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 →

Private Saona Island Boat Tour | No Crowds | From 165 USD pp

We do things differently. Our team blends American attitude, German efficiency, and Dominican flow to create a smooth, personal experience from start to finish. No …More

La Romana, Dominican Republic

4.9 (43)

Private Saona Island Boat Tour | No Crowds | From 165 USD pp

We do things differently. Our team blends American attitude, German efficiency, and Dominican flow to create a smooth, personal experience from start to finish. No...

6 to 8 hours Hotel pickup offered Free Cancellation

4.9 (43)

from
$165

Photography with Flying Dresses in Punta Cana and more…

The Flying Blowing Dresses are the most beautiful dresses that all ladies dream to wear and be at the beach with. Standing at the beach …More

Samaná, Dominican Republic

5.0 (36)

Photography with Flying Dresses in Punta Cana and more…

The Flying Blowing Dresses are the most beautiful dresses that all ladies dream to wear and be at the beach with. Standing at the beach...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (36)

from
$192

Explore stunning landscapes and rugged terrains on guided off-road tours with MJ Wheelers Inc. Combining the thrill of off-road riding with cultural insights, these tours …More

5.0 (73)

ATV Rainforest Adventure in St. Lucia

Explore stunning landscapes and rugged terrains on guided off-road tours with MJ Wheelers Inc. Combining the thrill of off-road riding with cultural insights, these tours...

2 to 3 hours Free Cancellation

5.0 (73)

from
$130

Punta Cana Buggy Adventure to Macao Beach with Hotel Pickup

Experience the ultimate buggy adventure in Punta Cana with convenient hotel pick-up and drop-off included. Drive powerful off-road buggies through scenic countryside trails filled with …More

Punta Cana, Dominican Republic

5.0 (24)

Punta Cana Buggy Adventure to Macao Beach with Hotel Pickup

Experience the ultimate buggy adventure in Punta Cana with convenient hotel pick-up and drop-off included. Drive powerful off-road buggies through scenic countryside trails filled with...

3 hours Hotel pickup offered Free Cancellation

5.0 (24)

from
$32

Embark on an unforgettable 4x4 Quad bike journey through the heart of the Dominican countryside. Departing from the vibrant hotel zone of Punta Cana, traverse …More

Punta Cana, Dominican Republic

4.9 (57)

River Ranch Explorer

Embark on an unforgettable 4x4 Quad bike journey through the heart of the Dominican countryside. Departing from the vibrant hotel zone of Punta Cana, traverse...

5 hours Hotel pickup offered Free Cancellation

4.9 (57)

from
$99

Taste Old San Juan & La Perla: 4-Course Local Food & History Tour

Discover the real flavors and history of Puerto Rico on an authentic food walking tour through Old San Juan and the iconic community of La …More

5.0 (24)

Taste Old San Juan & La Perla: 4-Course Local Food & History Tour

Discover the real flavors and history of Puerto Rico on an authentic food walking tour through Old San Juan and the iconic community of La...

3 hours Free Cancellation

5.0 (24)

from
$137

Rose Island Swimming Pigs & Beach Snorkeling Experience Nassau.

Visiting The Bahamas without meeting the famous swimming pigs? That’s a sure miss! Perfect for travelers looking to soak in the natural beauty of The …More

4.7 (53)

Rose Island Swimming Pigs & Beach Snorkeling Experience Nassau.

Visiting The Bahamas without meeting the famous swimming pigs? That’s a sure miss! Perfect for travelers looking to soak in the natural beauty of The...

3 hours Free Cancellation

4.7 (53)

from
$99

Action Pack Combo: Blue hole, river tubing and Dunn's River Falls

This tour is a a perfect blend of nature, excitement, and cultural charm. Dunn’s River Falls offers a one-of-a-kind experience where visitors can climb a …More

Runaway Bay, Jamaica

5.0 (46)

Action Pack Combo: Blue hole, river tubing and Dunn's River Falls

This tour is a a perfect blend of nature, excitement, and cultural charm. Dunn’s River Falls offers a one-of-a-kind experience where visitors can climb a...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (46)

from
$152

Barbados: Private Island Tour - Customize Your Experience

Discover Barbados on your terms with this private and customizable island tour. Whether you want to explore tropical gardens, underground caves, historic plantations or stunning …More

Bridgetown, Barbados

5.0 (21)

Barbados: Private Island Tour - Customize Your Experience

Discover Barbados on your terms with this private and customizable island tour. Whether you want to explore tropical gardens, underground caves, historic plantations or stunning...

