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 →

Pointe à Pitre City Tour, Island Stopover, and Beach Breaks

Make the most of your day in Guadeloupe with this 7-hour (from 8:30am to 3.30pm) tour, which will show you the best of Pointe-à-Pitre’s old …More

Grande-Terre Island, Guadeloupe

5.0 (10)

Pointe à Pitre City Tour, Island Stopover, and Beach Breaks

Make the most of your day in Guadeloupe with this 7-hour (from 8:30am to 3.30pm) tour, which will show you the best of Pointe-à-Pitre’s old...

7 hours Free Cancellation

5.0 (10)

from
$100

Willemstad Culinary Adventure: Private 3-Hour Foodie Tour

Experience Curacao with all the five senses savoring its unique cuisine at three personally and carefully chosen restaurants in historical Willemstad. At each restaurant there …More

5.0 (10)

Willemstad Culinary Adventure: Private 3-Hour Foodie Tour

Experience Curacao with all the five senses savoring its unique cuisine at three personally and carefully chosen restaurants in historical Willemstad. At each restaurant there...

3 hours Free Cancellation

5.0 (10)

from
$375

Bamboo Rafting, Snorkeling at 7-mile Beach, Rick’s Cafe in Negril

Ride bamboo raft on the river in the countryside and get limestone massage, then visit Seven Mile Beach for snorkeling and finish at Rick’s Cafe …More

Montego Bay, Jamaica

4.9 (10)

Bamboo Rafting, Snorkeling at 7-mile Beach, Rick’s Cafe in Negril

Ride bamboo raft on the river in the countryside and get limestone massage, then visit Seven Mile Beach for snorkeling and finish at Rick’s Cafe...

8 to 9 hours Hotel pickup offered Free Cancellation

4.9 (10)

from
$130

Be Happy - Half Day Private Catamaran Cruise - St Maarten

Join us aboard Be Happy for an unforgettable half-day charter on the beautiful waters of St. Maarten! Enjoy a private sailing experience with your group, …More

5.0 (10)

Be Happy - Half Day Private Catamaran Cruise - St Maarten

Join us aboard Be Happy for an unforgettable half-day charter on the beautiful waters of St. Maarten! Enjoy a private sailing experience with your group,...

4 hours Free Cancellation

5.0 (10)

from
$195

Hidden Gems of the North, Puerto Rico Private Tour

Come and discover with us the hidden gems of the north coast of Puerto Rico. Starting with a simple hike near the beach to discover …More

5.0 (10)

Hidden Gems of the North, Puerto Rico Private Tour

Come and discover with us the hidden gems of the north coast of Puerto Rico. Starting with a simple hike near the beach to discover...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$199

Tiki Pon Da Sea Cruise to Booby Cay with Lunch from Negril

Plan a cruise to the Booby Cay Island from the 7 mile beach in Negril and relax on the sea then experience a taste of …More

Negril, Jamaica

4.8 (10)

Tiki Pon Da Sea Cruise to Booby Cay with Lunch from Negril

Plan a cruise to the Booby Cay Island from the 7 mile beach in Negril and relax on the sea then experience a taste of...

3 hours Hotel pickup offered Free Cancellation

4.8 (10)

from
$235

Discover the Best of St. Kitts – Explore, Relax & Enjoy Paradise! Experience the perfect blend of island history, breathtaking scenery, and tropical beach bliss …More

5.0 (10)

Capital City Tour and Beach Splash

Discover the Best of St. Kitts – Explore, Relax & Enjoy Paradise! Experience the perfect blend of island history, breathtaking scenery, and tropical beach bliss...

6 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$49

Visit St. Lucia Distillers for a behind-the-scenes tour and tasting on this excursion from Roseau, St Lucia. Learn about how sugarcane is turned into rum …More

4.9 (10)

St. Lucia Rum Tasting and Tour

Visit St. Lucia Distillers for a behind-the-scenes tour and tasting on this excursion from Roseau, St Lucia. Learn about how sugarcane is turned into rum...

2 hours Hotel pickup offered Free Cancellation

4.9 (10)

from
$110

Barbados Land & Sea Wildlife Tour: Wildlife Reserve & Snorkelling

Embark on an unforgettable journey through Barbados, discovering its natural wonders, rich history, and vibrant culture. From snorkelling in crystal-clear waters to exploring historic towns …More

5.0 (10)

Barbados Land & Sea Wildlife Tour: Wildlife Reserve & Snorkelling

Embark on an unforgettable journey through Barbados, discovering its natural wonders, rich history, and vibrant culture. From snorkelling in crystal-clear waters to exploring historic towns...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$212

Rincón UTV Sunset Adventure: Explore & Chase the Perfect Sunset

All our tours are driven by experienced tour guides who ensure a safe and unforgettable adventure. This tour offers unique experience of combined short off-road …More

Rincón, Puerto Rico

5.0 (10)

Rincón UTV Sunset Adventure: Explore & Chase the Perfect Sunset

All our tours are driven by experienced tour guides who ensure a safe and unforgettable adventure. This tour offers unique experience of combined short off-road...

