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 Horseback Ride and Swim Adventure from Montego Bay

The "Best of Jamaica Adventure: Horseback Ride and Swim Tour" is perfect for those seeking adventure while enjoying the beauty of Jamaica's countryside and the …More

Montego Bay, Jamaica

4.7 (22)

Private Horseback Ride and Swim Adventure from Montego Bay

The "Best of Jamaica Adventure: Horseback Ride and Swim Tour" is perfect for those seeking adventure while enjoying the beauty of Jamaica's countryside and the...

1 hour Hotel pickup offered Free Cancellation

4.7 (22)

from
$170

Punta Cana Beach Horseback Riding(sim card with internet)

Horseback riding on the beach is a very exciting and memorable activity that allows you to appreciate natural beauty in a unique …More

Punta Cana, Dominican Republic

4.8 (21)

Punta Cana Beach Horseback Riding(sim card with internet)

Horseback riding on the beach is a very exciting and memorable activity that allows you to appreciate natural beauty in a unique...

3 hours Hotel pickup offered Free Cancellation

4.8 (21)

from
$42

Adventurous Quadricycle From the Heart of Punta Cana to Macao Beach

Discover the excitement in Punta Cana on our half-day tour. Adventure in an all-terrain vehicle through the heart of the Dominican Republic, from the vibrant …More

Punta Cana, Dominican Republic

5.0 (21)

Adventurous Quadricycle From the Heart of Punta Cana to Macao Beach

Discover the excitement in Punta Cana on our half-day tour. Adventure in an all-terrain vehicle through the heart of the Dominican Republic, from the vibrant...

3 hours Hotel pickup offered Free Cancellation

5.0 (21)

from
$49

Punta Cana Micky 7 Ultimate Activities w/party, Drinks and Lunch

Get ready for a day full of adrenaline, nature, and authentic Dominican vibes! Ride through tropical trails on powerful ATVs and exciting buggies, enjoy a …More

Punta Cana, Dominican Republic

4.9 (33)

Punta Cana Micky 7 Ultimate Activities w/party, Drinks and Lunch

Get ready for a day full of adrenaline, nature, and authentic Dominican vibes! Ride through tropical trails on powerful ATVs and exciting buggies, enjoy a...

4 hours 45 minutes Hotel pickup offered Free Cancellation

4.9 (33)

from
$99

Zipline & Damajagua Waterfalls Adventure

The tour will begin with the equipment with a life jacket, protective helmet and bottled water for a walk of about 15 minutes to reach …More

4.8 (21)

Zipline & Damajagua Waterfalls Adventure

The tour will begin with the equipment with a life jacket, protective helmet and bottled water for a walk of about 15 minutes to reach...

3 to 4 hours Hotel pickup offered Free Cancellation

4.8 (21)

from
$125

Jungle Bikes Dune Buggy & Beach Tours in St Kitts

This tour combines the ride of your life with the beach extravaganza. After an intensive and exciting journey through the hills of the island, you …More

5.0 (15)

Jungle Bikes Dune Buggy & Beach Tours in St Kitts

This tour combines the ride of your life with the beach extravaganza. After an intensive and exciting journey through the hills of the island, you...

2 hours 30 minutes Free Cancellation

5.0 (15)

from
$150

Why plan your trip with us? At Otta Control Charters we make it our mission to ensure our guest relax and take a break from …More

Grand Cayman, Cayman Islands

5.0 (20)

Private Boat Tour in Cayman Islands

Why plan your trip with us? At Otta Control Charters we make it our mission to ensure our guest relax and take a break from...

3 hours Free Cancellation

5.0 (20)

from
$850

VIP Private Dunn's River Falls Ocho Rios Private Experience

What Makes This Tour Unique? This VIP Private Dunn’s River Falls Ocho Rios Experience is fully private and tailored to your pace — no large …More

Montego Bay, Jamaica

4.9 (18)

VIP Private Dunn's River Falls Ocho Rios Private Experience

What Makes This Tour Unique? This VIP Private Dunn’s River Falls Ocho Rios Experience is fully private and tailored to your pace — no large...

2 to 6 hours Hotel pickup offered Free Cancellation

4.9 (18)

from
$138

Dwight Harvey Tours guarantee the best and most comfortable journey, taking you to Martha Brae Rafting in Falmouth, Trelawny Visitors will get to enjoy their vacation …More

Lucea, Jamaica

4.9 (36)

Martha Brae Rafting Private Tour

Dwight Harvey Tours guarantee the best and most comfortable journey, taking you to Martha Brae Rafting in Falmouth, Trelawny Visitors will get to enjoy their vacation...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (36)

from
$110

Isla Saona from Punta Cana: Catamaran and Boat Tour

Live the Magic of Saône Island! Ready to discover paradise? Just a few minutes by boat from La Romana beach ☀️ Beaches of Dream White …More

Punta Cana, Dominican Republic

4.8 (18)

Isla Saona from Punta Cana: Catamaran and Boat Tour

Live the Magic of Saône Island! Ready to discover paradise? Just a few minutes by boat from La Romana beach ☀️ Beaches of Dream White...

