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 →

Just a short 25 minute drive from Amber Cove Port and approximately 45 minutes from Taino Bay this trip is undoubtedly one of the top …More

Cabarete, Dominican Republic

5.0 (1)

Waterfalls at Damajagua

Just a short 25 minute drive from Amber Cove Port and approximately 45 minutes from Taino Bay this trip is undoubtedly one of the top...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$77

Luminous Lagoon and Rose Hall (optional)

Luminous Lagoon is an evening boat ride tour. At night the lagoon sparkles and glistens when disturbed. The tour guide will give an extensive explanation …More

Montego Bay, Jamaica

5.0 (1)

Luminous Lagoon and Rose Hall (optional)

Luminous Lagoon is an evening boat ride tour. At night the lagoon sparkles and glistens when disturbed. The tour guide will give an extensive explanation...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$100

Negril Tour with stops at Seven Mile Beach and Ricks Cafe

This unique combo allows travelers to experience 2 of Jamaica's must do activities from lounging on the beautiful Seven miles beach to watching the breath …More

Lucea, Jamaica

5.0 (1)

Negril Tour with stops at Seven Mile Beach and Ricks Cafe

This unique combo allows travelers to experience 2 of Jamaica's must do activities from lounging on the beautiful Seven miles beach to watching the breath...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$110

Kingston City Private Cultural and Heritage 3 in 1 Day Tour

Are you ready to embark on a journey of a lifetime? Our Culture and Heritage Tour is no ordinary trip-it is an adventure that will …More

Kingston, Jamaica

5.0 (1)

Kingston City Private Cultural and Heritage 3 in 1 Day Tour

Are you ready to embark on a journey of a lifetime? Our Culture and Heritage Tour is no ordinary trip-it is an adventure that will...

4 to 6 hours Free Cancellation

5.0 (1)

from
$200

Grand Cayman: Stingray City and Snorkeling with Beach Lunch

One incredible half-day. Different sides of Grand Cayman. One unforgettable Caribbean adventure. Step into the warm, crystal-clear shallows of Stingray City, where majestic southern stingrays …More

Grand Cayman, Cayman Islands

5.0 (1)

Grand Cayman: Stingray City and Snorkeling with Beach Lunch

One incredible half-day. Different sides of Grand Cayman. One unforgettable Caribbean adventure. Step into the warm, crystal-clear shallows of Stingray City, where majestic southern stingrays...

5 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$189

Private Kingston and Bob Marley Museum Tour from Falmouth

Be prepared to fully immerse in the way of life of the Jamaican people. Learn our history and what make us who we are. This …More

Runaway Bay, Jamaica

5.0 (1)

Private Kingston and Bob Marley Museum Tour from Falmouth

Be prepared to fully immerse in the way of life of the Jamaican people. Learn our history and what make us who we are. This...

5 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$150

When will you ever drive a Speed Boat in the Caribbean? Unless you're James Bond you won't! So join us for this one-of-a-kind experience that …More

Punta Cana, Dominican Republic

5.0 (1)

Punta Cana Speed Boat with Snorkelling

When will you ever drive a Speed Boat in the Caribbean? Unless you're James Bond you won't! So join us for this one-of-a-kind experience that...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$60

Negril 7 Mile Beach and Ricks Cafe Private Tour

Take this Private Tour to enjoy a relaxing day and see the beauty of Negril. Our first stop will be at the Fort Charlotte historic …More

Montego Bay, Jamaica

5.0 (1)

Negril 7 Mile Beach and Ricks Cafe Private Tour

Take this Private Tour to enjoy a relaxing day and see the beauty of Negril. Our first stop will be at the Fort Charlotte historic...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$120

Dunns River and Blue Hole Day trip from Montego Bay

For One-4 person One of our professional and knowledgeable drivers will pick you up from your Hotel/Airbnb and take you to Dunns’ River fall and …More

5.0 (1)

Dunns River and Blue Hole Day trip from Montego Bay

For One-4 person One of our professional and knowledgeable drivers will pick you up from your Hotel/Airbnb and take you to Dunns’ River fall and...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$225

Private Tour: Cocoa, Coffee, Local Market and Cigars Factory

Explore authentic Dominican landscapes and flavours in a non-commercial way. See cocoa plantations and visit small chocolate manufacture. Support local community by visiting them and …More

5.0 (1)

Private Tour: Cocoa, Coffee, Local Market and Cigars Factory

Explore authentic Dominican landscapes and flavours in a non-commercial way. See cocoa plantations and visit small chocolate manufacture. Support local community by visiting them and...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$109

Private Tour to Paradise Island with Snorkel & Manatee Sanctuary

Paradise Island is one of the best places to visit in northern part of the Dominican Republic. If you like sun, azur water and white …More

Puerto Plata, Dominican Republic

5.0 (1)

Private Tour to Paradise Island with Snorkel & Manatee Sanctuary

Paradise Island is one of the best places to visit in northern part of the Dominican Republic. If you like sun, azur water and white...

