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 San Juan Sunset Harbor Boat Ride Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise 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 Full-Day Aruba History and Must-See Landmarks Tour Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Aruba UTV & ATV Adventure 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 →

Build Your Private Charter: Reef Fishing, Snorkel, Stingrays

**Accommodates up to 7 Passengers** Personalized Experience: Our small group sizes ensure a more intimate and personalized experience. You’ll have plenty of opportunities to ask …More

Grand Cayman, Cayman Islands

5.0 (19)

Build Your Private Charter: Reef Fishing, Snorkel, Stingrays

**Accommodates up to 7 Passengers** Personalized Experience: Our small group sizes ensure a more intimate and personalized experience. You’ll have plenty of opportunities to ask...

2 to 5 hours Free Cancellation

5.0 (19)

from
$700

Devon House Tour with Ice Cream from Kingston

Devon House is a heritage site located in Kingston, the new capital city of Jamaica. It was built in the 19th century by Jamaica’s first …More

Kingston, Jamaica

4.3 (3)

Devon House Tour with Ice Cream from Kingston

Devon House is a heritage site located in Kingston, the new capital city of Jamaica. It was built in the 19th century by Jamaica’s first...

2 hours Hotel pickup offered Free Cancellation

4.3 (3)

from
$38

Flavors of Jamaica Food Tour from Ocho Rios

Experience a taste of Jamaica through learning to prepare one of it's many cultural and culinary delights. …More

Ocho Rios, Jamaica

5.0 (1)

Flavors of Jamaica Food Tour from Ocho Rios

Experience a taste of Jamaica through learning to prepare one of it's many cultural and culinary delights....

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$128

Appleton Estate Rum Tour and Tasting from Kingston

Go on a journey to the picturesque south coast of Jamaica during this rum tasting tour from Kingston. Visit the exotic Appleton Estate, home of …More

Kingston, Jamaica

5.0 (3)

Appleton Estate Rum Tour and Tasting from Kingston

Go on a journey to the picturesque south coast of Jamaica during this rum tasting tour from Kingston. Visit the exotic Appleton Estate, home of...

8 to 9 hours Free Cancellation

5.0 (3)

from
$135

Explore the highlights of Santo Domingo on this 8-9 hour sightseeing tour starting from your hotel pickup in the capital of the Dominican Republic. With …More

Punta Cana, Dominican Republic

5.0 (1)

Santo Domingo Sightseeing Tour

Explore the highlights of Santo Domingo on this 8-9 hour sightseeing tour starting from your hotel pickup in the capital of the Dominican Republic. With...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$75

Damajagua 7 Waterfalls Adventure – In Puerto Plata

Get ready for an unforgettable Damajagua adventure! Trek through lush rainforest with an experienced guide, then swim, slide and jump your way through 7 spectacular …More

Puerto Plata, Dominican Republic

4.8 (43)

Damajagua 7 Waterfalls Adventure – In Puerto Plata

Get ready for an unforgettable Damajagua adventure! Trek through lush rainforest with an experienced guide, then swim, slide and jump your way through 7 spectacular...

3 to 4 hours Hotel pickup offered Free Cancellation

4.8 (43)

from
$55

Flavors of Jamaica Food Tour from Runaway Bay

Experience a taste of Jamaica through learning to prepare one of it's many cultural and culinary delights. …More

Runaway Bay, Jamaica

5.0 (1)

Flavors of Jamaica Food Tour from Runaway Bay

Experience a taste of Jamaica through learning to prepare one of it's many cultural and culinary delights....

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$138

Enjoy a five-star adventure, where luxury meets value. With fully licensed, insured vehicles and guides, we ensure a safe, seamless journey to the Dominican Republic's …More

Las Terrenas, Dominican Republic

5.0 (1)

Samana Half Day Countryside Adventure

Enjoy a five-star adventure, where luxury meets value. With fully licensed, insured vehicles and guides, we ensure a safe, seamless journey to the Dominican Republic's...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$110

Skilla’s Luxury 24/7 Taxi & Tours Grenada

Welcome to 24/7 Taxi & Tours, we welcome you with our luxurious hybrid minivan or depending on the amount of persons our bus for more …More

St. George's, Grenada

4.9 (50)

Skilla’s Luxury 24/7 Taxi & Tours Grenada

Welcome to 24/7 Taxi & Tours, we welcome you with our luxurious hybrid minivan or depending on the amount of persons our bus for more...

4 to 8 hours Hotel pickup offered Free Cancellation

4.9 (50)

from
$115

Gros Piton Adventure with Tour For The Day

Hike to the top of Gros Piton on a private tour. Enjoy a scenic drive to the trailhead and take in the stunning views of …More

Choc, St Lucia

5.0 (1)

Gros Piton Adventure with Tour For The Day

Hike to the top of Gros Piton on a private tour. Enjoy a scenic drive to the trailhead and take in the stunning views of...

