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 →

Bamboo Rafting & Horseback -dunns river Transfer not included

Enjoy an authentic Bamboo Rafting with Limestone Massage Jamaica and create "Jungle Socks" that leave your skin feeling silky, smooth, and rejuvenated long after washing. …More

Montego Bay, Jamaica

4.2 (5)

Bamboo Rafting & Horseback -dunns river Transfer not included

Enjoy an authentic Bamboo Rafting with Limestone Massage Jamaica and create "Jungle Socks" that leave your skin feeling silky, smooth, and rejuvenated long after washing....

6 hours Hotel pickup offered Free Cancellation

4.2 (5)

from
$165

Stunning Antigua And Barbuda Island Tour

Explore the beauty of Antigua and Barbuda's natural offerings with a tour for all the senses. Our exciting excursions will have you feeling like you're …More

St John's, Antigua and Barbuda

3.9 (7)

Stunning Antigua And Barbuda Island Tour

Explore the beauty of Antigua and Barbuda's natural offerings with a tour for all the senses. Our exciting excursions will have you feeling like you're...

3 to 4 hours Hotel pickup offered Free Cancellation

3.9 (7)

from
$140

Full-day Santo Domingo Tour with Roundtrip Transfer from Airport to Hotel

In this tour you will enjoy the best of Santo Domingo, you will live an unforgettable experience going to the most etravagant places of Santo …More

Santo Domingo, Dominican Republic

4.3 (3)

Full-day Santo Domingo Tour with Roundtrip Transfer from Airport to Hotel

In this tour you will enjoy the best of Santo Domingo, you will live an unforgettable experience going to the most etravagant places of Santo...

10 hours Hotel pickup offered Free Cancellation

4.3 (3)

from
$100

María and Miguel stop El Limón waterfall with Lunch from Las Terrenas

A safe, fun and unforgettable excursion, perfect for those seeking adventure and interested in experiencing one of the most beautiful natural attractions in the Dominican …More

5.0 (1)

María and Miguel stop El Limón waterfall with Lunch from Las Terrenas

A safe, fun and unforgettable excursion, perfect for those seeking adventure and interested in experiencing one of the most beautiful natural attractions in the Dominican...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$60

Saona Island Day Trip + Lobsters Included

Saona island Saona Island is the most popular excursion offered in the Dominican Republic. The island is a natural park (protected as a natural reserve) …More

Punta Cana, Dominican Republic

4.2 (5)

Saona Island Day Trip + Lobsters Included

Saona island Saona Island is the most popular excursion offered in the Dominican Republic. The island is a natural park (protected as a natural reserve)...

8 hours Hotel pickup offered Free Cancellation

4.2 (5)

from
$225

Full Day Cultural Tour in Dominican Republic

Visit the most important of this city of Higüey, where you will know the stories of this area, you will visit the historical monument of …More

Punta Cana, Dominican Republic

5.0 (1)

Full Day Cultural Tour in Dominican Republic

Visit the most important of this city of Higüey, where you will know the stories of this area, you will visit the historical monument of...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$145

3 in 1 Activities in Punta Cana: Terracroos, horse back riding and parasailing

A unique 3 in 1 tour where at all times you will experience 100% adrenaline in parasailing and terracross. and also spend a unique moment …More

Punta Cana, Dominican Republic

5.0 (1)

3 in 1 Activities in Punta Cana: Terracroos, horse back riding and parasailing

A unique 3 in 1 tour where at all times you will experience 100% adrenaline in parasailing and terracross. and also spend a unique moment...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$240

Parada Maria y Miguel and the Limón Waterfall Tour from Samana

A safe, fun, and unforgettable excursion, perfect for those seeking adventure and interested in experiencing one of the most beautiful natural attractions in the Dominican …More

5.0 (1)

Parada Maria y Miguel and the Limón Waterfall Tour from Samana

A safe, fun, and unforgettable excursion, perfect for those seeking adventure and interested in experiencing one of the most beautiful natural attractions in the Dominican...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$80

María and Miguel stop - El Limón waterfall with lunch included from las Galeras

A safe, fun and unforgettable excursion, perfect for those seeking adventure and interested in experiencing one of the most beautiful natural attractions in the Dominican …More

Samaná, Dominican Republic

5.0 (1)

María and Miguel stop - El Limón waterfall with lunch included from las Galeras

A safe, fun and unforgettable excursion, perfect for those seeking adventure and interested in experiencing one of the most beautiful natural attractions in the Dominican...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$95

Catalina Island DayTrip + Great Snorkeling

We leave in the early hours of the morning from the hotels in Punta Cana and Bayahibe, buses with comfort and air conditioning, to reach …More

Punta Cana, Dominican Republic

3.7 (15)

Catalina Island DayTrip + Great Snorkeling

We leave in the early hours of the morning from the hotels in Punta Cana and Bayahibe, buses with comfort and air conditioning, to reach...

