Top Caribbean Luxury & Special Occasions

Q: Which Caribbean Luxury & Special Occasions have Instant Confirmation?

Caribbean Luxury & Special Occasions with Instant Confirmation include: Discover El Yunque National Park: Half-Day Rainforest Tour Half-Day Aruba Island Tour from Oranjestad Full-Day Aruba History and Must-See Landmarks Tour Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Nassau Swimming Pigs: Snorkeling, Lunch & Private Beach Club 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: Discover El Yunque National Park: Half-Day Rainforest Tour Half-Day Aruba Island Tour from Oranjestad Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Full-Day Aruba History and Must-See Landmarks Tour San Juan Sunset Harbor Boat Ride 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 →

Nature and Off-Road Adventure Tour with Hidden Beach Stop

Engage in an exhilarating off-road adventure as you navigate your own buggy through rugged trails, encountering muddy paths and stunning landscapes. Experience the thrill of …More

Punta Cana, Dominican Republic

5.0 (3)

Nature and Off-Road Adventure Tour with Hidden Beach Stop

Engage in an exhilarating off-road adventure as you navigate your own buggy through rugged trails, encountering muddy paths and stunning landscapes. Experience the thrill of...

4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$45

Altos de Chavón and cave of wonders from Bavaro Punta Cana

We will visit Altos de Chavón which is a medieval town in Casa de Campo, where we will be visiting its beautiful viewpoint to the …More

Punta Cana, Dominican Republic

4.8 (4)

Altos de Chavón and cave of wonders from Bavaro Punta Cana

We will visit Altos de Chavón which is a medieval town in Casa de Campo, where we will be visiting its beautiful viewpoint to the...

9 hours 15 minutes Hotel pickup offered Free Cancellation

4.8 (4)

from
$125

Blue Hole Falls & River Tubing Tour Ocho Rios(Entry fee included)

Combine a visit to Blue Hole and Secret Falls with a river tubing excursion down the White River with this private tour. You’ll spend time …More

Ocho Rios, Jamaica

5.0 (2)

Blue Hole Falls & River Tubing Tour Ocho Rios(Entry fee included)

Combine a visit to Blue Hole and Secret Falls with a river tubing excursion down the White River with this private tour. You’ll spend time...

5 to 8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$115

Bahamas, Beach Horseback Riding & Ocean Swim Experience

Enjoy a scenic 2-hour horseback riding adventure through lush woodland trails, wide-open landscapes, and along two exclusive private beaches. Accompanied by experienced local guides, this …More

5.0 (4)

Bahamas, Beach Horseback Riding & Ocean Swim Experience

Enjoy a scenic 2-hour horseback riding adventure through lush woodland trails, wide-open landscapes, and along two exclusive private beaches. Accompanied by experienced local guides, this...

2 hours

5.0 (4)

from
$339

Trinidad's Highlights including Scarlet Ibis Tour

Explore the Best of Trinidad Discover the vibrant Streets and Historic charm of Port of Spain before heading up to Fort George for breathtaking panoramic …More

5.0 (2)

Trinidad's Highlights including Scarlet Ibis Tour

Explore the Best of Trinidad Discover the vibrant Streets and Historic charm of Port of Spain before heading up to Fort George for breathtaking panoramic...

7 hours Hotel pickup offered

5.0 (2)

from
$160

Rick s Café and Seven Mile Beach Private Tour Negril Jamaica

Looking for the perfect mix of beach bliss, island culture, and breathtaking views? This private tour from Montego Bay delivers it all! Spend the day …More

Montego Bay, Jamaica

5.0 (4)

Rick s Café and Seven Mile Beach Private Tour Negril Jamaica

Looking for the perfect mix of beach bliss, island culture, and breathtaking views? This private tour from Montego Bay delivers it all! Spend the day...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$110

Lethe Bamboo River Rafting Montego Bay Highlights and Shopping

Discover the perfect blend of relaxation, culture, and Caribbean charm on this unforgettable full-day experience from Montego Bay! Your journey begins with a peaceful bamboo …More

5.0 (3)

Lethe Bamboo River Rafting Montego Bay Highlights and Shopping

Discover the perfect blend of relaxation, culture, and Caribbean charm on this unforgettable full-day experience from Montego Bay! Your journey begins with a peaceful bamboo...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$119

Montego Bay Nightlife and Clubbing at Lounge 27 27 Pier 1 Taboo

Get ready for an unforgettable night out in Montego Bay! This private nightlife tour takes you to the city’s hottest spots—Lounge 27/27, the iconic Pier …More

5.0 (2)

Montego Bay Nightlife and Clubbing at Lounge 27 27 Pier 1 Taboo

Get ready for an unforgettable night out in Montego Bay! This private nightlife tour takes you to the city’s hottest spots—Lounge 27/27, the iconic Pier...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$55

Embark on an unforgettable adventure that combines the best of nature, history and Caribbean paradise. The tour begins in the stunning Los Haitises National Park, …More

Las Terrenas, Dominican Republic

4.7 (6)

Haitian National Park and fell up

Embark on an unforgettable adventure that combines the best of nature, history and Caribbean paradise. The tour begins in the stunning Los Haitises National Park,...

