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 →

We employ talented local artists to teach our guests how to execute our local art styles, all while enjoying a smooth glass of wine with …More

Five Islands Village, Antigua and Barbuda

4.4 (21)

Sip & Paint Antigua

We employ talented local artists to teach our guests how to execute our local art styles, all while enjoying a smooth glass of wine with...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.4 (21)

from
$70

LUNCH INCLUSIVE Mud Baths, Waterfall & Tet Paul Nature Trail

You will be picked up from your hotel in the north of the Island (or south) for a fun filled day. Driven to the south …More

Soufriere, St Lucia

4.9 (25)

LUNCH INCLUSIVE Mud Baths, Waterfall & Tet Paul Nature Trail

You will be picked up from your hotel in the north of the Island (or south) for a fun filled day. Driven to the south...

5 to 7 hours Hotel pickup offered Free Cancellation

4.9 (25)

from
$215

Ride along the north coast of Aruba aboard our Honda Pioneer 1000CC on this 4 hour tour. Enjoy the lovely scenery as your Side by …More

4.9 (145)

UTV Off Road Tour

Ride along the north coast of Aruba aboard our Honda Pioneer 1000CC on this 4 hour tour. Enjoy the lovely scenery as your Side by...

4 hours Hotel pickup offered Free Cancellation

4.9 (145)

from
$300

Party Cruise with Snorkeling & Parasailing

Enjoy the luxury and comfort on a half-day party cruise on the newest sailing catamaran of Punta Cana, with two of the most popular water …More

4.9 (159)

Party Cruise with Snorkeling & Parasailing

Enjoy the luxury and comfort on a half-day party cruise on the newest sailing catamaran of Punta Cana, with two of the most popular water...

4 hours Hotel pickup offered Free Cancellation

4.9 (159)

from
$125

Tropical Pathways takes you on a captivating journey through three unforgettable Barbados attractions—by tram, on foot, and along the coast. Begin at Harrison’s Cave, where …More

Speightstown, Barbados

4.7 (151)

Tropical Pathways

Tropical Pathways takes you on a captivating journey through three unforgettable Barbados attractions—by tram, on foot, and along the coast. Begin at Harrison’s Cave, where...

4 hours Hotel pickup offered

4.7 (151)

from
$126

ATV Adventure & Bamboo Rafting with Limestone Massage

Our Bamboo River Rafting and ATV riding COMBO tour is the perfect and adventurous way to explore the natural beauty and local culture of Jamaica. …More

Lucea, Jamaica

5.0 (25)

ATV Adventure & Bamboo Rafting with Limestone Massage

Our Bamboo River Rafting and ATV riding COMBO tour is the perfect and adventurous way to explore the natural beauty and local culture of Jamaica....

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (25)

from
$125

Public Paradise in Saona Relaxation and Adventure on Dream Beaches

Embark on an authentic getaway to Saona, far from the hustle and bustle of mass tourism. Our excursion offers you total immersion in a preserved …More

Punta Cana, Dominican Republic

4.9 (168)

Public Paradise in Saona Relaxation and Adventure on Dream Beaches

Embark on an authentic getaway to Saona, far from the hustle and bustle of mass tourism. Our excursion offers you total immersion in a preserved...

8 hours Hotel pickup offered Free Cancellation

4.9 (168)

from
$140

Half Day Hawaiian Leis Chocolate Waterfalls Beach Tour

This tour will offer you an authentic Grenadian experience, where you will interact with the local people while enjoying all the naturally beautiful sites. A …More

St. George's, Grenada

5.0 (20)

Half Day Hawaiian Leis Chocolate Waterfalls Beach Tour

This tour will offer you an authentic Grenadian experience, where you will interact with the local people while enjoying all the naturally beautiful sites. A...

4 hours 45 minutes Hotel pickup offered Free Cancellation

5.0 (20)

from
$120

Puerto Rico Can Am UTV Adventure and Sightseeing Tour

Please review the location and details before booking. This is a sightseeing guided tour and seats 3 passengers. 1 UTV is available per tour and …More

Luquillo, Puerto Rico

4.4 (130)

Puerto Rico Can Am UTV Adventure and Sightseeing Tour

Please review the location and details before booking. This is a sightseeing guided tour and seats 3 passengers. 1 UTV is available per tour and...

1 hour Free Cancellation

4.4 (130)

from
$68

Hands on Sailing Tour in Rodney Bay St Lucia

Enjoy an exciting and adrenaline filled sail around Rodney Bay or further afield, learning the skills and techniques of sailing a race yacht. As you …More

4.9 (51)

Hands on Sailing Tour in Rodney Bay St Lucia

Enjoy an exciting and adrenaline filled sail around Rodney Bay or further afield, learning the skills and techniques of sailing a race yacht. As you...

