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 →

Traveling to another country makes sense when we venture to walk through its streets, interact with its people and above all try its gastronomy. Higüey, …More

Punta Cana, Dominican Republic

5.0 (1)

Higuey Cultural Sightseeing

Traveling to another country makes sense when we venture to walk through its streets, interact with its people and above all try its gastronomy. Higüey,...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$250

Buggies Thrilling Adventure from Punta Cana

Rev up your adventure with a thrilling buggies tour through Punta Cana's rugged terrain! Explore hidden trails, splash through muddy paths, and visit the stunning …More

Punta Cana, Dominican Republic

5.0 (1)

Buggies Thrilling Adventure from Punta Cana

Rev up your adventure with a thrilling buggies tour through Punta Cana's rugged terrain! Explore hidden trails, splash through muddy paths, and visit the stunning...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$35

Horseback Riding and Swim with Zipline Private Tour

A ride through Jamaica's untouched wilderness; pass the warm Caribbean Sea and interact with locals. Discover Jamaica’s natural beauty as you learn about Jamaica’s rich …More

Montego Bay, Jamaica

5.0 (1)

Horseback Riding and Swim with Zipline Private Tour

A ride through Jamaica's untouched wilderness; pass the warm Caribbean Sea and interact with locals. Discover Jamaica’s natural beauty as you learn about Jamaica’s rich...

5 to 7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$120

Blue Hole, Secret Falls, and Dunn's River Falls Combo Tour

Combine a visit to the Blue Hole and Secret Falls with a stop at the Dunn's River Falls all in one day on this guided …More

Ocho Rios, Jamaica

5.0 (1)

Blue Hole, Secret Falls, and Dunn's River Falls Combo Tour

Combine a visit to the Blue Hole and Secret Falls with a stop at the Dunn's River Falls all in one day on this guided...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$85

Citadelle Laferriere Sightseeing Tour from Cap-Haitien

Visit Sans Souci Palace and Citadelle Laferrière on a 5-hour, small-group tour from Cap-Haitien that includes hotel pickup and drop-off, entrance fees, and lunch with …More

4.0 (5)

Citadelle Laferriere Sightseeing Tour from Cap-Haitien

Visit Sans Souci Palace and Citadelle Laferrière on a 5-hour, small-group tour from Cap-Haitien that includes hotel pickup and drop-off, entrance fees, and lunch with...

5 hours Hotel pickup offered Free Cancellation

4.0 (5)

from
$395

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

Experience our Half Day Private Custom Tour of Martinique! Embark on a serene journey through the picturesque landscapes of Martinique as you make your way …More

Fort-de-France, Martinique

5.0 (1)

Half Day Private Custom Tour of Martinique

Experience our Half Day Private Custom Tour of Martinique! Embark on a serene journey through the picturesque landscapes of Martinique as you make your way...

4 hours 30 minutes Hotel pickup offered

5.0 (1)

from
$189

Pirates of the Caribbean & Mountain River Pool Tour

Join Eli, your friendly local guide, for an authentic journey through the history, culture, and natural beauty of St. Vincent. Visit Fort Charlotte, travel along …More

Kingstown, St Vincent and the Grenadines

4.2 (5)

Pirates of the Caribbean & Mountain River Pool Tour

Join Eli, your friendly local guide, for an authentic journey through the history, culture, and natural beauty of St. Vincent. Visit Fort Charlotte, travel along...

7 to 8 hours Free Cancellation

4.2 (5)

from
$115

PRIVATE EXECUTIVE TOURS (Nassau Transfers)

THERE ARE SEVERAL REASONS TO CHOSE NASSAU LIMO SERVICE, WE LET YOU EXPLORE NASSAU OR DO BUSINESS AS YOU PLEASE. PICK UPS AVAILABLE 24 HOURS …More

4.5 (2)

PRIVATE EXECUTIVE TOURS (Nassau Transfers)

THERE ARE SEVERAL REASONS TO CHOSE NASSAU LIMO SERVICE, WE LET YOU EXPLORE NASSAU OR DO BUSINESS AS YOU PLEASE. PICK UPS AVAILABLE 24 HOURS...

3 hours Free Cancellation

4.5 (2)

from
$462

Bob Marley 9 Mile Tour and The Blue Hole Falls from Montego Bay

Purely Majestic Operators sets its Blue Hole Falls and Bob Marley Nine Mile Museum tours apart by combining personalized service, in-depth local knowledge, and a …More

Montego Bay, Jamaica

5.0 (1)

Bob Marley 9 Mile Tour and The Blue Hole Falls from Montego Bay

Purely Majestic Operators sets its Blue Hole Falls and Bob Marley Nine Mile Museum tours apart by combining personalized service, in-depth local knowledge, and a...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$150

Montego Bay City Tour with Sightseeing and Shopping

Purely Majestic Operators sets its Montego Bay City Tour apart by focusing on an authentic, immersive experience that highlights the local culture and history in …More

Montego Bay, Jamaica

5.0 (1)

Montego Bay City Tour with Sightseeing and Shopping

Purely Majestic Operators sets its Montego Bay City Tour apart by focusing on an authentic, immersive experience that highlights the local culture and history in...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$85

If you are looking for adrenaline and fun, I invite you to come with us on this fun buggy excursion. We have 3 stops during …More

Punta Cana, Dominican Republic

4.3 (3)

Buggy Tour in Punta Cana Half Day

If you are looking for adrenaline and fun, I invite you to come with us on this fun buggy excursion. We have 3 stops during...

