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 →

Embark on a culinary adventure through the vibrant streets of Montego Bay with our Foodie Tour! Get ready to tantalize your taste buds with an …More

Montego Bay, Jamaica

4.5 (2)

Montego Bay Private Foodie Tour

Embark on a culinary adventure through the vibrant streets of Montego Bay with our Foodie Tour! Get ready to tantalize your taste buds with an...

3 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$120

Private Bamboo Rafting Tour In Lethe and Limestone Massage

Come and sit upon a handcrafted 30ft bamboo raft at the Lethe Village, as your experienced guide navigates the soothing waters of the Great River. …More

Lucea, Jamaica

4.5 (2)

Private Bamboo Rafting Tour In Lethe and Limestone Massage

Come and sit upon a handcrafted 30ft bamboo raft at the Lethe Village, as your experienced guide navigates the soothing waters of the Great River....

2 to 3 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$115

Bamboo Rafting Limestone Massage, Exotic bird and Herb Farm Tour

Bamboo rafting and exotic bird tours offer participants the opportunity to immerse themselves in nature, appreciate wildlife, and gain a deeper understanding of the environment …More

Montego Bay, Jamaica

4.5 (2)

Bamboo Rafting Limestone Massage, Exotic bird and Herb Farm Tour

Bamboo rafting and exotic bird tours offer participants the opportunity to immerse themselves in nature, appreciate wildlife, and gain a deeper understanding of the environment...

2 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$70

Private Transportation to Blue Hole & Dunns River Falls-w Drinks!

Embark on the ultimate Jamaican adventure with our exclusive combo tour, seamlessly combining the breathtaking wonders of Dunn's River Falls and the hidden gem of …More

Montego Bay, Jamaica

4.5 (2)

Private Transportation to Blue Hole & Dunns River Falls-w Drinks!

Embark on the ultimate Jamaican adventure with our exclusive combo tour, seamlessly combining the breathtaking wonders of Dunn's River Falls and the hidden gem of...

3 to 6 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$60

Private El Yunque Tour To Hidden Waterfall Remote Area

El Yunque was believed to be the living quarters of Yocahu, the most powerful Taino god, and it is easy to see why! El Yunque …More

4.5 (2)

Private El Yunque Tour To Hidden Waterfall Remote Area

El Yunque was believed to be the living quarters of Yocahu, the most powerful Taino god, and it is easy to see why! El Yunque...

5 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$500

ATV 4 Wheels double from Punta Cana (Half Day)

Drive through the paradisiacal landscapes of Punta Cana and Miches in the funniest way: driving your own shared ATV 4 Wheel ! You will explore …More

La Romana, Dominican Republic

4.5 (2)

ATV 4 Wheels double from Punta Cana (Half Day)

Drive through the paradisiacal landscapes of Punta Cana and Miches in the funniest way: driving your own shared ATV 4 Wheel ! You will explore...

4 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$65

María and Miguel stop - Half day tour to El Limón waterfall with lunch included

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

4.5 (2)

María and Miguel stop - Half day tour to El Limón waterfall with lunch included

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...

3 hours Free Cancellation

4.5 (2)

from
$70

Puerto Plata: TOP2IN1 : WATERFALLS+ BUGGIES OR HORSEBACK RIDING

WATERFALLS + BUGGIES OR HORSEBACK RIDING Our tour is unique, two different experiences in one day. We start the day heading to the world famous …More

Puerto Plata, Dominican Republic

4.5 (2)

Puerto Plata: TOP2IN1 : WATERFALLS+ BUGGIES OR HORSEBACK RIDING

WATERFALLS + BUGGIES OR HORSEBACK RIDING Our tour is unique, two different experiences in one day. We start the day heading to the world famous...

7 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$135

A panoramic drive takes you through Fern Gully Gorge, where nature produces the most magnificent vibrant green trees. The Konoko Falls & River Garden Museum …More

Ocho Rios, Jamaica

4.5 (2)

Konoko Falls City Highlights Ocho Rios Jamaica entry fee included

A panoramic drive takes you through Fern Gully Gorge, where nature produces the most magnificent vibrant green trees. The Konoko Falls & River Garden Museum...

5 to 6 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$91

Punta Cana Party Boat Adventure – Snorkeling & Open Bar Included

Why Book Our Party Boat Experience in Punta Cana? Experience the ultimate Caribbean celebration with our Party Boat tour in Punta Cana. Here’s what sets …More

Punta Cana, Dominican Republic

4.5 (2)

Punta Cana Party Boat Adventure – Snorkeling & Open Bar Included

Why Book Our Party Boat Experience in Punta Cana? Experience the ultimate Caribbean celebration with our Party Boat tour in Punta Cana. Here’s what sets...

