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 →

Artisan Puertorrican Winery and Distillery Tour

The visitor of PAPA PEDRO Wine & Distiller learn about the winery process. Also, the visitor learn about the distillery process. During the meeting can …More

5.0 (1)

Artisan Puertorrican Winery and Distillery Tour

The visitor of PAPA PEDRO Wine & Distiller learn about the winery process. Also, the visitor learn about the distillery process. During the meeting can...

1 to 2 hours Free Cancellation

5.0 (1)

from
$50

Ricks Cafe Sunset Experience with Bamboo Rafting and Foot Massage

This Combo tour gives travelers the opportunity to enjoy the Bamboo River Rafting and limestone foot massage tour in Montego bay combined with a trip …More

Montego Bay, Jamaica

5.0 (1)

Ricks Cafe Sunset Experience with Bamboo Rafting and Foot Massage

This Combo tour gives travelers the opportunity to enjoy the Bamboo River Rafting and limestone foot massage tour in Montego bay combined with a trip...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$125

Private Negril day tour and Ricks Cafe from Montego Bay Area

Head to the picturesque town of Negril from Montego Bay on this guided all-day tour. Along the way to Negril , learn about different points …More

Negril, Jamaica

5.0 (1)

Private Negril day tour and Ricks Cafe from Montego Bay Area

Head to the picturesque town of Negril from Montego Bay on this guided all-day tour. Along the way to Negril , learn about different points...

1 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$75

Enjoy the island like a local. Bask in the ambiance of her beauty while enjoying everything local. With a private tour you will feel more …More

Rodney Bay, St Lucia

5.0 (1)

Soufriere Tour

Enjoy the island like a local. Bask in the ambiance of her beauty while enjoying everything local. With a private tour you will feel more...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$205

Choosing a Private tour makes you more comfortable at ease. Creating moments with your convenience. You get to view the island the way you want …More

5.0 (1)

Island Tour Sightseeing

Choosing a Private tour makes you more comfortable at ease. Creating moments with your convenience. You get to view the island the way you want...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$60

Green Grotto Caves and Dunn’s river falls combine tour from Montego Bay

Basically this tour combines two of Jamaica’s top attractions on an action-packed tour of Dunn’s River Falls and the Green Grotto Caves from Montego Bay. …More

Montego Bay, Jamaica

5.0 (1)

Green Grotto Caves and Dunn’s river falls combine tour from Montego Bay

Basically this tour combines two of Jamaica’s top attractions on an action-packed tour of Dunn’s River Falls and the Green Grotto Caves from Montego Bay....

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$123

Full-Day Tour to the Blue Hole and Dunn's River Falls

Blue Hole and Dunn's River Explore Adventure. Combine stops at two of Jamaica's top natural attractions—Dunn's River Falls and the Blue Hole—in a single tour …More

Kingston, Jamaica

5.0 (1)

Full-Day Tour to the Blue Hole and Dunn's River Falls

Blue Hole and Dunn's River Explore Adventure. Combine stops at two of Jamaica's top natural attractions—Dunn's River Falls and the Blue Hole—in a single tour...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$65

Private Dunn's River Falls Adventure & City Highlight Tour

Dunn’s River Falls Adventure Experience one of Jamaica’s most iconic natural attractions at Dunn’s River Falls, where cascading waterfalls, lush tropical scenery, and refreshing pools …More

Montego Bay, Jamaica

5.0 (1)

Private Dunn's River Falls Adventure & City Highlight Tour

Dunn’s River Falls Adventure Experience one of Jamaica’s most iconic natural attractions at Dunn’s River Falls, where cascading waterfalls, lush tropical scenery, and refreshing pools...

3 hours 45 minutes Hotel pickup offered

5.0 (1)

from
$257

Blue Hole, Secret fall, Dunn's River Falls, Half Day Tour Combo

1. Natural beauty and diversity: Dunn's River Falls is a stunning 180-feet high waterfall located in Jamaica. It offers a memorable experience as visitors have …More

Negril, Jamaica

5.0 (1)

Blue Hole, Secret fall, Dunn's River Falls, Half Day Tour Combo

1. Natural beauty and diversity: Dunn's River Falls is a stunning 180-feet high waterfall located in Jamaica. It offers a memorable experience as visitors have...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$180

Ziplinig Dunn's River Falls from Montego Bay

Have an exhilarating adventure ziplining over and climbing the famous Dunn's River Falls for an amazing fun-filled day in Ocho Rios, Jamaica. This zip line …More

Montego Bay, Jamaica

5.0 (1)

