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 →

East Coast Horseback Riding & Waterfall Excursion

The only horseback riding tour on island which provides you with a wild life and historical experience. You will learn about the ancient people of …More

Anse La Raye, St Lucia

4.9 (38)

East Coast Horseback Riding & Waterfall Excursion

The only horseback riding tour on island which provides you with a wild life and historical experience. You will learn about the ancient people of...

2 to 4 hours Hotel pickup offered Free Cancellation

4.9 (38)

from
$165

Private Transportation from Montego Bay to Appleton Estate & Pelican Bar

This tour is a compact tour inter twine with know hows and fun filled boat ride excursion. A rich vibe secluded chill spot out in …More

Lucea, Jamaica

5.0 (58)

Private Transportation from Montego Bay to Appleton Estate & Pelican Bar

This tour is a compact tour inter twine with know hows and fun filled boat ride excursion. A rich vibe secluded chill spot out in...

6 hours Hotel pickup offered Free Cancellation

5.0 (58)

from
$136

Are you ready for a fun-filled day exploring Barbados? Your adventure begins at the Barbados Wildlife Reserve, where you’ll watch the playful green monkeys being …More

4.5 (24)

Barbados Shore Excursion Surf and Turf

Are you ready for a fun-filled day exploring Barbados? Your adventure begins at the Barbados Wildlife Reserve, where you’ll watch the playful green monkeys being...

7 hours Free Cancellation

4.5 (24)

from
$119

Authentic El Yunque Rainforest Adventure — Waterfalls & Slides

Unleash your inner explorer in Puerto Rico’s legendary El Yunque Rainforest! Meet your guide at Farmacia Caridad in Fajardo and follow in convoy to our …More

Fajardo, Puerto Rico

5.0 (56)

Authentic El Yunque Rainforest Adventure — Waterfalls & Slides

Unleash your inner explorer in Puerto Rico’s legendary El Yunque Rainforest! Meet your guide at Farmacia Caridad in Fajardo and follow in convoy to our...

4 hours Free Cancellation

5.0 (56)

from
$45

St Lucia Bamboo Rafting Experience (+Rum Tasting)

Slow down and experience Saint Lucia at a more relaxed pace with bamboo rafting and optional local rum tasting surrounded by lush tropical scenery. Unlike …More

Gros Islet, St Lucia

4.9 (37)

St Lucia Bamboo Rafting Experience (+Rum Tasting)

Slow down and experience Saint Lucia at a more relaxed pace with bamboo rafting and optional local rum tasting surrounded by lush tropical scenery. Unlike...

4 hours Hotel pickup offered Free Cancellation

4.9 (37)

from
$140

Buggies & Horseback Riding in Punta Cana: Double the Thrill +

Discover Punta Cana and Bavaro with an experience that combines two activities: trek along adrenaline-filled roads in buggies and enjoy a relaxing horseback ride, always …More

Punta Cana, Dominican Republic

4.8 (41)

Buggies & Horseback Riding in Punta Cana: Double the Thrill +

Discover Punta Cana and Bavaro with an experience that combines two activities: trek along adrenaline-filled roads in buggies and enjoy a relaxing horseback ride, always...

4 hours Hotel pickup offered Free Cancellation

4.8 (41)

from
$107

3 Hours Half Day Tour Buggy Macao Beach cenote Hotel Pickup

This tour is recommended for lovers of history, culture and outdoor life with authorized and 100% professional guides who will make your trip an unforgettable …More

Punta Cana, Dominican Republic

4.8 (58)

3 Hours Half Day Tour Buggy Macao Beach cenote Hotel Pickup

This tour is recommended for lovers of history, culture and outdoor life with authorized and 100% professional guides who will make your trip an unforgettable...

4 hours Hotel pickup offered Free Cancellation

4.8 (58)

from
$33

Punta Cana Horseback Ride: Jungle, Macao Beach & Free Pick Up

Step into a world of natural wonder and beauty with our Horseback Riding Tour in Playa Macao, Punta Cana. Discover the Dominican culture making a …More

Punta Cana, Dominican Republic

4.8 (40)

Punta Cana Horseback Ride: Jungle, Macao Beach & Free Pick Up

Step into a world of natural wonder and beauty with our Horseback Riding Tour in Playa Macao, Punta Cana. Discover the Dominican culture making a...

4 hours Hotel pickup offered Free Cancellation

4.8 (40)

from
$37

Punta Cana VIP Buggy Tour: Cave, Macao Beach & Free Pick-Up

Our journey begins as you take the wheel of our powerful Offroad VIP Predator, ready to conquer the rugged terrain of Punta Cana's jungle. Feel …More

Punta Cana, Dominican Republic

4.8 (42)

Punta Cana VIP Buggy Tour: Cave, Macao Beach & Free Pick-Up

Our journey begins as you take the wheel of our powerful Offroad VIP Predator, ready to conquer the rugged terrain of Punta Cana's jungle. Feel...

