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 →

Rodney Bay to Soufriere Catamaran Transfer

Join us on a one-way water transfer from Rodney Bay to Soufriere and experience Saint Lucia from the water. For your convenience, Sea Spray Cruises …More

Choc, St Lucia

4.9 (8)

Rodney Bay to Soufriere Catamaran Transfer

Join us on a one-way water transfer from Rodney Bay to Soufriere and experience Saint Lucia from the water. For your convenience, Sea Spray Cruises...

2 hours Free Cancellation

4.9 (8)

from
$55

Blue Hole, Secret falls & Bamboo River Rafting from Montego Bay

Visit Ocho Rios one of the most CHILLED location in Jamaica and soak up some island vibes! This is a relaxed yet fun filled experience …More

Montego Bay, Jamaica

5.0 (8)

Blue Hole, Secret falls & Bamboo River Rafting from Montego Bay

Visit Ocho Rios one of the most CHILLED location in Jamaica and soak up some island vibes! This is a relaxed yet fun filled experience...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$75

Private Speedboat Charter: St Maarten to Anguilla

Discover Anguilla on a private speedboat charter from St Maarten! Visit the best snorkeling sites, stop at some of the most pristine islands or beach …More

5.0 (8)

Private Speedboat Charter: St Maarten to Anguilla

Discover Anguilla on a private speedboat charter from St Maarten! Visit the best snorkeling sites, stop at some of the most pristine islands or beach...

7 hours Free Cancellation

5.0 (8)

from
$1,500

Wild and Medicinal Dominica Private Tour

In every walk with nature, one receives far more than we seek. Let's discover some of Dominica's Wild Herbs and Plants with Medicinal properties and …More

5.0 (8)

Wild and Medicinal Dominica Private Tour

In every walk with nature, one receives far more than we seek. Let's discover some of Dominica's Wild Herbs and Plants with Medicinal properties and...

6 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$130

Experience Water Adventure in Dorado Park Punta Cana

Our attraction Is one of the best of the best Tours in CAP Cana where travelers have possibilities during a almost a fully Wonderful day …More

Punta Cana, Dominican Republic

5.0 (8)

Experience Water Adventure in Dorado Park Punta Cana

Our attraction Is one of the best of the best Tours in CAP Cana where travelers have possibilities during a almost a fully Wonderful day...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$178

Make Authentic Espadrilles in Puerto Plata

Puerto Plata's #1 Espadrilles Experience! Explore the history of the traditional Espadrilles, stitch your own pair and take it home as the most amazing souvenir. …More

5.0 (8)

Make Authentic Espadrilles in Puerto Plata

Puerto Plata's #1 Espadrilles Experience! Explore the history of the traditional Espadrilles, stitch your own pair and take it home as the most amazing souvenir....

2 hours Free Cancellation

5.0 (8)

from
$130

Because Tourism is that powerful engine that drives our Economy, we ensure that your experience is a fun and learning one as we explore one …More

Cruz Bay, US Virgin Islands

5.0 (8)

Private Tour

Because Tourism is that powerful engine that drives our Economy, we ensure that your experience is a fun and learning one as we explore one...

6 hours Free Cancellation

5.0 (8)

from
$903

Party Boat Punta Cana, Drinks + Music + Snorkeling + Natural Pool

Climb aboard a rhythm-packed catamaran and enjoy a Caribbean party at sea. Dance to the music, snorkel in crystal clear waters and toast with unlimited …More

Punta Cana, Dominican Republic

5.0 (8)

Party Boat Punta Cana, Drinks + Music + Snorkeling + Natural Pool

Climb aboard a rhythm-packed catamaran and enjoy a Caribbean party at sea. Dance to the music, snorkel in crystal clear waters and toast with unlimited...

5 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$65

Private Bajan Rum & Cocktail Class with Award-Winning Mixologist

Learn to mix rum-based cocktails with your host and rummelier Dameain, voted "Mixologist of the year" in Barbados for two consecutive years! A brand ambassador …More

5.0 (8)

Private Bajan Rum & Cocktail Class with Award-Winning Mixologist

Learn to mix rum-based cocktails with your host and rummelier Dameain, voted "Mixologist of the year" in Barbados for two consecutive years! A brand ambassador...

1 hour Free Cancellation

5.0 (8)

from
$59

Dunns River Falls and Blue Hole, Secret Falls Combo Day Tour

Take a ride with us in our comfortable A/C bus to blue hole falls, a series of natural limestone sinkhole near Ocho Rios. A deep …More

Lucea, Jamaica

4.8 (8)

Dunns River Falls and Blue Hole, Secret Falls Combo Day Tour

Take a ride with us in our comfortable A/C bus to blue hole falls, a series of natural limestone sinkhole near Ocho Rios. A deep...

