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 →

The natural wonder of Devils Bridge and the restored Historical Nelsons Dockyard are two of the many interesting sites during this tour. Driving through the …More

Five Islands Village, Antigua and Barbuda

4.7 (272)

Antigua Round Island Tour

The natural wonder of Devils Bridge and the restored Historical Nelsons Dockyard are two of the many interesting sites during this tour. Driving through the...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (272)

from
$94

Sunset party at Shirley Heights - SHARE round trip

TICKET NOT INCLUDED (entrance fee 10 USD). Shirley Heights is a restored military lookout and gun battery. The Lookout is a high point (about 490 …More

Five Islands Village, Antigua and Barbuda

4.8 (141)

Sunset party at Shirley Heights - SHARE round trip

TICKET NOT INCLUDED (entrance fee 10 USD). Shirley Heights is a restored military lookout and gun battery. The Lookout is a high point (about 490...

180 to 210 minutes Hotel pickup offered Free Cancellation

4.8 (141)

from
$45

Fajardo Beginner Snorkeling Lesson for Kids & Adults

Designed specifically for first-time snorkelers, this small-group lesson gives kids and adults patient, personalized attention from an experienced local instructor. Begin with an individual equipment …More

Fajardo, Puerto Rico

4.9 (52)

Fajardo Beginner Snorkeling Lesson for Kids & Adults

1 hour 30 minutes Free Cancellation

4.9 (52)

from
$58

Explore a lesser known area of El Yunque Rainforest in a complete off the beaten path way. Immerse yourself into the lush forest and enjoy …More

Fajardo, Puerto Rico

4.6 (22)

El Yunque Rainforest Tour from Fajardo

Explore a lesser known area of El Yunque Rainforest in a complete off the beaten path way. Immerse yourself into the lush forest and enjoy...

5 hours Free Cancellation

4.6 (22)

from
$89

At the colonial city of Santo Domingo enjoy chocolate in a way you have never seen before. Come and learn about the process of chocolate …More

4.6 (49)

Chocolate Tour - KahKow Experience

At the colonial city of Santo Domingo enjoy chocolate in a way you have never seen before. Come and learn about the process of chocolate...

25 to 30 minutes Free Cancellation

4.6 (49)

from
$21

This tour is unique because you get to see a lot of Jamaica in one day at a very affordable cost. You will be very …More

Negril, Jamaica

5.0 (58)

Tour to Black River and YS Falls

This tour is unique because you get to see a lot of Jamaica in one day at a very affordable cost. You will be very...

8 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (58)

from
$200

Create your own island adventure in Jamaica’s tropical paradise on a private tour to the Blue Hole, a natural water park nestled in the hills …More

Kingston, Jamaica

4.9 (51)

Blue Hole and Horse back riding

Create your own island adventure in Jamaica’s tropical paradise on a private tour to the Blue Hole, a natural water park nestled in the hills...

3 to 4 hours Free Cancellation

4.9 (51)

from
$95

Embark on a captivating guided tour along the picturesque north coast of Jamaica, where each stop promises a unique and unforgettable experience. Begin your journey …More

Falmouth, Jamaica

4.8 (55)

Blue Hole Falls & Ocho Rios from Montego Bay & Falmouth Jamaica

Embark on a captivating guided tour along the picturesque north coast of Jamaica, where each stop promises a unique and unforgettable experience. Begin your journey...

5 to 6 hours Hotel pickup offered Free Cancellation

4.8 (55)

from
$135

Private Customized Island Tour of Barbados

Be chauffeured around the island in a private vehicle as you visit attractions and take in spectacular views. Travel at your own pace with your …More

4.9 (258)

Private Customized Island Tour of Barbados

Be chauffeured around the island in a private vehicle as you visit attractions and take in spectacular views. Travel at your own pace with your...

4 hours Hotel pickup offered Free Cancellation

4.9 (258)

from
$140

Adventure Kayak & Snorkeling at Reef Island Aruba

This tour is perfect for a nice experience in the sea and combines it with some relaxing kayaking along the prestigious coastline. Pos Chiquito is …More

Palm - Eagle Beach, Aruba

4.7 (20)

Adventure Kayak & Snorkeling at Reef Island Aruba

This tour is perfect for a nice experience in the sea and combines it with some relaxing kayaking along the prestigious coastline. Pos Chiquito is...

2 to 3 hours Hotel pickup offered Free Cancellation

4.7 (20)

from
$105

Buggy Punta Cana, Polaris, ATV, CanAm Macao beach and Cave

Venture off-road and discover the Dominican countryside on this fun and exciting buggy tour. In your own buggy, you will drive to an organic farm …More

Punta Cana, Dominican Republic

4.9 (42)

Buggy Punta Cana, Polaris, ATV, CanAm Macao beach and Cave

Venture off-road and discover the Dominican countryside on this fun and exciting buggy tour. In your own buggy, you will drive to an organic farm...

