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 →

An excellent excursion for nature lovers! St. Lucia possesses a topography and ecology of stunning beauty, matched by no other location in the Caribbean. Take …More

Choc, St Lucia

4.2 (9)

St Lucia Rainforest Walk

An excellent excursion for nature lovers! St. Lucia possesses a topography and ecology of stunning beauty, matched by no other location in the Caribbean. Take...

4 hours Hotel pickup offered Free Cancellation

4.2 (9)

from
$73

Grand Cayman Stingray City & Reef Snorkeling Adventure

Experience two of Grand Cayman’s signature marine adventures in one easy morning on the water. Step into the shallow, crystal-clear waters of Stingray City and …More

Grand Cayman, Cayman Islands

5.0 (6)

Grand Cayman Stingray City & Reef Snorkeling Adventure

Experience two of Grand Cayman’s signature marine adventures in one easy morning on the water. Step into the shallow, crystal-clear waters of Stingray City and...

3 hours

5.0 (6)

from
$139

Rincón UTV Sunset Adventure: Explore & Chase the Perfect Sunset

All our tours are driven by experienced tour guides who ensure a safe and unforgettable adventure. This tour offers unique experience of combined short off-road …More

Rincón, Puerto Rico

5.0 (10)

Rincón UTV Sunset Adventure: Explore & Chase the Perfect Sunset

All our tours are driven by experienced tour guides who ensure a safe and unforgettable adventure. This tour offers unique experience of combined short off-road...

2 hours Free Cancellation

5.0 (10)

from
$108

* Desde Santo Domingo: Isla Saona con almuerzo y transporte

make this excursion to this paradise island on board of speed boat, and catamarán visiting mangrove, and natural swimming pool just for you, special lunch …More

4.3 (30)

* Desde Santo Domingo: Isla Saona con almuerzo y transporte

make this excursion to this paradise island on board of speed boat, and catamarán visiting mangrove, and natural swimming pool just for you, special lunch...

8 hours Free Cancellation

4.3 (30)

from
$90

Personalized Cultural Crawl in Port of Spain

Once you are in Trinidad you can have the experience of our cultural landscape. You will get to see and hear Steelpan Music and the …More

4.9 (11)

Personalized Cultural Crawl in Port of Spain

Once you are in Trinidad you can have the experience of our cultural landscape. You will get to see and hear Steelpan Music and the...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (11)

from
$92

Evening Experience - St. Thomas USVI(3hrs)

Make your evening in St. Thomas one to remember. As the island transitions from day to night, enjoy the freedom to create an evening that …More

Cruz Bay, US Virgin Islands

5.0 (3)

Evening Experience - St. Thomas USVI(3hrs)

Make your evening in St. Thomas one to remember. As the island transitions from day to night, enjoy the freedom to create an evening that...

3 hours Free Cancellation

5.0 (3)

from
$349

Historical Tour of Santo Domingo and 3 eyes Caves with Lunch

THE BEST HISTORICAL EXPERIENCE IN SANTO DOMINGO! - Our tour begins with a meeting in the lobby of your hotel or starting point coordinated with …More

Santo Domingo, Dominican Republic

4.1 (21)

Historical Tour of Santo Domingo and 3 eyes Caves with Lunch

THE BEST HISTORICAL EXPERIENCE IN SANTO DOMINGO! - Our tour begins with a meeting in the lobby of your hotel or starting point coordinated with...

5 hours 30 minutes Hotel pickup offered Free Cancellation

4.1 (21)

from
$75

Saona island - Private Tour with a Luxury Speed Boat

Depart from Bayahibe aboard a unique, cigarette-style speed boat Boat equipped with sofa, one bedroom Maximum 6 people on board for your comfort Thanks to …More

Punta Cana, Dominican Republic

5.0 (10)

Saona island - Private Tour with a Luxury Speed Boat

Depart from Bayahibe aboard a unique, cigarette-style speed boat Boat equipped with sofa, one bedroom Maximum 6 people on board for your comfort Thanks to...

6 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$1,490

Shared Half-Day Tour in Punta Cana with Local Guide

If you want to return home with a deeper understanding of the Dominican Republic, read on because our exclusive cultural tour is a crash course …More

Punta Cana, Dominican Republic

5.0 (11)

Shared Half-Day Tour in Punta Cana with Local Guide

If you want to return home with a deeper understanding of the Dominican Republic, read on because our exclusive cultural tour is a crash course...

4 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$70

Cacao Plantation and Chocolate Factory Tour- Chocolate Lovers

Enjoy an original Dominican cacao and chocolate tour at our farm La Esmeralda! Visit an organic cacao plantation and learn all the secrets hidden behind …More

5.0 (11)

Cacao Plantation and Chocolate Factory Tour- Chocolate Lovers

Enjoy an original Dominican cacao and chocolate tour at our farm La Esmeralda! Visit an organic cacao plantation and learn all the secrets hidden behind...