2 hours Free Cancellation

5.0 (10)

from
$108

VIP Private Bob Marley Nine Mile & Dunn’s River Falls Experience

What Makes This Tour Unique? This experience combines two powerful sides of Jamaica — reggae legacy and natural adventure — in one unforgettable private journey. …More

Montego Bay, Jamaica

4.8 (10)

VIP Private Bob Marley Nine Mile & Dunn’s River Falls Experience

What Makes This Tour Unique? This experience combines two powerful sides of Jamaica — reggae legacy and natural adventure — in one unforgettable private journey....

4 to 7 hours Hotel pickup offered Free Cancellation

4.8 (10)

from
$178

Full Day Tour in Tobago Island with Lunch

We guide you through the hidden gems and iconic spots of our beautiful island along the Caribbean and Atlantic coastlines. This once in a lifetime …More

4.8 (10)

Full Day Tour in Tobago Island with Lunch

We guide you through the hidden gems and iconic spots of our beautiful island along the Caribbean and Atlantic coastlines. This once in a lifetime...

8 hours Free Cancellation

4.8 (10)

from
$160

Full-Day Luxury Private Rose Island Pigs and Turtles Excursion

Our luxury boat offers comfortable seating for a group of 8, perfect for getting that summer glow, a fresh water shower, private facilities, and ample …More

4.8 (10)

Full-Day Luxury Private Rose Island Pigs and Turtles Excursion

Our luxury boat offers comfortable seating for a group of 8, perfect for getting that summer glow, a fresh water shower, private facilities, and ample...

6 hours Free Cancellation

4.8 (10)

from
$1,950

Join us on an exhilarating 3.5-hour tour that captures the true essence of “the Bahamian thing”. With 4 thrilling stops, CRUISE IN A FULLY AIR-CONDITIONED …More

Nassau, Bahamas

5.0 (10)

Touriffic Tasty Bus Tour

Join us on an exhilarating 3.5-hour tour that captures the true essence of “the Bahamian thing”. With 4 thrilling stops, CRUISE IN A FULLY AIR-CONDITIONED...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (10)

from
$162

Bob Marley's Nine Mile & Dunns River Falls Tour: Transportation & Ticket

Private Tours from Montego Bay guarantee the best and most anticipated tour journey to Bob Marley's home in the hills of St. Ann and then …More

Trelawny, Jamaica

5.0 (10)

Bob Marley's Nine Mile & Dunns River Falls Tour: Transportation & Ticket

Private Tours from Montego Bay guarantee the best and most anticipated tour journey to Bob Marley's home in the hills of St. Ann and then...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$130

Horseback 'Ride N Swim' & Dunns River WaterFalls

Double the adventure with this Excursion package, Horseback Riding & Dunns River Falls. Saddle up and Trek your way along the countryside on your horse, …More

Montego Bay, Jamaica

5.0 (10)

Horseback 'Ride N Swim' & Dunns River WaterFalls

Double the adventure with this Excursion package, Horseback Riding & Dunns River Falls. Saddle up and Trek your way along the countryside on your horse,...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$60

Private Tour from Falmouth to Ocho Rios Blue Hole and Shopping

WELCOME TO TOUR JAMAICA TODAY. Your tour begins as your driver great you with a smile and welcome you. As you leave your hotel or …More

Trelawny, Jamaica

5.0 (10)

Private Tour from Falmouth to Ocho Rios Blue Hole and Shopping

WELCOME TO TOUR JAMAICA TODAY. Your tour begins as your driver great you with a smile and welcome you. As you leave your hotel or...

5 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (10)

from
$80

Private Montego Bay Highlights Tour with Pickup Included

Take the opportunity to explore the hustle and bustle of downtown Montego Bay and learn about the rich history of Montego Bay through the statutes …More

Montego Bay, Jamaica

5.0 (10)

Private Montego Bay Highlights Tour with Pickup Included

Take the opportunity to explore the hustle and bustle of downtown Montego Bay and learn about the rich history of Montego Bay through the statutes...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$75

Bamboo Rafting & Clear Kayak Photoshoot Combo in Montego Bay

Bamboo Rafting with Limestone Foot massage & Clear Kayak Photo shoot is two of montego Bay’s Top Rated Activities and this combination package is perfect …More

Montego Bay, Jamaica

5.0 (10)

Bamboo Rafting & Clear Kayak Photoshoot Combo in Montego Bay

Bamboo Rafting with Limestone Foot massage & Clear Kayak Photo shoot is two of montego Bay’s Top Rated Activities and this combination package is perfect...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$120

Falmouth Shore Excursion: Doctor's Cave Beach Private Tour

Explore the crystal Clear water and white sand of Doctor's Cave Beach on this Private excursion. Stroll along the 'hip-strip' for some shopping during this …More

Falmouth, Jamaica

4.8 (10)

Falmouth Shore Excursion: Doctor's Cave Beach Private Tour

Explore the crystal Clear water and white sand of Doctor's Cave Beach on this Private excursion. Stroll along the 'hip-strip' for some shopping during this...

4 to 5 hours Hotel pickup offered Free Cancellation

4.8 (10)

from
$60

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?