8 hours Hotel pickup offered Free Cancellation

4.8 (18)

from
$79

Private St. Lucia Snorkeling & Pitons Boat Adventure

Make every moment in Saint Lucia count! Skip the crowded buses and packed group tours and discover the island aboard your own private boat with …More

Marigot Bay, St Lucia

4.9 (26)

Private St. Lucia Snorkeling & Pitons Boat Adventure

Make every moment in Saint Lucia count! Skip the crowded buses and packed group tours and discover the island aboard your own private boat with...

4 hours Hotel pickup offered Free Cancellation

4.9 (26)

from
$99

Aruba Element Private Boat Charter (After-Lounge)

The Bayliner accommodates your group (up to 10 guests) comfortably on the bow, to relax and bask in the sun. We have designed a boat …More

Palm - Eagle Beach, Aruba

4.7 (19)

Aruba Element Private Boat Charter (After-Lounge)

The Bayliner accommodates your group (up to 10 guests) comfortably on the bow, to relax and bask in the sun. We have designed a boat...

3 hours Free Cancellation

4.7 (19)

from
$769

Private Cultural Bamboo Rafting & Limestone Massage in Montego Bay

Experience our amazing local Bamboo Raft adventure on one of the most breathtaking rivers in Jamaica. Get on board a handcrafted 30ft bamboo raft at …More

Montego Bay, Jamaica

5.0 (31)

Private Cultural Bamboo Rafting & Limestone Massage in Montego Bay

Experience our amazing local Bamboo Raft adventure on one of the most breathtaking rivers in Jamaica. Get on board a handcrafted 30ft bamboo raft at...

4 hours Hotel pickup offered Free Cancellation

5.0 (31)

from
$95

Avocat Waterfall Tour & Beach Stop Package

Avocat Waterfall is absolutely beautiful. An easy hike along the river, which makes it accessible to even the non hiker, practically anyone. When you get …More

5.0 (33)

Avocat Waterfall Tour & Beach Stop Package

Avocat Waterfall is absolutely beautiful. An easy hike along the river, which makes it accessible to even the non hiker, practically anyone. When you get...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (33)

from
$95

Hampden Estate Rum Tour and Lunch from Falmouth

Your Rum tour begins with a drive through lush vegetation, sugar cane fields and bamboo-lined roads to the Hampden Estate. Hampden Estate produces distinctive types …More

Trelawny, Jamaica

5.0 (23)

Hampden Estate Rum Tour and Lunch from Falmouth

Your Rum tour begins with a drive through lush vegetation, sugar cane fields and bamboo-lined roads to the Hampden Estate. Hampden Estate produces distinctive types...

4 hours Hotel pickup offered Free Cancellation

5.0 (23)

from
$115

A unique tour with a perfect combination of 2 most popular attractions - 7-mile beach - Rick's Cafe and 2 hidden gems off-the-beaten-path: - Fort …More

Montego Bay, Jamaica

4.8 (32)

Negril 4 in 1 Day Trip from Montego Bay

A unique tour with a perfect combination of 2 most popular attractions - 7-mile beach - Rick's Cafe and 2 hidden gems off-the-beaten-path: - Fort...

7 to 9 hours Hotel pickup offered Free Cancellation

4.8 (32)

from
$139

Montego Bay Highlights Tour from Montego Bay

Immerse yourself in the vibrant culture and hospitality of the Jamaican people as we explore the charming residential communities and witness the authentic lifestyle of …More

Montego Bay, Jamaica

5.0 (29)

Montego Bay Highlights Tour from Montego Bay

Immerse yourself in the vibrant culture and hospitality of the Jamaican people as we explore the charming residential communities and witness the authentic lifestyle of...

4 hours Hotel pickup offered Free Cancellation

5.0 (29)

from
$45

Trekking/rappelling waterfalls in Dominican Republic

Looking for things to do in Santo Domingo? This hike/rappel trip is for you. Adventure and adrenaline Difficulty level: HIGH. You have to be decently …More

Santo Domingo, Dominican Republic

5.0 (23)

Trekking/rappelling waterfalls in Dominican Republic

Looking for things to do in Santo Domingo? This hike/rappel trip is for you. Adventure and adrenaline Difficulty level: HIGH. You have to be decently...

11 hours Hotel pickup offered Free Cancellation

5.0 (23)

from
$130

Full Day ATV Bush Trail and Water Sports Tour with Rick's Cafe

After a full 3 hours of high adrenaline, each tourist will have the chance to calm It down at Rick's Cafe and party while there. …More

Montego Bay, Jamaica

4.9 (28)

Full Day ATV Bush Trail and Water Sports Tour with Rick's Cafe

After a full 3 hours of high adrenaline, each tourist will have the chance to calm It down at Rick's Cafe and party while there....

6 to 9 hours Hotel pickup offered Free Cancellation

4.9 (28)

from
$145

Bamboo Rafting & Limestone Foot Massage on the River

Embark on a captivating bamboo river rafting adventure at Lethe, Jamaica, where nature, culture, and relaxation blend effortlessly. This unforgettable experience takes you down the …More

Montego Bay, Jamaica

4.9 (17)

Bamboo Rafting & Limestone Foot Massage on the River

Embark on a captivating bamboo river rafting adventure at Lethe, Jamaica, where nature, culture, and relaxation blend effortlessly. This unforgettable experience takes you down the...

3 hours Hotel pickup offered Free Cancellation

4.9 (17)

from
$67

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?