5 hours Hotel pickup offered Free Cancellation

5.0 (21)

from
$405

Grenada Half-Day Island Tour: 5 Stops, All-Inclusive

Discover the best of Grenada in just a few hours with this half-day island adventure. Enjoy the stunning waterfalls, indulge in rich chocolate, and learn …More

St. George's, Grenada

5.0 (56)

Grenada Half-Day Island Tour: 5 Stops, All-Inclusive

Discover the best of Grenada in just a few hours with this half-day island adventure. Enjoy the stunning waterfalls, indulge in rich chocolate, and learn...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (56)

from
$150

Farm to Bottle Tour at Prosperity Farm Distillery

Explore the unique world of craft distilling at St. Croix's first farm-to-bottle distillery, Prosperity Farm Distillery. Located on 180 acres of lush acres overlooking the …More

4.9 (50)

Farm to Bottle Tour at Prosperity Farm Distillery

Explore the unique world of craft distilling at St. Croix's first farm-to-bottle distillery, Prosperity Farm Distillery. Located on 180 acres of lush acres overlooking the...

1 hour Free Cancellation

4.9 (50)

from
$35

El Yunque National Forest is one of the most biologically diverse in the entire United States. On our tour through the rainforest, we will stop …More

4.7 (108)

El Yunque Rainforest Guided Tour

El Yunque National Forest is one of the most biologically diverse in the entire United States. On our tour through the rainforest, we will stop...

3 to 5 hours Hotel pickup offered Free Cancellation

4.7 (108)

from
$75

An unforgettable experience in the very heart of one of the jewels of Martinique. You will be guided between the white bottoms with crystal clear …More

5.0 (15)

Half-day boat trip from Le Robert

An unforgettable experience in the very heart of one of the jewels of Martinique. You will be guided between the white bottoms with crystal clear...

4 hours Free Cancellation

5.0 (15)

from
$65

Private tour of Puerto Plata: history, culture, rum, chocolate.

In this tour you will learn about the entire history and cultural aspects that represent the province of Puerto Plata, how the locals live, what …More

Puerto Plata, Dominican Republic

5.0 (51)

Private tour of Puerto Plata: history, culture, rum, chocolate.

In this tour you will learn about the entire history and cultural aspects that represent the province of Puerto Plata, how the locals live, what...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (51)

from
$53

Private Best of St Lucia Mud Bath & Toraille Waterfall Excursion

Experience Saint Lucia the right way—on a private, crowd-free adventure combining the island’s famous volcano mud bath and the refreshing Toraille Waterfall. Unlike typical group …More

Anse La Raye, St Lucia

4.9 (45)

Private Best of St Lucia Mud Bath & Toraille Waterfall Excursion

Experience Saint Lucia the right way—on a private, crowd-free adventure combining the island’s famous volcano mud bath and the refreshing Toraille Waterfall. Unlike typical group...

5 hours Hotel pickup offered Free Cancellation

4.9 (45)

from
$115

Turks and Caicos Full-Day Luxury Private Yacht Charter

Make your dream come through with a day out on the beautiful islands and beaches of the Turks and Caicos. Your luxury boat tour on …More

5.0 (37)

Turks and Caicos Full-Day Luxury Private Yacht Charter

Make your dream come through with a day out on the beautiful islands and beaches of the Turks and Caicos. Your luxury boat tour on...

7 hours Free Cancellation

5.0 (37)

from
$7,400

Old St. John Scenic On Cart Minimal Walks

From the comfort of the vehicle you will see, the most iconic places in Old San Juan: castles, churches, flags, statues, the Capitol and the …More

Arecibo, Puerto Rico

5.0 (20)

Old St. John Scenic On Cart Minimal Walks

From the comfort of the vehicle you will see, the most iconic places in Old San Juan: castles, churches, flags, statues, the Capitol and the...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$125

Jungle Buggy Adventure with Coffee and Chocolate Tasting

Hop on and speed off for the wildest ride through the jungles of Punta Cana! Get ready to get dirty as you ride down muddy …More

Punta Cana, Dominican Republic

5.0 (49)

Jungle Buggy Adventure with Coffee and Chocolate Tasting

Hop on and speed off for the wildest ride through the jungles of Punta Cana! Get ready to get dirty as you ride down muddy...

3 hours Hotel pickup offered Free Cancellation

5.0 (49)

from
$33

St Kitts Island Tour (Reconfirm Ship or Hotel)

A comprehensive tour No visit to St. Kitts is complete without a tour of this beautiful island. You'll gain first-hand insights into the history and …More

4.5 (48)

St Kitts Island Tour (Reconfirm Ship or Hotel)

A comprehensive tour No visit to St. Kitts is complete without a tour of this beautiful island. You'll gain first-hand insights into the history and...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.5 (48)

from
$95

Ultimate Rum Runner's Tour of Basseterre

This one of a kind rum tour is the only tour of this kind offered in St Kitts. Take in the history of the sugar …More

4.9 (25)

Ultimate Rum Runner's Tour of Basseterre

This one of a kind rum tour is the only tour of this kind offered in St Kitts. Take in the history of the sugar...

2 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (25)

from
$190

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?