4 hours Hotel pickup offered Free Cancellation

4.8 (42)

from
$28

Half Day ATV tours with coffee & chocolate tasting

Combine several different adventure activities on a single half-day tour from Punta Cana. Hop on board a powerful all-terrain vehicle, built for the rugged terrain …More

Punta Cana, Dominican Republic

4.9 (52)

Half Day ATV tours with coffee & chocolate tasting

Combine several different adventure activities on a single half-day tour from Punta Cana. Hop on board a powerful all-terrain vehicle, built for the rugged terrain...

3 hours Hotel pickup offered Free Cancellation

4.9 (52)

from
$60

1 Hour Jet Ski Tour in the Virgin Islands from Westin St. John

Zoom out of Great Cruz Bay and follow our guide through the pristine waters of the Caribbean between St. Thomas and St. John in the …More

4.9 (39)

1 Hour Jet Ski Tour in the Virgin Islands from Westin St. John

Zoom out of Great Cruz Bay and follow our guide through the pristine waters of the Caribbean between St. Thomas and St. John in the...

1 hour Free Cancellation

4.9 (39)

from
$169

Dunn's River Falls & Blue Hole tour from Montego bay & Falmouth.

Explore two of Jamaica's most visited natural treasure.Book with us for a safe enjoyable moment where you will be picked up from your desired location …More

Runaway Bay, Jamaica

5.0 (43)

Dunn's River Falls & Blue Hole tour from Montego bay & Falmouth.

Explore two of Jamaica's most visited natural treasure.Book with us for a safe enjoyable moment where you will be picked up from your desired location...

7 hours Hotel pickup offered Free Cancellation

5.0 (43)

from
$142

Deluxe Sunset and Saxophone Sail on Luxury Catamaran

What could be a better end to a day full of Caribbean sun and surf than a relaxing sunset sail aboard a luxury sailing catamaran? …More

4.8 (55)

Deluxe Sunset and Saxophone Sail on Luxury Catamaran

What could be a better end to a day full of Caribbean sun and surf than a relaxing sunset sail aboard a luxury sailing catamaran?...

90 to 120 minutes Free Cancellation

4.8 (55)

from
$139

Enjoy the Grand Tour of Willemstad in the comfort of a tuktuk vehicle. Learn all about the extensive history of this 'UNESCO World Heritage City, …More

4.4 (183)

Curacao TukTuk City Tour

Enjoy the Grand Tour of Willemstad in the comfort of a tuktuk vehicle. Learn all about the extensive history of this 'UNESCO World Heritage City,...

1 hour Free Cancellation

4.4 (183)

from
$25

The excursion begins in Dominicus, through the main road till you enter to a beautiful trail by the sea that takes us to the small …More

La Romana, Dominican Republic

4.6 (24)

Bayahibe E-Bike Tour

The excursion begins in Dominicus, through the main road till you enter to a beautiful trail by the sea that takes us to the small...

2 to 3 hours Hotel pickup offered Free Cancellation

4.6 (24)

from
$65

If you are looking for a tour to put the icing on the cake before you leave Puerto Rico, I have the tour for you! …More

5.0 (28)

Salto de Pilar Cliff Jumping Tour

If you are looking for a tour to put the icing on the cake before you leave Puerto Rico, I have the tour for you!...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (28)

from
$85

Negril Seven Mile beach and Rick’s Cafe from Montego Bay

Tour is accessible by the entire family from young to old as it is more of a relaxing tour.Get to see two of jamaica's most …More

Negril, Jamaica

4.7 (27)

Negril Seven Mile beach and Rick’s Cafe from Montego Bay

Tour is accessible by the entire family from young to old as it is more of a relaxing tour.Get to see two of jamaica's most...

6 to 7 hours Hotel pickup offered Free Cancellation

4.7 (27)

from
$80

Gibbs Cay Stingray & Conch Cultural Experience

Get away from the crowds and join Exclusive Escapes, where we specialize in small-group experiences rooted in the culture and natural heritage of Grand Turk. …More

4.9 (222)

Gibbs Cay Stingray & Conch Cultural Experience

Get away from the crowds and join Exclusive Escapes, where we specialize in small-group experiences rooted in the culture and natural heritage of Grand Turk....

2 hours Free Cancellation

4.9 (222)

from
$128

5 activities in 1 Day, Buggies,Horseback Riding,Zipline.City Tour

We are the only ones in Punta Cana that combine 5 activities in one day: Horseback Ride – Higuey City Tour – Zipline – Dune …More

Punta Cana, Dominican Republic

4.7 (30)

5 activities in 1 Day, Buggies,Horseback Riding,Zipline.City Tour

We are the only ones in Punta Cana that combine 5 activities in one day: Horseback Ride – Higuey City Tour – Zipline – Dune...

6 hours Hotel pickup offered Free Cancellation

4.7 (30)

from
$100

Damajagua Waterfalls for Cruise Ship Passengers

One of the top ten things to do in Puerto Plata and the most exhilarating shore excursions for adventure seekers! Jump, slide and swim through …More

4.9 (362)

Damajagua Waterfalls for Cruise Ship Passengers

One of the top ten things to do in Puerto Plata and the most exhilarating shore excursions for adventure seekers! Jump, slide and swim through...

5 hours Free Cancellation

4.9 (362)

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?