5 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$65

PRIVATE EXECUTIVE TOURS (Nassau Transfers)

THERE ARE SEVERAL REASONS TO CHOSE NASSAU LIMO SERVICE, WE LET YOU EXPLORE NASSAU OR DO BUSINESS AS YOU PLEASE. PICK UPS AVAILABLE 24 HOURS …More

4.5 (2)

PRIVATE EXECUTIVE TOURS (Nassau Transfers)

THERE ARE SEVERAL REASONS TO CHOSE NASSAU LIMO SERVICE, WE LET YOU EXPLORE NASSAU OR DO BUSINESS AS YOU PLEASE. PICK UPS AVAILABLE 24 HOURS...

3 hours Free Cancellation

4.5 (2)

from
$462

Ocho Rios: Guided Sightseeing and Shopping Tour

Immerse yourself in a world of whimsy and wonder as we whisk you away to the most charming gift shops and souvenir stalls. From quaint …More

Kingston, Jamaica

4.5 (2)

Ocho Rios: Guided Sightseeing and Shopping Tour

Immerse yourself in a world of whimsy and wonder as we whisk you away to the most charming gift shops and souvenir stalls. From quaint...

1 to 2 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$30

Private Historic Old San Juan Sightseeing and Walking Experience

If there is a tour every visitor and traveler must do before even trying to walk our old city’s street, this will be it! This …More

4.5 (2)

Private Historic Old San Juan Sightseeing and Walking Experience

If there is a tour every visitor and traveler must do before even trying to walk our old city’s street, this will be it! This...

2 hours Free Cancellation

4.5 (2)

from
$90

The trail to the Rio Seco waterfall begins on the Toco Main Road where the beautiful Salybia River flows lazily into the ocean. The trail …More

4.5 (2)

Rio Seco Waterfall Day Adventure

The trail to the Rio Seco waterfall begins on the Toco Main Road where the beautiful Salybia River flows lazily into the ocean. The trail...

1 to 7 hours Free Cancellation

4.5 (2)

from
$110

Punta Cana: Montaña Redonda Adventure & Swing Experience

Enjoy a full day at Montana Redonda in Miches with a private drive to take you from your hotel. During your ride, you can sit …More

Punta Cana, Dominican Republic

4.5 (2)

Punta Cana: Montaña Redonda Adventure & Swing Experience

Enjoy a full day at Montana Redonda in Miches with a private drive to take you from your hotel. During your ride, you can sit...

5 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$105

If you’re going to the Dominican Republic to get closer to nature and explore the jungle, this excursion in the depths of the rainforest is …More

Punta Cana, Dominican Republic

4.5 (2)

Monkeyland and Plantation in Punta cana

If you’re going to the Dominican Republic to get closer to nature and explore the jungle, this excursion in the depths of the rainforest is...

5 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$120

Seven Mile Beach with Massage, Culture, and Rick's Cafe Tour

Your adventure begins with a scenic drive from Montego Bay to Negril, passing through picturesque villages and lush tropical landscapes. Enjoy breathtaking views of the …More

Negril, Jamaica

4.5 (2)

Seven Mile Beach with Massage, Culture, and Rick's Cafe Tour

Your adventure begins with a scenic drive from Montego Bay to Negril, passing through picturesque villages and lush tropical landscapes. Enjoy breathtaking views of the...

8 to 9 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$120

Blue Hole & Secret Falls plus Bob Marley Birth Place Nine Mile Private Tour

A visit to Bob Marley's home at Nine Mile includes a tour of the property from Rastafarian guides, which usually includes a rendition of one …More

Montego Bay, Jamaica

4.5 (2)

Blue Hole & Secret Falls plus Bob Marley Birth Place Nine Mile Private Tour

A visit to Bob Marley's home at Nine Mile includes a tour of the property from Rastafarian guides, which usually includes a rendition of one...

6 to 8 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$142

Time will be spent at Eight River Lounge for drinks and music entertainment which is night club vibes and Shades night club is more of …More

Negril, Jamaica

4.5 (2)

Ocho Rios Nightlife

Time will be spent at Eight River Lounge for drinks and music entertainment which is night club vibes and Shades night club is more of...

3 to 4 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$250

Whale Watching and Waterfalls in Samana Province

Embark on a one-of-a-kind adventure through the stunning landscapes of Samaná. This all-inclusive tour combines breathtaking views, exciting activities, and the best of Dominican nature, …More

Punta Cana, Dominican Republic

4.5 (2)

Whale Watching and Waterfalls in Samana Province

Embark on a one-of-a-kind adventure through the stunning landscapes of Samaná. This all-inclusive tour combines breathtaking views, exciting activities, and the best of Dominican nature,...

12 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$130

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?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Luxury & Special Occasions are:

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?