3 hours 30 minutes Free Cancellation

5.0 (11)

from
$84

Day Trip to Negril from Montego Bay/Boat Ride to Booby Cay Island/Lobster Lunch

Travelers will be driven to Seven Mile Beach in Negril, where a boat will take them to Booby Cay Island for a lobster lunch. Lunch …More

Negril, Jamaica

5.0 (10)

Day Trip to Negril from Montego Bay/Boat Ride to Booby Cay Island/Lobster Lunch

Travelers will be driven to Seven Mile Beach in Negril, where a boat will take them to Booby Cay Island for a lobster lunch. Lunch...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$170

Private Boat Tour:St.Lucia private charter

Experience the rejuvenating mud bath, stroll through the enchanting Tunnel of Love, and marvel at the majestic Waterfall. Explore the ancient tunnel of love and …More

Gros Islet, St Lucia

5.0 (11)

Private Boat Tour:St.Lucia private charter

Experience the rejuvenating mud bath, stroll through the enchanting Tunnel of Love, and marvel at the majestic Waterfall. Explore the ancient tunnel of love and...

5 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$250

Hiking Adventure to Gorilla Rock St. Vincent & The Grenadines

The exquisite and picturesque Gorilla Rock is nestled in the lush mountains of Chauncey. Begin your adventure at Hope Estate, where you'll have your first …More

4.9 (14)

Hiking Adventure to Gorilla Rock St. Vincent & The Grenadines

The exquisite and picturesque Gorilla Rock is nestled in the lush mountains of Chauncey. Begin your adventure at Hope Estate, where you'll have your first...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (14)

from
$65

The Blue Experience: Snorkeling with Turtles & Beach Hopping tour

Embark on an unforgettable beach-hopping adventure, perfect for ocean enthusiasts and beach lovers alike! This tour takes you to some of the most stunning beaches, …More

Willemstad, Curacao

4.6 (22)

The Blue Experience: Snorkeling with Turtles & Beach Hopping tour

Embark on an unforgettable beach-hopping adventure, perfect for ocean enthusiasts and beach lovers alike! This tour takes you to some of the most stunning beaches,...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.6 (22)

from
$115

Experience the idyllic Saona Island on this full-day tour from the mainland via speedboat and catamaran. Zip out to the island on a fast boat, …More

Punta Cana, Dominican Republic

4.5 (8)

Private Exclusive Saona Island Tours

Experience the idyllic Saona Island on this full-day tour from the mainland via speedboat and catamaran. Zip out to the island on a fast boat,...

8 hours 15 minutes Hotel pickup offered Free Cancellation

4.5 (8)

from
$2,511

Safari-city Tour Dominican Experiences Private Tours

If you’re looking to connect with the natural beauty and culture of the Dominican Republic, then look no further, this experience is for you!! Join …More

Punta Cana, Dominican Republic

5.0 (2)

Safari-city Tour Dominican Experiences Private Tours

If you’re looking to connect with the natural beauty and culture of the Dominican Republic, then look no further, this experience is for you!! Join...

5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$900

Luminous Lagoon Tour from Montego Bay ( Glistening Waters)

Luminous Lagoon is a natural phenomal that should be on your bucket list as one of the best things to do in Jamaica. Located in …More

Falmouth, Jamaica

4.4 (23)

Luminous Lagoon Tour from Montego Bay ( Glistening Waters)

Luminous Lagoon is a natural phenomal that should be on your bucket list as one of the best things to do in Jamaica. Located in...

2 to 3 hours Hotel pickup offered Free Cancellation

4.4 (23)

from
$47

St. Kitts: Open-Air Trolley Food City Tour with Tastings

Sugar City Express is operating the only open-air island trolley food tour in St. Kitts. 3 hours. 4 authentic tastings. Pure Caribbean flavor. Open-Air Island …More

4.8 (4)

St. Kitts: Open-Air Trolley Food City Tour with Tastings

Sugar City Express is operating the only open-air island trolley food tour in St. Kitts. 3 hours. 4 authentic tastings. Pure Caribbean flavor. Open-Air Island...

2 to 3 hours Free Cancellation

4.8 (4)

from
$105

Highlights of Bonaire & Cultural Experience

Let our guide fill you with history and tell us about the slave huts' history and the beginnings of the salt industry. Travel through the …More

4.4 (34)

Highlights of Bonaire & Cultural Experience

Let our guide fill you with history and tell us about the slave huts' history and the beginnings of the salt industry. Travel through the...

3 hours Free Cancellation

4.4 (34)

from
$59

This one is all about the three As: activities, adrenaline and adventure. It all kicks off the moment you sail out to a private floating …More

Puerto Plata, Dominican Republic

3.8 (12)

Reef Explorer Half Day Trip

This one is all about the three As: activities, adrenaline and adventure. It all kicks off the moment you sail out to a private floating...

3 hours 30 minutes Hotel pickup offered Free Cancellation

3.8 (12)

from
$149

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?