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 →

Puerto Rico Private Catamaran Sail from Fajardo

Embark on a carefree Caribbean sailing vacation to enjoy the beautiful views of the east coastline and nearby cays of Puerto Rico. Our 5 star …More

Fajardo, Puerto Rico

5.0 (46)

Puerto Rico Private Catamaran Sail from Fajardo

Embark on a carefree Caribbean sailing vacation to enjoy the beautiful views of the east coastline and nearby cays of Puerto Rico. Our 5 star...

6 hours Free Cancellation

5.0 (46)

from
$2,000

Costumizable Private Curaçao Jewish Heritage Tour Experience

This private Jewish Heritage Tour is for up to 4 passengers. You will visit places that are known and some places that are not so …More

Willemstad, Curacao

5.0 (46)

Costumizable Private Curaçao Jewish Heritage Tour Experience

This private Jewish Heritage Tour is for up to 4 passengers. You will visit places that are known and some places that are not so...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (46)

from
$600

Punta Cana Half-Day Private Party Boat with Drinks and Snorkeling

Make the most of Punta Cana’s seas on a private snorkel catamaran tour. Prebook to secure your ideal cruise time and join family or friends …More

Punta Cana, Dominican Republic

4.9 (46)

Punta Cana Half-Day Private Party Boat with Drinks and Snorkeling

Make the most of Punta Cana’s seas on a private snorkel catamaran tour. Prebook to secure your ideal cruise time and join family or friends...

4 hours 10 minutes Hotel pickup offered Free Cancellation

4.9 (46)

from
$900

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

Small Group Cacao Walking Tour in Puerto Rico

Step into the lush landscapes of our farm and embark on a captivating two-hour walking tour that takes you through the heart of a thriving …More

5.0 (46)

Small Group Cacao Walking Tour in Puerto Rico

Step into the lush landscapes of our farm and embark on a captivating two-hour walking tour that takes you through the heart of a thriving...

2 hours Free Cancellation

5.0 (46)

from
$75

ATV Riding, Bamboo Rafting and Ricks Café from Montego Bay

Guaranteed the best Experience ever!! Double the Fun with the SAFARI ATV-RIDING and RICKS CAFÉ combo.. get transported in a private vehicle to the Attractions, …More

Montego Bay, Jamaica

5.0 (46)

ATV Riding, Bamboo Rafting and Ricks Café from Montego Bay

Guaranteed the best Experience ever!! Double the Fun with the SAFARI ATV-RIDING and RICKS CAFÉ combo.. get transported in a private vehicle to the Attractions,...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (46)

from
$20

Action Pack Combo: Blue hole, river tubing and Dunn's River Falls

This tour is a a perfect blend of nature, excitement, and cultural charm. Dunn’s River Falls offers a one-of-a-kind experience where visitors can climb a …More

Runaway Bay, Jamaica

5.0 (46)

Action Pack Combo: Blue hole, river tubing and Dunn's River Falls

This tour is a a perfect blend of nature, excitement, and cultural charm. Dunn’s River Falls offers a one-of-a-kind experience where visitors can climb a...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (46)

from
$152

Gem of The Island Tour with E-Bike (Class 1 E-Bikes)

The “Gem of the Island tour” takes you on an eco-friendly journey through Sint Maarten/Saint Martin where you will ride along beautiful coastline, as well …More

4.9 (46)

Gem of The Island Tour with E-Bike (Class 1 E-Bikes)

The “Gem of the Island tour” takes you on an eco-friendly journey through Sint Maarten/Saint Martin where you will ride along beautiful coastline, as well...

4 hours Free Cancellation

4.9 (46)

from
$87

Private 1/2 Day Yacht Charter in Bonaire - Customizable!

100% Customizable! Our private charter experience on Bonaire is unmatched. As the only American yacht operators on the island, we understand the importance of personalized …More

5.0 (46)

Private 1/2 Day Yacht Charter in Bonaire - Customizable!

100% Customizable! Our private charter experience on Bonaire is unmatched. As the only American yacht operators on the island, we understand the importance of personalized...

4 hours 30 minutes

5.0 (46)

from
$2,299

This private charter lets you have the boat to yourselves along with Bermuda's best captain while you cruise into a Bermudaful sunset, relaxing and sipping …More

4.9 (46)

Private Sunset Cruise & Rum Swizzle

This private charter lets you have the boat to yourselves along with Bermuda's best captain while you cruise into a Bermudaful sunset, relaxing and sipping...