6 hours 45 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$112

Buggy round the North Drive yourself on a 2-hour guided tour that offers breathtaking views of the North of the island. See the sights from …More

Cap Estate, St Lucia

4.4 (14)

Northern Sights - Buggy in the North

Buggy round the North Drive yourself on a 2-hour guided tour that offers breathtaking views of the North of the island. See the sights from...

2 to 3 hours Hotel pickup offered Free Cancellation

4.4 (14)

from
$165

Curaçao – Private City Tour with Insider Secrets

Private & Customizable Curacao City Highlights Tour with Dani Step into the heart of Curaçao with your private guide—Dani! This isn’t just a city tour; …More

Willemstad, Curacao

5.0 (40)

Curaçao – Private City Tour with Insider Secrets

Private & Customizable Curacao City Highlights Tour with Dani Step into the heart of Curaçao with your private guide—Dani! This isn’t just a city tour;...

4 hours Hotel pickup offered

5.0 (40)

from
$110

4-Hour Exploring St. Thomas Private and Guided Jeep Tour

Imagine spending four hours exploring the beautiful sites of St. Thomas with your own local private tour guide at your own pace and visiting the …More

4.9 (11)

4-Hour Exploring St. Thomas Private and Guided Jeep Tour

Imagine spending four hours exploring the beautiful sites of St. Thomas with your own local private tour guide at your own pace and visiting the...

4 hours Hotel pickup offered Free Cancellation

4.9 (11)

from
$445

Aruba Sunset Party Bus Tour with Beach Champagne Toast

Experience Aruba’s sunset and nightlife aboard the Chogogo Party Bus on this 4-hour evening tour. Start with a champagne toast on the beach as you …More

Palm - Eagle Beach, Aruba

4.9 (44)

Aruba Sunset Party Bus Tour with Beach Champagne Toast

Experience Aruba’s sunset and nightlife aboard the Chogogo Party Bus on this 4-hour evening tour. Start with a champagne toast on the beach as you...

4 hours Hotel pickup offered Free Cancellation

4.9 (44)

from
$77

Join us for a personalized 3 hour tour of Bermuda! Led by expert local guides, you’ll explore Bermuda, visiting stunning hotspots while traveling in the …More

5.0 (7)

Bermudaful Island 3 Hours Private Tour

Join us for a personalized 3 hour tour of Bermuda! Led by expert local guides, you’ll explore Bermuda, visiting stunning hotspots while traveling in the...

3 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$895

Negril: MORNING Catamaran Cruise Caves Swimming Reef Snorkeling

EARLY BIRD CRUISE....MORNING ONLY EXCURSION . Start your day in Jamaica with a beautiful, picturesque Catamaran cruise, we set sail from the 7 mile beach …More

Lucea, Jamaica

5.0 (6)

Negril: MORNING Catamaran Cruise Caves Swimming Reef Snorkeling

EARLY BIRD CRUISE....MORNING ONLY EXCURSION . Start your day in Jamaica with a beautiful, picturesque Catamaran cruise, we set sail from the 7 mile beach...

4 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$95

Exclusive 41ft Yacht Charter Experience in Klein Curaçao

Set sail on a luxury adventure aboard our spacious 38ft private boat to Klein Curaçao, the ultimate island escape just off the coast of Curaçao. …More

5.0 (13)

Exclusive 41ft Yacht Charter Experience in Klein Curaçao

Set sail on a luxury adventure aboard our spacious 38ft private boat to Klein Curaçao, the ultimate island escape just off the coast of Curaçao....

6 hours Free Cancellation

5.0 (13)

from
$225

Private Luxury 28ft Boat Trip Coastline Trip Curacao

Experience the ultimate in luxurious island living aboard our 28-foot private boat, accompanied by a trusted captain and knowledgeable tour guide. Discover the breathtaking beauty …More

5.0 (36)

Private Luxury 28ft Boat Trip Coastline Trip Curacao

Experience the ultimate in luxurious island living aboard our 28-foot private boat, accompanied by a trusted captain and knowledgeable tour guide. Discover the breathtaking beauty...

3 hours Free Cancellation

5.0 (36)

from
$135

Best Of The West Beachhopping Tour- Small group tour

Join us on an unforgettable journey to the breathtaking western coast of Curaçao. During this tour, we combine adventure, relaxation, and the absolute culinary and …More

Willemstad, Curacao

5.0 (5)

Best Of The West Beachhopping Tour- Small group tour

Join us on an unforgettable journey to the breathtaking western coast of Curaçao. During this tour, we combine adventure, relaxation, and the absolute culinary and...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$96

ATV Quads Let's Ride Shore Excursion - Amber Cove & Taino Bay

Book this super fun 5 hour shore excursion for an exciting off-road back-country ATV QUAD adventure including port pick up and return. Ride on the …More

4.9 (59)

ATV Quads Let's Ride Shore Excursion - Amber Cove & Taino Bay

Book this super fun 5 hour shore excursion for an exciting off-road back-country ATV QUAD adventure including port pick up and return. Ride on the...

5 hours Free Cancellation

4.9 (59)

from
$169

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?