7 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (6)

from
$120

Nature Seeker’s Green Grotto Cave and Blue Hole

Embark on a captivating journey exploring two of Jamaica's natural wonders: Green Grotto Caves and Blue Hole in Ocho Rios. Begin at Green Grotto Caves, …More

Falmouth, Jamaica

5.0 (2)

Nature Seeker’s Green Grotto Cave and Blue Hole

Embark on a captivating journey exploring two of Jamaica's natural wonders: Green Grotto Caves and Blue Hole in Ocho Rios. Begin at Green Grotto Caves,...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$125

Blue Hole Secret Falls and Dunns River Falls Adventure

Discover the natural beauty of Jamaica with a visit to Blue Hole Secret Falls and Dunn’s River Falls. Experience exhilarating cliff diving, rope swings, and …More

Lucea, Jamaica

5.0 (3)

Blue Hole Secret Falls and Dunns River Falls Adventure

Discover the natural beauty of Jamaica with a visit to Blue Hole Secret Falls and Dunn’s River Falls. Experience exhilarating cliff diving, rope swings, and...

6 to 10 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$96

Amber Cove Puerto Plata Waterfalls Excursion - Swim, Jump & Slide

The 7 Waterfalls of Damajagua, a stunning series of natural waterfalls in Puerto Plata, offer a thrilling adventure for nature lovers and adrenaline seekers alike. …More

Puerto Plata, Dominican Republic

5.0 (4)

Amber Cove Puerto Plata Waterfalls Excursion - Swim, Jump & Slide

The 7 Waterfalls of Damajagua, a stunning series of natural waterfalls in Puerto Plata, offer a thrilling adventure for nature lovers and adrenaline seekers alike....

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$59

ATV, Horseback Riding, Bamboo Rafting & Blue Hole Tour Ocho Rios

Get ready for the ultimate Jamaican adventure in Ocho Rios! Feel the adrenaline as you tackle rugged trails on an ATV, then slow the pace …More

5.0 (2)

ATV, Horseback Riding, Bamboo Rafting & Blue Hole Tour Ocho Rios

Get ready for the ultimate Jamaican adventure in Ocho Rios! Feel the adrenaline as you tackle rugged trails on an ATV, then slow the pace...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$512

Old San Juan and Pinones Private Sightseeing

Traveling to your destination becomes seamless with our personalized chauffeur. Expect punctuality and professionalism as your dedicated chauffeurs ensure a smooth journey tailored just for …More

5.0 (2)

Old San Juan and Pinones Private Sightseeing

Traveling to your destination becomes seamless with our personalized chauffeur. Expect punctuality and professionalism as your dedicated chauffeurs ensure a smooth journey tailored just for...

4 to 5 hours Free Cancellation

5.0 (2)

from
$100

Ocho Rios: Dunn's River Falls and River Tubing from Falmouth

This tour offers a round trip transport, and a visits to two of Jamaica's natural wonders. You can experience the highlights of the falls and …More

Kingston, Jamaica

5.0 (4)

Ocho Rios: Dunn's River Falls and River Tubing from Falmouth

This tour offers a round trip transport, and a visits to two of Jamaica's natural wonders. You can experience the highlights of the falls and...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (4)

from
$152

Stop 1 – Colón Park & Treehouse (Aguadilla) Start your day with a relaxing stroll through Colón Park, enjoying ocean views and exploring the charming …More

Rincón, Puerto Rico

5.0 (4)

Aguadilla 6 Hour Local Tour

Stop 1 – Colón Park & Treehouse (Aguadilla) Start your day with a relaxing stroll through Colón Park, enjoying ocean views and exploring the charming...

7 hours Free Cancellation

5.0 (4)

from
$150

Combo: Adventure in Buggy and City Tours

The freedom to choose your adventure. Unlike other tours, here you can enjoy driving a robust Buggy, designed to give you maximum excitement and comfort …More

Puerto Plata, Dominican Republic

5.0 (1)

Combo: Adventure in Buggy and City Tours

The freedom to choose your adventure. Unlike other tours, here you can enjoy driving a robust Buggy, designed to give you maximum excitement and comfort...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$125

Combo : Damajagua and Monkey Sanctuary with Typical Lunch

This tour combines two of Puerto Plata’s most popular experiences in one day. Start with the visit to Damajagua Waterfalls, where you will enjoy a …More

Puerto Plata, Dominican Republic

5.0 (3)

Combo : Damajagua and Monkey Sanctuary with Typical Lunch

This tour combines two of Puerto Plata’s most popular experiences in one day. Start with the visit to Damajagua Waterfalls, where you will enjoy a...

5 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$131

This tour combines off-road adventure with an educational and family experience in nature. Start with an exciting ATV route through country roads, nature trails and …More

Puerto Plata, Dominican Republic

5.0 (3)

Combo: Adventure in ATV and Monkeys

This tour combines off-road adventure with an educational and family experience in nature. Start with an exciting ATV route through country roads, nature trails and...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$131

Oranjestad, Aruba Historical GPS Self Guided Audio Walking Tour

Discover the story of Oranjestad, Aruba. Our tour will take you through history and heritage, beginning at the iconic Queen Wilhelmina Statue at the Queen …More

4.6 (5)

Oranjestad, Aruba Historical GPS Self Guided Audio Walking Tour

Discover the story of Oranjestad, Aruba. Our tour will take you through history and heritage, beginning at the iconic Queen Wilhelmina Statue at the Queen...

60 to 90 minutes Free Cancellation

4.6 (5)

from
$10

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?