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 →

Aguadilla UTV Off-Road Tour to Faro Ruins!

All our tours are driven by experienced tour guides who ensure a safe and unforgettable adventure or you have the option of doing a Convoy …More

Rincón, Puerto Rico

5.0 (53)

Aguadilla UTV Off-Road Tour to Faro Ruins!

All our tours are driven by experienced tour guides who ensure a safe and unforgettable adventure or you have the option of doing a Convoy...

2 hours Free Cancellation

5.0 (53)

from
$390

Grand Cayman 3-Stop Adventure: Stingray City & Reef Snorkeling

Three of Grand Cayman’s signature marine experiences. Three unforgettable stops. One incredible Caribbean adventure. Step into the warm, crystal-clear waters of Stingray City, where southern …More

Grand Cayman, Cayman Islands

5.0 (31)

Grand Cayman 3-Stop Adventure: Stingray City & Reef Snorkeling

Three of Grand Cayman’s signature marine experiences. Three unforgettable stops. One incredible Caribbean adventure. Step into the warm, crystal-clear waters of Stingray City, where southern...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (31)

from
$119

St. Lucia Food and Rum Tour - Taste authentic St. Lucian Food and Culture

Get a complete St. Lucian local experiece! Taste lots of cultural foods, rums and see the Island's major attractions. Taste Local, See Local and Be …More

Vieux Fort, St Lucia

5.0 (244)

St. Lucia Food and Rum Tour - Taste authentic St. Lucian Food and Culture

Get a complete St. Lucian local experiece! Taste lots of cultural foods, rums and see the Island's major attractions. Taste Local, See Local and Be...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (244)

from
$154

This tour includes Transportation to and from Harrison's Cave as well as entrance to the Caves. Harrison's Cave is a unique natural phenomenon, and the …More

Saint Joseph Parish, Barbados

4.8 (156)

Harrison's Cave Tour in Barbados

This tour includes Transportation to and from Harrison's Cave as well as entrance to the Caves. Harrison's Cave is a unique natural phenomenon, and the...

2 hours Hotel pickup offered Free Cancellation

4.8 (156)

from
$100

Small Group Early Bird El Yunque Rainforest Tour

Small Groups: Why settle for big, crowded tours, when you can have an exclusive small group adventure tailored just for you. Leave behind the typical …More

Isla Verde, Puerto Rico

4.9 (34)

Small Group Early Bird El Yunque Rainforest Tour

Small Groups: Why settle for big, crowded tours, when you can have an exclusive small group adventure tailored just for you. Leave behind the typical...

5 hours Hotel pickup offered Free Cancellation

4.9 (34)

from
$94

Jamaican Roots Tropical Farm Tour - Taste & Explore (Negril) 3hr

Immerse yourself in a tropical fruit forest! Have you seen how your favorite fruits grow? You are invited to visit the coconut, mango, & avocado …More

Negril, Jamaica

5.0 (46)

Jamaican Roots Tropical Farm Tour - Taste & Explore (Negril) 3hr

Immerse yourself in a tropical fruit forest! Have you seen how your favorite fruits grow? You are invited to visit the coconut, mango, & avocado...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (46)

from
$98

Private Punta Cana Airport Transfer to/from Hotel

Our private airport transfer service stands out for its dedication to delivering a top-notch travel experience tailored to your needs. Here's what sets us apart: …More

Punta Cana, Dominican Republic

4.7 (51)

Private Punta Cana Airport Transfer to/from Hotel

Our private airport transfer service stands out for its dedication to delivering a top-notch travel experience tailored to your needs. Here's what sets us apart:...

15 to 45 minutes Hotel pickup offered Free Cancellation

4.7 (51)

from
$29

Punta Cana: Private Half-Day Dominican Culture Tour

Step outside your resort and discover everyday life in the Dominican Republic on a private half-day tour for all ages. The journey is part of …More

Punta Cana, Dominican Republic

4.8 (55)

Punta Cana: Private Half-Day Dominican Culture Tour

Step outside your resort and discover everyday life in the Dominican Republic on a private half-day tour for all ages. The journey is part of...

4 to 5 hours Hotel pickup offered Free Cancellation

4.8 (55)

from
$39

Spend your weekend like a St.Lucian, with the perfect island getaway.This one of a kind tour is a vivid and interactive introduction into Lucian life. …More

Rodney Bay, St Lucia

5.0 (40)

St Lucia Sunday's Tour

Spend your weekend like a St.Lucian, with the perfect island getaway.This one of a kind tour is a vivid and interactive introduction into Lucian life....