7 hours Hotel pickup offered

4.8 (8)

from
$85

Falmouth Luminous Lagoon Night Tour & Glowing Waters Swim

This experience is one out of ten rings to do while in Jamaica you will get the chance to see something you never see before …More

Falmouth, Jamaica

4.9 (8)

Falmouth Luminous Lagoon Night Tour & Glowing Waters Swim

This experience is one out of ten rings to do while in Jamaica you will get the chance to see something you never see before...

1 hour Hotel pickup offered Free Cancellation

4.9 (8)

from
$72

Blue Hole Mineral Spring and Rick's Cafe

Blue Hole Mineral Spring sits beneath a cavernous opening in Jamaica’s terrain and is completely encased by Karst limestone. Naturally occurring minerals in the limestone …More

Montego Bay, Jamaica

4.9 (8)

Blue Hole Mineral Spring and Rick's Cafe

Blue Hole Mineral Spring sits beneath a cavernous opening in Jamaica’s terrain and is completely encased by Karst limestone. Naturally occurring minerals in the limestone...

5 to 8 hours Hotel pickup offered Free Cancellation

4.9 (8)

from
$78

Bob Marley Mausoleum Nine Mile Tour from Montego Bay

Learn about the reggae legend Bob Marley at Nine Miles Reggae Land. Get to know his family history and experiences throughout his life. Our drivers …More

Montego Bay, Jamaica

5.0 (8)

Bob Marley Mausoleum Nine Mile Tour from Montego Bay

Learn about the reggae legend Bob Marley at Nine Miles Reggae Land. Get to know his family history and experiences throughout his life. Our drivers...

5 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$45

River Tubing and Blue Hole Tour from Ocho Rios

Have a blast on this combo private tour to the blue hole and calypso tubing for a fun-filled day of activities. Come and enjoy the …More

Ocho Rios, Jamaica

5.0 (8)

River Tubing and Blue Hole Tour from Ocho Rios

Have a blast on this combo private tour to the blue hole and calypso tubing for a fun-filled day of activities. Come and enjoy the...

4 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$100

Montego Bay Jamaica Private Tour to Bob Marley Museum Kingston

This is a Tour that allows persons to see our sea coast and mountainous territories, from one city to the other and experience our beautiful …More

Lucea, Jamaica

5.0 (8)

Montego Bay Jamaica Private Tour to Bob Marley Museum Kingston

This is a Tour that allows persons to see our sea coast and mountainous territories, from one city to the other and experience our beautiful...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$321

This tour is a most do experience which inclusive of entry fee and ATV ride. Are you a history-loving adventure seeker? Well, come and play …More

Montego Bay, Jamaica

5.0 (8)

Rastasafari ATV Experience

This tour is a most do experience which inclusive of entry fee and ATV ride. Are you a history-loving adventure seeker? Well, come and play...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$235

From Puntacana ATV Adventure through Macao Beach and Cenote

Do you want fun, adrenaline, enjoy beautiful nature and a spectacular cenote? This tour is for you. The best prices on the market, responsibility and …More

Punta Cana, Dominican Republic

5.0 (8)

From Puntacana ATV Adventure through Macao Beach and Cenote

Do you want fun, adrenaline, enjoy beautiful nature and a spectacular cenote? This tour is for you. The best prices on the market, responsibility and...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$55

Party on the Parasailing boat in Punta Cana

What really makes our tour special is the unique mix of water activities and adventures that we have organized to ensure that you have an …More

5.0 (8)

Party on the Parasailing boat in Punta Cana

What really makes our tour special is the unique mix of water activities and adventures that we have organized to ensure that you have an...

4 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$105

Enjoy With 7 Waterfalls Damajagua -Lunch-(Taino Bay & Amber Cove)

Come with us to live an incredible adventure about nature and the beauty of the natural landscapes of Damajagua. On this tour we will take …More

Puerto Plata, Dominican Republic

4.9 (8)

Enjoy With 7 Waterfalls Damajagua -Lunch-(Taino Bay & Amber Cove)

Come with us to live an incredible adventure about nature and the beauty of the natural landscapes of Damajagua. On this tour we will take...

3 hours Hotel pickup offered Free Cancellation

4.9 (8)

from
$62

Private Countryside and City Tour in Puerto Plata

This tour will take you to discover the rich culture, delicious cuisine and stunning landscapes of this beautiful city. We focus on learning more about …More

Puerto Plata, Dominican Republic

4.8 (8)

Private Countryside and City Tour in Puerto Plata

This tour will take you to discover the rich culture, delicious cuisine and stunning landscapes of this beautiful city. We focus on learning more about...

3 to 4 hours Hotel pickup offered Free Cancellation

4.8 (8)

from
$65

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?