3 hours Free Cancellation

4.9 (51)

from
$150

Private Half-Day Catamaran Cruise, Turks and Caicos Islands

Private catamaran cruise with Captain Ben, smiling, funny and who knows the islands by heart. You will spend an unforgettable half day in the most …More

4.8 (35)

Private Half-Day Catamaran Cruise, Turks and Caicos Islands

Private catamaran cruise with Captain Ben, smiling, funny and who knows the islands by heart. You will spend an unforgettable half day in the most...

4 hours Free Cancellation

4.8 (35)

from
$1,990

Bob Marley Nine Mile and Dunns River Combo from Ocho Rios

The first destination of a full day combination tour will be the birthplace, hometown, and final resting place of the legendary Bob Marley, the father of Reggae, …More

Ocho Rios, Jamaica

4.9 (20)

Bob Marley Nine Mile and Dunns River Combo from Ocho Rios

The first destination of a full day combination tour will be the birthplace, hometown, and final resting place of the legendary Bob Marley, the father of Reggae,...

6 hours Hotel pickup offered Free Cancellation

4.9 (20)

from
$188

Discover the best of the Turks & Caicos Islands aboard this motorboat combining luxury and comfort. Ideal to enjoy a day with friends, family or …More

4.8 (19)

Private Afternoon Tour Fjord 38 Ben

Discover the best of the Turks & Caicos Islands aboard this motorboat combining luxury and comfort. Ideal to enjoy a day with friends, family or...

4 hours Free Cancellation

4.8 (19)

from
$2,490

Full-Day 360 Degrees Tour in Barbados with Pick Up

Ready! Set! Go! Get a window seat because the best scenic views are coming. Designed for those who want to do a lot but have …More

Saint Joseph Parish, Barbados

4.6 (476)

Full-Day 360 Degrees Tour in Barbados with Pick Up

Ready! Set! Go! Get a window seat because the best scenic views are coming. Designed for those who want to do a lot but have...

7 hours Hotel pickup offered Free Cancellation

4.6 (476)

from
$105

Jamwest ATV Adventure & Horseback Ride Combo in Negril

Ride all-terrain vehicles (ATV's) through mangrove systems, sandy washes and over rocky hills.This professionally guided tour takes you through many different terrains. Drive through forests …More

Negril, Jamaica

4.4 (314)

Jamwest ATV Adventure & Horseback Ride Combo in Negril

Ride all-terrain vehicles (ATV's) through mangrove systems, sandy washes and over rocky hills.This professionally guided tour takes you through many different terrains. Drive through forests...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.4 (314)

from
$169

LUXURY REEF & NYLON POOL ADVENTURE Cruise • Snorkel • Sip • Relax Experience Tobago from the water with Fish Tobago Tours on our Luxury …More

4.9 (156)

Luxury Reef and Nylon Pool Adventure

LUXURY REEF & NYLON POOL ADVENTURE Cruise • Snorkel • Sip • Relax Experience Tobago from the water with Fish Tobago Tours on our Luxury...

3 hours

4.9 (156)

from
$230

ATV/ Zipline/Horseback/Rafting /Rick's Cafe From Montego Bay

Join us on an exhilarating Adventure Day Tour from Montego Bay! This action-packed tour begins with a convenient pickup from your hotel or cruise ship, …More

Falmouth, Jamaica

5.0 (32)

ATV/ Zipline/Horseback/Rafting /Rick's Cafe From Montego Bay

Join us on an exhilarating Adventure Day Tour from Montego Bay! This action-packed tour begins with a convenient pickup from your hotel or cruise ship,...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (32)

from
$100

Bamboo River Rafting & horse back riding in Montego Bay

Embark on a serene and enchanting journey down the majestic Great River, surrounded by lush gardens that will leave you in awe. Your experienced raft …More

Montego Bay, Jamaica

5.0 (35)

Bamboo River Rafting & horse back riding in Montego Bay

Embark on a serene and enchanting journey down the majestic Great River, surrounded by lush gardens that will leave you in awe. Your experienced raft...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (35)

from
$70

From Punta Cana to Saona, transfer, boat, buffet included

Discover one of the best excursions from Punta Cana with this full-day Saona Island tour, one of the most famous Caribbean islands in the Dominican …More

Punta Cana, Dominican Republic

5.0 (16)

From Punta Cana to Saona, transfer, boat, buffet included

Discover one of the best excursions from Punta Cana with this full-day Saona Island tour, one of the most famous Caribbean islands in the Dominican...

8 hours Hotel pickup offered Free Cancellation

5.0 (16)

from
$72

Get out into nature and take a cool walk through the tropical Wingfield Estate Forest on this 4-hour tour from the port at St. Kitts. …More

4.8 (123)

St. Kitts Rainforest Tour

Get out into nature and take a cool walk through the tropical Wingfield Estate Forest on this 4-hour tour from the port at St. Kitts....

4 hours Hotel pickup offered Free Cancellation

4.8 (123)

from
$70

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?