1 hour Free Cancellation

4.9 (46)

from
$500

Blue Hole Secret Falls Excursions Best Water Falls in Jamaica

Blue Hole or Secret Falls in Ocho Rios Jamaica is a perfect alternative if you have been to Dunns River Falls before and would like …More

Falmouth, Jamaica

4.9 (46)

Blue Hole Secret Falls Excursions Best Water Falls in Jamaica

Blue Hole or Secret Falls in Ocho Rios Jamaica is a perfect alternative if you have been to Dunns River Falls before and would like...

5 to 7 hours Hotel pickup offered Free Cancellation

4.9 (46)

from
$75

St. Lucia Rainforest Canopy Zipline Adventure

Experience St. Lucia’s rainforest from an entirely different perspective as you fly through the tropical canopy on 8 ziplines and 16 platforms. Set within the …More

5.0 (46)

St. Lucia Rainforest Canopy Zipline Adventure

Experience St. Lucia’s rainforest from an entirely different perspective as you fly through the tropical canopy on 8 ziplines and 16 platforms. Set within the...

3 hours Hotel pickup offered Free Cancellation

5.0 (46)

from
$95

Barbados Bird Watching Experience (Transport Included)

Discover hidden Barbados on our guided Bird Watching Experience. Explore serene wetlands, rugged coastlines, and quiet reserves while spotting vibrant resident and migratory birds with …More

5.0 (45)

Barbados Bird Watching Experience (Transport Included)

Discover hidden Barbados on our guided Bird Watching Experience. Explore serene wetlands, rugged coastlines, and quiet reserves while spotting vibrant resident and migratory birds with...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (45)

from
$140

2 hour private boat tour - Spanish Waters, Swim Stop & Boarding

Join us on board! We are a small family business. Personalized service is very important to us; therefore our trips are operated in small groups. …More

5.0 (45)

2 hour private boat tour - Spanish Waters, Swim Stop & Boarding

Join us on board! We are a small family business. Personalized service is very important to us; therefore our trips are operated in small groups....

2 hours Free Cancellation

5.0 (45)

from
$375

Mount Liamuiga St Kitts Volcano Adventure

On the Volcano Caldera Trek you get to hike up every tier of the volcanic cone and you are almost guaranteed to get a bit …More

4.9 (45)

Mount Liamuiga St Kitts Volcano Adventure

On the Volcano Caldera Trek you get to hike up every tier of the volcanic cone and you are almost guaranteed to get a bit...

7 hours Hotel pickup offered Free Cancellation

4.9 (45)

from
$90

Mambo Day Sails take you along St Maarten's coastline for swimming, snorkeling and beaching. Popular stops are at Creole Rock for snorkeling, Grand Case for …More

5.0 (45)

Catamaran Day Sail

Mambo Day Sails take you along St Maarten's coastline for swimming, snorkeling and beaching. Popular stops are at Creole Rock for snorkeling, Grand Case for...

7 hours Free Cancellation

5.0 (45)

from
$125

We offer a scenic tour that highlights St. Kitts’ rich history, culture, and natural beauty. Our tour begins in Historic Basseterre, where you’ll explore landmarks …More

5.0 (45)

Ken's Scenic Tour

We offer a scenic tour that highlights St. Kitts’ rich history, culture, and natural beauty. Our tour begins in Historic Basseterre, where you’ll explore landmarks...

3 hours Hotel pickup offered Free Cancellation

5.0 (45)

from
$78

Come enjoy a relaxing Halfday snorkeling trip with us as we cruise along the west coast of Grenada to make our way to the iconic …More

5.0 (45)

Half Day Snorkeling Trip in Grenada

Come enjoy a relaxing Halfday snorkeling trip with us as we cruise along the west coast of Grenada to make our way to the iconic...

4 hours Free Cancellation

5.0 (45)

from
$85

Private 4x4 Natural Pool, Caves & Baby Beach by Cross Aruba Tours

Private tour for your family and friends. Tour around the island in our very comfortable open air jeep with licensed tour guide driver. See the …More

Oranjestad, Aruba

5.0 (45)

Private 4x4 Natural Pool, Caves & Baby Beach by Cross Aruba Tours

Private tour for your family and friends. Tour around the island in our very comfortable open air jeep with licensed tour guide driver. See the...

4 hours Hotel pickup offered Free Cancellation

5.0 (45)

from
$600

Private Bamboo Rafting and Horseback Riding from Ocho Rios

Come experience this adventurous and relaxing adventure that is sure to turn up the thrill in every thrill seeker. No matter what your family fun …More

Kingston, Jamaica

4.9 (45)

Private Bamboo Rafting and Horseback Riding from Ocho Rios

Come experience this adventurous and relaxing adventure that is sure to turn up the thrill in every thrill seeker. No matter what your family fun...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (45)

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?