3 hours Hotel pickup offered Free Cancellation

4.3 (3)

from
$29

Private Luxury Catamaran to Saona or Catalina Island

Our Private Luxury Catamaran Tour stands out with its exclusivity and personalized service. Unlike crowded group tours, you’ll enjoy private round-trip transportation from Punta Cana, …More

Punta Cana, Dominican Republic

5.0 (1)

Private Luxury Catamaran to Saona or Catalina Island

Our Private Luxury Catamaran Tour stands out with its exclusivity and personalized service. Unlike crowded group tours, you’ll enjoy private round-trip transportation from Punta Cana,...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$282

Full-Day Saona Island Tours All Inclusive

Explore the breathtaking Saona Island, a true Caribbean gem located within Cotubanamá National Park. Spend an unforgettable day surrounded by white-sand beaches, crystal-clear waters, and …More

Punta Cana, Dominican Republic

4.3 (8)

Full-Day Saona Island Tours All Inclusive

Explore the breathtaking Saona Island, a true Caribbean gem located within Cotubanamá National Park. Spend an unforgettable day surrounded by white-sand beaches, crystal-clear waters, and...

9 to 10 hours Hotel pickup offered Free Cancellation

4.3 (8)

from
$89

Private Rum Factory Tasting Tour with Cave of Wondrs Visit

Embark on an unforgettable journey from Punta Cana to San Pedro de Macorís, home to the renowned Ron Barceló distillery and factory. This immersive tour …More

Punta Cana, Dominican Republic

5.0 (1)

Private Rum Factory Tasting Tour with Cave of Wondrs Visit

Embark on an unforgettable journey from Punta Cana to San Pedro de Macorís, home to the renowned Ron Barceló distillery and factory. This immersive tour...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$170

Green Grato Caves and Dunns River Falls with Private Transfer

Discover Jamaica’s natural wonders with the Dunn’s River Falls and Green Grotto Caves Combo Tour. Begin your adventure at Dunn’s River Falls, one of the …More

Trelawny, Jamaica

5.0 (1)

Green Grato Caves and Dunns River Falls with Private Transfer

Discover Jamaica’s natural wonders with the Dunn’s River Falls and Green Grotto Caves Combo Tour. Begin your adventure at Dunn’s River Falls, one of the...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$180

Standard Day Pass at Bay Gardens Beach Resort & Spa

Soak up nothing but fun and sun with a day pass at the Bay Gardens Beach Resort & Spa in Saint Lucia. After lounging on …More

Choc, St Lucia

4.5 (4)

Standard Day Pass at Bay Gardens Beach Resort & Spa

Soak up nothing but fun and sun with a day pass at the Bay Gardens Beach Resort & Spa in Saint Lucia. After lounging on...

8 hours Hotel pickup offered Free Cancellation

4.5 (4)

from
$120

Private Catamaran with crew lunch drinks music for up to 15 pax

Gather your friends and get ready for an unforgettable day on the crystal-clear waters of Sosua Beach! This vibrant catamaran boat excursion is designed specifically …More

Cabarete, Dominican Republic

4.5 (4)

Private Catamaran with crew lunch drinks music for up to 15 pax

Gather your friends and get ready for an unforgettable day on the crystal-clear waters of Sosua Beach! This vibrant catamaran boat excursion is designed specifically...

3 to 4 hours Hotel pickup offered Free Cancellation

4.5 (4)

from
$1,599

MBJ Airport Private Transfer to Hotels in the Montego Bay Area.

We provide Private Airport Transportation in Air conditioned vehicles. Our drivers will meet you at the airport with a warm pleasant welcome and your name …More

Montego Bay, Jamaica

5.0 (1)

MBJ Airport Private Transfer to Hotels in the Montego Bay Area.

We provide Private Airport Transportation in Air conditioned vehicles. Our drivers will meet you at the airport with a warm pleasant welcome and your name...

10 to 25 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$40

Discover Barbados with Inaja's Transport and Tours

Well-regarded operator with over 15 years of experience and proven track record of customer satisfaction, excellent customer service, knowledge of Barbados …More

4.2 (5)

Discover Barbados with Inaja's Transport and Tours

Well-regarded operator with over 15 years of experience and proven track record of customer satisfaction, excellent customer service, knowledge of Barbados...

3 to 4 hours Free Cancellation

4.2 (5)

from
$1,287

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?