Top Caribbean Luxury & Special Occasions

Q: Which Caribbean Luxury & Special Occasions have Instant Confirmation?

Caribbean Luxury & Special Occasions with Instant Confirmation include: San Juan Guided Turtle Snorkel Tour and Complimentary Videos Top Rated El Yunque Rainforest & Waterslide – SmallGroup Tour Island Jeep Safari with Natural Pool Baby Beach and Lunch Aruba UTV & ATV Adventure Half-Day Yunque Rainforest Waterslide & rope swing Guided Tour 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: Island Jeep Safari with Natural Pool Baby Beach and Lunch Aruba UTV & ATV Adventure Aruba UTV Adventure: Animal Garden, North Coast & Andicuri Beach Monkeyland and Plantation Safari Tour from Punta Cana Full-Day Santo Domingo City Tour from Punta Cana 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 →

Blue Hole Mineral Swim, Negril Ricks Cafe, & Herb Farm Combo Tour

Our tour guides are very knowledgeable on where to go for the best sunset view and photos. The relationship built between Tour guide and business …More

Montego Bay, Jamaica

4.9 (23)

Blue Hole Mineral Swim, Negril Ricks Cafe, & Herb Farm Combo Tour

Our tour guides are very knowledgeable on where to go for the best sunset view and photos. The relationship built between Tour guide and business...

6 hours Hotel pickup offered Free Cancellation

4.9 (23)

from
$149

Tropical Experience Boat Party with Snorkeling and Natural Pool

Enjoy an unforgettable experience aboard a Party Boat in Punta Cana, where the fun never stops. Sail through the crystal-clear waters of the Caribbean while …More

Punta Cana, Dominican Republic

5.0 (23)

Tropical Experience Boat Party with Snorkeling and Natural Pool

Enjoy an unforgettable experience aboard a Party Boat in Punta Cana, where the fun never stops. Sail through the crystal-clear waters of the Caribbean while...

4 hours Hotel pickup offered Free Cancellation

5.0 (23)

from
$80

Martha Brae Bamboo Rafting From Montego bay

Booking your Martha Brae Rafting tour with Ultimate Excursions Tours and Taxi Service means experiencing one of Jamaica’s most tranquil and iconic attractions with a …More

Falmouth, Jamaica

5.0 (23)

Martha Brae Bamboo Rafting From Montego bay

Booking your Martha Brae Rafting tour with Ultimate Excursions Tours and Taxi Service means experiencing one of Jamaica’s most tranquil and iconic attractions with a...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (23)

from
$107

Zipline with Waterfalls and Lunch, Amber Cove and Taino Bay

Unlike many tours that only cover entrance to the waterfalls, our excursion is specifically designed for cruise passengers seeking a seamless experience. We offer round-trip …More

5.0 (23)

Zipline with Waterfalls and Lunch, Amber Cove and Taino Bay

Unlike many tours that only cover entrance to the waterfalls, our excursion is specifically designed for cruise passengers seeking a seamless experience. We offer round-trip...

4 hours 30 minutes Free Cancellation

5.0 (23)

from
$110

6h Bucket List Tour: Stingray City, Beach & Local Lunch

Meet Antigua's famous southern stingrays in crystal-clear Caribbean waters. Enjoy a stress-free experience with hotel pickup, a local guide and assistance throughout the tour. WHY …More

Five Islands Village, Antigua and Barbuda

5.0 (23)

6h Bucket List Tour: Stingray City, Beach & Local Lunch

Meet Antigua's famous southern stingrays in crystal-clear Caribbean waters. Enjoy a stress-free experience with hotel pickup, a local guide and assistance throughout the tour. WHY...

6 hours 10 minutes Hotel pickup offered Free Cancellation

5.0 (23)

from
$195

Full-Day Gozalandia Private Tour in Puerto Rico

Experience an array of the enchantments Puerto Rico has to offer. From iconic beaches to a magical waterfall that is almost surreal. Our private excursion …More

5.0 (23)

Full-Day Gozalandia Private Tour in Puerto Rico

Experience an array of the enchantments Puerto Rico has to offer. From iconic beaches to a magical waterfall that is almost surreal. Our private excursion...

8 hours Hotel pickup offered Free Cancellation

5.0 (23)

from
$1,050

Get a taste of Jamaica during this Farm and food tour to our Herbal Medicinal farm and Garden. The Garden will display over thirty species …More

Ocho Rios, Jamaica

5.0 (23)

Taste of Jamaica Farm Cookout

Get a taste of Jamaica during this Farm and food tour to our Herbal Medicinal farm and Garden. The Garden will display over thirty species...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (23)

from
$98

Shared Island Tour with Lunch & Admissions

Over the years of doing customized island tours, we have collected a selection of our valued customers "most wanted attractions" and created this SHARED tour …More

5.0 (23)

Shared Island Tour with Lunch & Admissions

Over the years of doing customized island tours, we have collected a selection of our valued customers "most wanted attractions" and created this SHARED tour...

6 hours Hotel pickup offered Free Cancellation

5.0 (23)

from
$209

Blue Hole and Dunn's River Falls Tour from Montego Bay

We start your shore excursion with pickup directly from the Montego Bay Cruise Port or hotel lobby. A relaxing ride in a minivan takes you …More

Montego Bay, Jamaica

5.0 (23)

Blue Hole and Dunn's River Falls Tour from Montego Bay

We start your shore excursion with pickup directly from the Montego Bay Cruise Port or hotel lobby. A relaxing ride in a minivan takes you...