4 hours Hotel pickup offered Free Cancellation

4.9 (42)

from
$75

Private Half Day Charter Tour in Turks and Caicos

Explore and enjoy the magnificent waters of Turks and Caicos through a private charter tour away from the hustle and bustle of the city. Get …More

5.0 (57)

Private Half Day Charter Tour in Turks and Caicos

Explore and enjoy the magnificent waters of Turks and Caicos through a private charter tour away from the hustle and bustle of the city. Get...

4 hours Free Cancellation

5.0 (57)

from
$1,548

Private Cultural Tour to Santo Domingo Departing from Punta Cana

Santo Domingo Tour from Punta Cana – History, Culture and Adventure in One Day Discover the magic of the first city of the New World …More

Punta Cana, Dominican Republic

4.9 (34)

Private Cultural Tour to Santo Domingo Departing from Punta Cana

Santo Domingo Tour from Punta Cana – History, Culture and Adventure in One Day Discover the magic of the first city of the New World...

7 to 8 hours Hotel pickup offered Free Cancellation

4.9 (34)

from
$110

75 Minutes Clear Boat Tour in Caicos Island

Our 100% Clear Boats are truly a unique experience. With only a handful in the world Turks Tour Company brings an exciting once in a …More

4.7 (53)

75 Minutes Clear Boat Tour in Caicos Island

Our 100% Clear Boats are truly a unique experience. With only a handful in the world Turks Tour Company brings an exciting once in a...

1 hour 15 minutes Free Cancellation

4.7 (53)

from
$159

This excursion is perfect for family groups of all ages, as we are private and focus on the demands of our customers, we are the …More

Punta Cana, Dominican Republic

4.8 (58)

Private Luxury Party Boat with Slide

This excursion is perfect for family groups of all ages, as we are private and focus on the demands of our customers, we are the...

3 hours Hotel pickup offered Free Cancellation

4.8 (58)

from
$950

Exquisite Taxi and Tours Antigua offers shared, private and personalized island tours with a warm local touch. Whether you’re arriving by cruise ship or staying …More

Five Islands Village, Antigua and Barbuda

5.0 (51)

360 Island Sightseeing Tour

Exquisite Taxi and Tours Antigua offers shared, private and personalized island tours with a warm local touch. Whether you’re arriving by cruise ship or staying...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (51)

from
$135

Dunn's River Falls and Jamaica Sightseeing Private Tour

This tour will pick you up from your ship port or hotel. A knowledgeable tour guide will point out sights along the way and will offer flexibility …More

Falmouth, Jamaica

4.9 (55)

Dunn's River Falls and Jamaica Sightseeing Private Tour

This tour will pick you up from your ship port or hotel. A knowledgeable tour guide will point out sights along the way and will offer flexibility...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (55)

from
$86

Grand Cayman: Stingray City, Starfish Point & Crystal Caves

From Caribbean waters to Grand Cayman’s hidden world underground, experience completely different sides of the island in one unforgettable day. Step into the shallow waters …More

Grand Cayman, Cayman Islands

4.8 (20)

Grand Cayman: Stingray City, Starfish Point & Crystal Caves

From Caribbean waters to Grand Cayman’s hidden world underground, experience completely different sides of the island in one unforgettable day. Step into the shallow waters...

90 to 330 minutes Hotel pickup offered Free Cancellation

4.8 (20)

from
$95

Amber cove and Taino Bay 7 Waterfall Zip lined & Dominican food

We offer this wonderful route full of emotion to cascade number 7, the tour begins with a moderate walk where the real fun begins when …More

4.9 (39)

Amber cove and Taino Bay 7 Waterfall Zip lined & Dominican food

We offer this wonderful route full of emotion to cascade number 7, the tour begins with a moderate walk where the real fun begins when...

5 hours Free Cancellation

4.9 (39)

from
$120

Explore Montego bay Jamaica toMartha Brae Rafting &Blue Hole Tour

This’s a CASHLESS AND HASSLE FREE DAY TOUR which allows you to think less about joining queue to used cash or cards payments, we give …More

Runaway Bay, Jamaica

5.0 (56)

Explore Montego bay Jamaica toMartha Brae Rafting &Blue Hole Tour

This’s a CASHLESS AND HASSLE FREE DAY TOUR which allows you to think less about joining queue to used cash or cards payments, we give...

8 hours Hotel pickup offered Free Cancellation

5.0 (56)

from
$254

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?