tour of St. Martin with Luxury Lunch

Durning your private luxury boat trip we will show you the best snorkelling spots and beaches of the island. We will visit Pinel and Tintamarre...

8 hours Free Cancellation

5.0 (9)

from
$2,207

Full Day Tour of Negril Beach: Margaritaville & Rick's Cafe Live

Visiting Negril must be on the list of 'Things to do' while in Jamaica. It is a wholesome adventure which takes your along Jamaica's coast. …More

Montego Bay, Jamaica

4.9 (9)

Full Day Tour of Negril Beach: Margaritaville & Rick's Cafe Live

Visiting Negril must be on the list of 'Things to do' while in Jamaica. It is a wholesome adventure which takes your along Jamaica's coast....

5 to 7 hours Hotel pickup offered Free Cancellation

4.9 (9)

from
$57

Macao Beach ATV Tour from Punta Cana with Hotel Transfers

Experience an EXTREME experience at POLARIS ATV Excursions in Macau are one of the most popular in Punta Cana, this experience is an unforgettable half-day …More

Punta Cana, Dominican Republic

5.0 (5)

Macao Beach ATV Tour from Punta Cana with Hotel Transfers

Experience an EXTREME experience at POLARIS ATV Excursions in Macau are one of the most popular in Punta Cana, this experience is an unforgettable half-day...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (5)

from
$70

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?