Ziplinig Dunn's River Falls from Montego Bay

Have an exhilarating adventure ziplining over and climbing the famous Dunn's River Falls for an amazing fun-filled day in Ocho Rios, Jamaica. This zip line...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$198

The central features of this natural attraction is the large labyrinthine limestone cave with its unique rock formation, its stalactites, stalagmites, and abundance of overhead …More

Montego Bay, Jamaica

5.0 (1)

Green Grotto Caves from Montego Bay

The central features of this natural attraction is the large labyrinthine limestone cave with its unique rock formation, its stalactites, stalagmites, and abundance of overhead...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$139

Ricks Cafe Negril and 7 Mile Beach Day Trip

Head out for a scenic drive to Negril in your private car or minivan/bus. Feel free to have your driver pull over for some refreshments …More

Lucea, Jamaica

5.0 (1)

Ricks Cafe Negril and 7 Mile Beach Day Trip

Head out for a scenic drive to Negril in your private car or minivan/bus. Feel free to have your driver pull over for some refreshments...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$15

Private Dunn River Falls and Park Tour from Montego Bay

Your drive will be ready and waiting to take you to Dunn’s River Falls which is definitely one of those places you can absolutely enjoy …More

Montego Bay, Jamaica

5.0 (1)

Private Dunn River Falls and Park Tour from Montego Bay

Your drive will be ready and waiting to take you to Dunn’s River Falls which is definitely one of those places you can absolutely enjoy...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$125

We offer you to discover the green side of the island within few minutes of town, an express and yet enjoyable deep in the nature …More

5.0 (1)

V.I.P Green escape 1- Botanical Garden

We offer you to discover the green side of the island within few minutes of town, an express and yet enjoyable deep in the nature...

1 to 3 hours

5.0 (1)

from
$282

Explore Round Mountain Magic and Buggies on Macau Beach

The Montaña Redonda Excursion from Punta Cana is an unmissable experience if you are visiting Punta Cana, with spectacular views and incredible landscapes where you …More

Punta Cana, Dominican Republic

5.0 (1)

Explore Round Mountain Magic and Buggies on Macau Beach

The Montaña Redonda Excursion from Punta Cana is an unmissable experience if you are visiting Punta Cana, with spectacular views and incredible landscapes where you...

9 to 10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$119

ATV Bike, Blue Hole & River Rafting Transportation Only

We offer pickup from the cruise ships and the hotels, this is a combo tour that entails transportation only to ATV, blue hole, river rafting, …More

Ocho Rios, Jamaica

5.0 (1)

ATV Bike, Blue Hole & River Rafting Transportation Only

We offer pickup from the cruise ships and the hotels, this is a combo tour that entails transportation only to ATV, blue hole, river rafting,...

2 hours 45 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$500

River Rafting and River Tubing Transportation Only

River Rafting and River Tubing is a combo tour that entails natural beauty of the famous white river, this river comes from the hills through …More

Ocho Rios, Jamaica

5.0 (1)

River Rafting and River Tubing Transportation Only

River Rafting and River Tubing is a combo tour that entails natural beauty of the famous white river, this river comes from the hills through...

2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$40

Horseback Riding + Bamboo River Rafting Experience from Ocho Rios

This tour is very authentic and is suitable for friends and the entire family. travelers will be able to enjoy the outdoors and experience eye-widening …More

Ocho Rios, Jamaica

5.0 (1)

Horseback Riding + Bamboo River Rafting Experience from Ocho Rios

This tour is very authentic and is suitable for friends and the entire family. travelers will be able to enjoy the outdoors and experience eye-widening...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$128

Salto de la Jalda - Leaping La Jalda- Hiking or Horse Riding by Rain Forest

An extreme adventure to the higher waterfall of the Caribbean. Come with locals hiking or Horse riding to the Waterfall. Learning about the real Dominican …More

5.0 (1)

Salto de la Jalda - Leaping La Jalda- Hiking or Horse Riding by Rain Forest

An extreme adventure to the higher waterfall of the Caribbean. Come with locals hiking or Horse riding to the Waterfall. Learning about the real Dominican...

8 hours

5.0 (1)

from
$109

Exciting Four-wheeler Tour in Punta Cana

Take a three-hour off-road tour of the Dominican coastline in the back of a 4x4 on this tour from Punta Cana. Visit the easternmost part …More

Punta Cana, Dominican Republic

5.0 (1)

Exciting Four-wheeler Tour in Punta Cana

Take a three-hour off-road tour of the Dominican coastline in the back of a 4x4 on this tour from Punta Cana. Visit the easternmost part...

3 hours Free Cancellation

5.0 (1)

from
$89

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?