8 hours Hotel pickup offered Free Cancellation

5.0 (23)

from
$151

Rose Hall Great House & Luminous Lagoon -Customize Night Tour from Montego Bay

The entry price and travel costs are included in this hassle-free and cashless evening tour. The natural phenomenon that makes the luminous Lagoon light up …More

Montego Bay, Jamaica

5.0 (23)

Rose Hall Great House & Luminous Lagoon -Customize Night Tour from Montego Bay

The entry price and travel costs are included in this hassle-free and cashless evening tour. The natural phenomenon that makes the luminous Lagoon light up...

3 to 4 hours Free Cancellation

5.0 (23)

from
$131

Playa Piskado in Curaçao is a fantastic spot for snorkeling, especially if you want to swim with turtles. For a private SUV tour that includes …More

4.9 (23)

4 to 5 Hour Private SUV Trip

Playa Piskado in Curaçao is a fantastic spot for snorkeling, especially if you want to swim with turtles. For a private SUV tour that includes...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (23)

from
$350

Maracas Beach Excursion & City Pass by tour. A MUST DO!!!

Due To popular demand, we're excited to introduce our Maracas Beach Excursion & City Pass by tour. Enjoy one of the most scenic drives in …More

5.0 (23)

Maracas Beach Excursion & City Pass by tour. A MUST DO!!!

Due To popular demand, we're excited to introduce our Maracas Beach Excursion & City Pass by tour. Enjoy one of the most scenic drives in...

4 to 5 hours

5.0 (23)

from
$75

St.Martin-St.Maarten: Small Group, Culinary Food Tour

Our Culinary Foodie Tour takes you on a tasty journey exploring St Martin’s food scene. There’s no better place to do a Food Tour than …More

4.8 (22)

St.Martin-St.Maarten: Small Group, Culinary Food Tour

Our Culinary Foodie Tour takes you on a tasty journey exploring St Martin’s food scene. There’s no better place to do a Food Tour than...

5 hours Free Cancellation

4.8 (22)

from
$199

Old San Juan & Loiza African Town Full-Day Tour: Minimum 8+people

Immerse yourself in our fascinating history and rich culture with this experience. Visit the Historical Site of Old San Juan, and one of oldest towns …More

5.0 (22)

Old San Juan & Loiza African Town Full-Day Tour: Minimum 8+people

Immerse yourself in our fascinating history and rich culture with this experience. Visit the Historical Site of Old San Juan, and one of oldest towns...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (22)

from
$145

Grenada's Oldest Rum Distillery – Private Small-Group Tour Today!

Just your group of up to 5, hotel or cruise port pickup, and a local guide who truly loves Grenada. Tour and rum tasting at …More

St. George's, Grenada

4.9 (22)

Grenada's Oldest Rum Distillery – Private Small-Group Tour Today!

Just your group of up to 5, hotel or cruise port pickup, and a local guide who truly loves Grenada. Tour and rum tasting at...

4 to 30 minutes Hotel pickup offered Free Cancellation

4.9 (22)

from
$105

Private Half-Day Luxury Catamaran Experience

Enjoy a half-day cruise on our luxurious 43ft Leopard Catamaran. See all of the top sights along the western coast of St Lucia. Onboard we …More

Cap Estate, St Lucia

4.9 (22)

Private Half-Day Luxury Catamaran Experience

Enjoy a half-day cruise on our luxurious 43ft Leopard Catamaran. See all of the top sights along the western coast of St Lucia. Onboard we...

4 hours Free Cancellation

4.9 (22)

from
$1,680

All-Inclusive: Mako 29ft Boat Tour to Icacos Palomino & Palominito

Enjoy an unforgettable trip with panoramic views to El Yunque, Las Cabezas de San Juan and the iconic El Conquistador Hotel, exploring cays and islets …More

Fajardo, Puerto Rico

4.9 (22)

All-Inclusive: Mako 29ft Boat Tour to Icacos Palomino & Palominito

Enjoy an unforgettable trip with panoramic views to El Yunque, Las Cabezas de San Juan and the iconic El Conquistador Hotel, exploring cays and islets...

4 hours Free Cancellation

4.9 (22)

from
$770

There are only a handful of bioluminescence or bioluminescent bays in the Caribbean, and not many more than that in the world. They only occur …More

Grand Cayman, Cayman Islands

5.0 (22)

Private Bioluminescent Bay Tour

There are only a handful of bioluminescence or bioluminescent bays in the Caribbean, and not many more than that in the world. They only occur...

2 hours 5 minutes Hotel pickup offered Free Cancellation

5.0 (22)

from
$675

St Lucia Wellness (Pitons, Mud Bath, Waterfalls & Lunch)

Skip the crowded coach tour. This is the Saint Lucia volcano and Pitons day for small groups: one minivan, 1 to 3 couples, and a …More

Castries, St Lucia

4.8 (22)

St Lucia Wellness (Pitons, Mud Bath, Waterfalls & Lunch)

Skip the crowded coach tour. This is the Saint Lucia volcano and Pitons day for small groups: one minivan, 1 to 3 couples, and a...

6 hours Hotel pickup offered Free Cancellation

4.8 (22)

from
$149

A two hour drive along the scenic North Coast past the villages of Maracas & Blanchisseuse will bring us to the starting point of the …More

4.9 (22)

Trinidad Rainforest Hike to Waterfall

A two hour drive along the scenic North Coast past the villages of Maracas & Blanchisseuse will bring us to the starting point of the...

8 hours Hotel pickup offered Free Cancellation

4.9 (22)

from
$115

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?