8 hours Hotel pickup offered Free Cancellation

5.0 (40)

from
$110

Chase Waterfalls - Discover a hidden 180ft rainforest gem

Join us for an off the beaten path hike where you will be one of the only groups enjoying a stunning 60m(180ft.) waterfall. 8:00a.m. meetup …More

5.0 (22)

Chase Waterfalls - Discover a hidden 180ft rainforest gem

Join us for an off the beaten path hike where you will be one of the only groups enjoying a stunning 60m(180ft.) waterfall. 8:00a.m. meetup...

6 hours Hotel pickup offered Free Cancellation

5.0 (22)

from
$55

Trinidad Island Sightseeing Tour: Pitch Lake and Chaguanas

This 8-hour tour takes you to explore the attractions of Central & South Trinidad. On this guided tour, visit the second largest city in Trinidad …More

4.4 (24)

Trinidad Island Sightseeing Tour: Pitch Lake and Chaguanas

This 8-hour tour takes you to explore the attractions of Central & South Trinidad. On this guided tour, visit the second largest city in Trinidad...

8 hours Hotel pickup offered Free Cancellation

4.4 (24)

from
$115

El Yunque Private Group Hike Adventure to Las Tinajas Waterfall

Connect with nature and get a dose of fresh air in this fun tour to Las Tinajas in Ceiba, Puerto Rico. The clear trails make …More

Fajardo, Puerto Rico

4.9 (52)

El Yunque Private Group Hike Adventure to Las Tinajas Waterfall

Connect with nature and get a dose of fresh air in this fun tour to Las Tinajas in Ceiba, Puerto Rico. The clear trails make...

5 hours 30 minutes Free Cancellation

4.9 (52)

from
$250

Step into an unforgettable adventure that blends the beauty of Jamaica’s nature with its rich cultural heritage. Your journey begins with a ride through a …More

Ocho Rios, Jamaica

5.0 (26)

Horseback Riding Tour in Ocho Rios

Step into an unforgettable adventure that blends the beauty of Jamaica’s nature with its rich cultural heritage. Your journey begins with a ride through a...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (26)

from
$55

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

E-Bike Tour of Antigua Forts and Beaches

Fun, Relaxing, Informative, Adventurous! Pedaling is Optional, let the e-bike do the work! We create an intimate guided tour experience, utilizing comfortable, easy to ride …More

4.9 (58)

E-Bike Tour of Antigua Forts and Beaches

Fun, Relaxing, Informative, Adventurous! Pedaling is Optional, let the e-bike do the work! We create an intimate guided tour experience, utilizing comfortable, easy to ride...

2 to 3 hours Hotel pickup offered Free Cancellation

4.9 (58)

from
$130

Private Tour Montego Bay To Blue Hole and Dunns River falls

This is combination tour takes you on the Northern corridor to the famous attraction; Dunns River and Blue Hole. Along the coast we can stop …More

Montego Bay, Jamaica

4.9 (28)

Private Tour Montego Bay To Blue Hole and Dunns River falls

This is combination tour takes you on the Northern corridor to the famous attraction; Dunns River and Blue Hole. Along the coast we can stop...

6 to 7 hours Hotel pickup offered Free Cancellation

4.9 (28)

from
$180

Adventure in the bay of samana and waterfall El limon from punta cana

That excursion is full day. And we leave from the hotels of Bávaro punta cana We visit the waterfall, Lemon Leap, We will arrive to …More

Samaná, Dominican Republic

4.6 (16)

Adventure in the bay of samana and waterfall El limon from punta cana

That excursion is full day. And we leave from the hotels of Bávaro punta cana We visit the waterfall, Lemon Leap, We will arrive to...

10 hours Hotel pickup offered Free Cancellation

4.6 (16)

from
$140

St Maarten Sky Explorer with 360° Caribbean Views

Board the Sky Explorer for a peaceful ride toward the top of Sentry Hill, watching the island unfold beneath you. Over approximately 25 minutes, the …More

4.7 (16)

St Maarten Sky Explorer with 360° Caribbean Views

Board the Sky Explorer for a peaceful ride toward the top of Sentry Hill, watching the island unfold beneath you. Over approximately 25 minutes, the...

3 hours Free Cancellation

4.7 (16)

from
$79

Aruba 2-Tank Guided Dive for Certified Divers / rental equipment

Off the coast where we are - far away from the crowds - there are beautiful and healthy reefs with a lot of varied corals …More

4.8 (81)

Aruba 2-Tank Guided Dive for Certified Divers / rental equipment

Off the coast where we are - far away from the crowds - there are beautiful and healthy reefs with a lot of varied corals...

4 hours Hotel pickup offered Free Cancellation

4.8 (81)

from
$144

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?