8 hours Hotel pickup offered Free Cancellation

3.7 (15)

from
$90

Artisan Puertorrican Winery and Distillery Tour

The visitor of PAPA PEDRO Wine & Distiller learn about the winery process. Also, the visitor learn about the distillery process. During the meeting can …More

5.0 (1)

Artisan Puertorrican Winery and Distillery Tour

The visitor of PAPA PEDRO Wine & Distiller learn about the winery process. Also, the visitor learn about the distillery process. During the meeting can...

1 to 2 hours Free Cancellation

5.0 (1)

from
$50

Ricks Cafe Sunset Experience with Bamboo Rafting and Foot Massage

This Combo tour gives travelers the opportunity to enjoy the Bamboo River Rafting and limestone foot massage tour in Montego bay combined with a trip …More

Montego Bay, Jamaica

5.0 (1)

Ricks Cafe Sunset Experience with Bamboo Rafting and Foot Massage

This Combo tour gives travelers the opportunity to enjoy the Bamboo River Rafting and limestone foot massage tour in Montego bay combined with a trip...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$125

Private Negril day tour and Ricks Cafe from Montego Bay Area

Head to the picturesque town of Negril from Montego Bay on this guided all-day tour. Along the way to Negril , learn about different points …More

Negril, Jamaica

5.0 (1)

Private Negril day tour and Ricks Cafe from Montego Bay Area

Head to the picturesque town of Negril from Montego Bay on this guided all-day tour. Along the way to Negril , learn about different points...

1 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$75

Santo Domingo City Tour From Punta Cana With Pick Up

Discover one of the Caribbean's oldest cities during this full-day excursion to Santo Domingo. Visit the city's top landmarks including the Our Lady of Incarnation …More

Punta Cana, Dominican Republic

3.8 (9)

Santo Domingo City Tour From Punta Cana With Pick Up

Discover one of the Caribbean's oldest cities during this full-day excursion to Santo Domingo. Visit the city's top landmarks including the Our Lady of Incarnation...

10 hours Hotel pickup offered Free Cancellation

3.8 (9)

from
$65

Catamaran Catalina Island Day Trip with Lunch

Cruise along the coast of the Dominican Republic to Catalina Island to relax on beaches and to explore 'the Wall', the area's famous snorkeling site. Go ashore …More

Punta Cana, Dominican Republic

3.6 (13)

Catamaran Catalina Island Day Trip with Lunch

Cruise along the coast of the Dominican Republic to Catalina Island to relax on beaches and to explore 'the Wall', the area's famous snorkeling site. Go ashore...

8 hours Hotel pickup offered Free Cancellation

3.6 (13)

from
$85

The Secret Falls, High in the rain forest-cloaked mountains outside Ocho Rios, It is a series of picturesque waterholes fed by gushing cascades. Guides will lead …More

Runaway Bay, Jamaica

4.3 (3)

Chuck Norris Secret Falls/Blue Hole

The Secret Falls, High in the rain forest-cloaked mountains outside Ocho Rios, It is a series of picturesque waterholes fed by gushing cascades. Guides will lead...

5 hours Hotel pickup offered Free Cancellation

4.3 (3)

from
$120

Enjoy the island like a local. Bask in the ambiance of her beauty while enjoying everything local. With a private tour you will feel more …More

Rodney Bay, St Lucia

5.0 (1)

Soufriere Tour

Enjoy the island like a local. Bask in the ambiance of her beauty while enjoying everything local. With a private tour you will feel more...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$205

Choosing a Private tour makes you more comfortable at ease. Creating moments with your convenience. You get to view the island the way you want …More

5.0 (1)

Island Tour Sightseeing

Choosing a Private tour makes you more comfortable at ease. Creating moments with your convenience. You get to view the island the way you want...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$60

Green Grotto Caves and Dunn’s river falls combine tour from Montego Bay

Basically this tour combines two of Jamaica’s top attractions on an action-packed tour of Dunn’s River Falls and the Green Grotto Caves from Montego Bay. …More

Montego Bay, Jamaica

5.0 (1)

Green Grotto Caves and Dunn’s river falls combine tour from Montego Bay

Basically this tour combines two of Jamaica’s top attractions on an action-packed tour of Dunn’s River Falls and the Green Grotto Caves from Montego Bay....

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$123

Full-Day Tour to the Blue Hole and Dunn's River Falls

Blue Hole and Dunn's River Explore Adventure. Combine stops at two of Jamaica's top natural attractions—Dunn's River Falls and the Blue Hole—in a single tour …More

Kingston, Jamaica

5.0 (1)

Full-Day Tour to the Blue Hole and Dunn's River Falls

Blue Hole and Dunn's River Explore Adventure. Combine stops at two of Jamaica's top natural attractions—Dunn's River Falls and the Blue Hole—in a single tour...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$65

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?