9 to 10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$109

Calypso Rafting Blue Hole and Scotchies Ocho Rios

We provide the best experience for visitors to Jamaica. With our passion, we can help you get the most out of your vacation. You’ll get …More

Ocho Rios, Jamaica

5.0 (1)

Calypso Rafting Blue Hole and Scotchies Ocho Rios

We provide the best experience for visitors to Jamaica. With our passion, we can help you get the most out of your vacation. You’ll get...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$170

Enjoy views of the Dominican Republic's east coast aboard a catamaran cruise from Punta Cana. Relax on board the boat and sip drinks from the …More

Punta Cana, Dominican Republic

5.0 (1)

Fiesta en el Mar: Party Boat Punta Cana

Enjoy views of the Dominican Republic's east coast aboard a catamaran cruise from Punta Cana. Relax on board the boat and sip drinks from the...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$45

Dunn's Falls, Bamboo Rafting & Horseback Ride From Ocho Rios & Runaway Bay

Visit the famous Dunn's River Falls to experience a 1.5 hour fun-filled adventure. Explore the facility that has the rustic charm of a natural setting …More

Kingston, Jamaica

5.0 (1)

Dunn's Falls, Bamboo Rafting & Horseback Ride From Ocho Rios & Runaway Bay

Visit the famous Dunn's River Falls to experience a 1.5 hour fun-filled adventure. Explore the facility that has the rustic charm of a natural setting...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$220

Ride down the Yaque del Norte river and enjoy the breathtaking views from inside the canyon which you can only experience while on one of …More

Cabarete, Dominican Republic

5.0 (1)

White Water Rafting at Jarabacoa

Ride down the Yaque del Norte river and enjoy the breathtaking views from inside the canyon which you can only experience while on one of...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$600

María and Miguel stop El Limón waterfall with Lunch from Las Terrenas

A safe, fun and unforgettable excursion, perfect for those seeking adventure and interested in experiencing one of the most beautiful natural attractions in the Dominican …More

5.0 (1)

María and Miguel stop El Limón waterfall with Lunch from Las Terrenas

A safe, fun and unforgettable excursion, perfect for those seeking adventure and interested in experiencing one of the most beautiful natural attractions in the Dominican...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$60

Full Day Cultural Tour in Dominican Republic

Visit the most important of this city of Higüey, where you will know the stories of this area, you will visit the historical monument of …More

Punta Cana, Dominican Republic

5.0 (1)

Full Day Cultural Tour in Dominican Republic

Visit the most important of this city of Higüey, where you will know the stories of this area, you will visit the historical monument of...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$145

3 in 1 Activities in Punta Cana: Terracroos, horse back riding and parasailing

A unique 3 in 1 tour where at all times you will experience 100% adrenaline in parasailing and terracross. and also spend a unique moment …More

Punta Cana, Dominican Republic

5.0 (1)

3 in 1 Activities in Punta Cana: Terracroos, horse back riding and parasailing

A unique 3 in 1 tour where at all times you will experience 100% adrenaline in parasailing and terracross. and also spend a unique moment...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$240

Parada Maria y Miguel and the Limón Waterfall Tour from Samana

A safe, fun, and unforgettable excursion, perfect for those seeking adventure and interested in experiencing one of the most beautiful natural attractions in the Dominican …More

5.0 (1)

Parada Maria y Miguel and the Limón Waterfall Tour from Samana

A safe, fun, and unforgettable excursion, perfect for those seeking adventure and interested in experiencing one of the most beautiful natural attractions in the Dominican...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$80

María and Miguel stop - El Limón waterfall with lunch included from las Galeras

A safe, fun and unforgettable excursion, perfect for those seeking adventure and interested in experiencing one of the most beautiful natural attractions in the Dominican …More

Samaná, Dominican Republic

5.0 (1)

María and Miguel stop - El Limón waterfall with lunch included from las Galeras

A safe, fun and unforgettable excursion, perfect for those seeking adventure and interested in experiencing one of the most beautiful natural attractions in the Dominican...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$95

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?