Top Caribbean Luxury & Special Occasions

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 →

Walk the Historical city of old San Juan on a guided tour, going back in time over 500 years. Starting at Plaza Colon and explaining …More

4.9 (324)

Explore Old San Juan Walking Tour

Walk the Historical city of old San Juan on a guided tour, going back in time over 500 years. Starting at Plaza Colon and explaining...

2 hours Free Cancellation

4.9 (324)

from
$30

There is no better place to spend a beach day than beautiful Barbados! Discover the breathtaking shores of Carlisle Bay, a stunning crescent-shaped bay on …More

4.4 (139)

Cruise Passenger Beach Shuttle

There is no better place to spend a beach day than beautiful Barbados! Discover the breathtaking shores of Carlisle Bay, a stunning crescent-shaped bay on...

3 to 5 hours Free Cancellation

4.4 (139)

from
$30

Whole Story Tour of San Nicolas in Aruba

Experience the hidden gems of San Nicolas on our Aruba mural tour, perfect for everyone, not just art enthusiasts. Wander through vibrant street art and …More

5.0 (187)

Whole Story Tour of San Nicolas in Aruba

Experience the hidden gems of San Nicolas on our Aruba mural tour, perfect for everyone, not just art enthusiasts. Wander through vibrant street art and...

2 hours Free Cancellation

5.0 (187)

from
$30

St Lucia Friday Street Party with Private Guide/Transport

Experience Gros Islet's Friday Street Party the easy way: a private car from your hotel door, a drive-by tour of the party so you know …More

Rodney Bay, St Lucia

4.8 (106)

St Lucia Friday Street Party with Private Guide/Transport

Experience Gros Islet's Friday Street Party the easy way: a private car from your hotel door, a drive-by tour of the party so you know...

3 hours Hotel pickup offered Free Cancellation

4.8 (106)

from
$30

Enjoy the Grand Tour of Willemstad in the comfort of your own private tuktuk vehicle. Learn all about the extensive history of this 'UNESCO World …More

4.4 (188)

Willemstad Shore Excursion:

Enjoy the Grand Tour of Willemstad in the comfort of your own private tuktuk vehicle. Learn all about the extensive history of this 'UNESCO World...

1 hour Free Cancellation

4.4 (188)

from
$30

Walk with me through my Old San Juan on the only tour you will find offered only in Spanish. For English you must send us …More

5.0 (12)

Old San Juan Tour in Spanish

Walk with me through my Old San Juan on the only tour you will find offered only in Spanish. For English you must send us...

2 hours Free Cancellation

5.0 (12)

from
$30

Jamaica Dolphin Cove offers a one-of-a-kind experience that will leave you in awe of the wonders of the sea. Don't miss out on the chance …More

Lucea, Jamaica

5.0 (18)

Private Dolphin Cove Adventure

Jamaica Dolphin Cove offers a one-of-a-kind experience that will leave you in awe of the wonders of the sea. Don't miss out on the chance...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$30

Buggy Adventure in Punta Cana: Macao Beach and Taino Cave Experience the natural beauty and culture of the Dominican Republic on a thrilling buggy adventure …More

Punta Cana, Dominican Republic

4.7 (19)

Buggy Adventure in Punta Cana: Macao Beach and Taino Cave

Buggy Adventure in Punta Cana: Macao Beach and Taino Cave Experience the natural beauty and culture of the Dominican Republic on a thrilling buggy adventure...

4 to 5 hours Free Cancellation

4.7 (19)

from
$30

DG Tours And Transportation offer one of a find service, completely private just you, your family and the driver. The Driver will not leave you …More

Negril, Jamaica

4.8 (43)

Negril Shopping And Rick's Café

DG Tours And Transportation offer one of a find service, completely private just you, your family and the driver. The Driver will not leave you...

4 to 5 hours Hotel pickup offered Free Cancellation

4.8 (43)

from
$30

Private beginner only Horseback on Macao beach

Go all over macao beach an macao river take the must beautiful sunset horseback Riding on the must beautiful beach in punta cana macao Beach …More

Punta Cana, Dominican Republic

4.6 (7)

Private beginner only Horseback on Macao beach

Go all over macao beach an macao river take the must beautiful sunset horseback Riding on the must beautiful beach in punta cana macao Beach...

2 hours Free Cancellation

4.6 (7)

from
$30

Welcome to San Juan's Old Town: Private Half-Day Walking Tour

Experience the best of Old Town on a private walking tour, where you will learn about the island's history through to today. Dive into the …More

4.9 (7)

Welcome to San Juan's Old Town: Private Half-Day Walking Tour

Experience the best of Old Town on a private walking tour, where you will learn about the island's history through to today. Dive into the...

3 hours Free Cancellation

4.9 (7)

from
$30

Walking Tour at Bridgetown Discovering Hidden Treasures

Venture off the beaten path and uncover the hidden gems of Bridgetown. Explore lesser-known streets and neighborhoods, where charming historic and colorful buildings await. Browse …More

5.0 (3)

Walking Tour at Bridgetown Discovering Hidden Treasures

Venture off the beaten path and uncover the hidden gems of Bridgetown. Explore lesser-known streets and neighborhoods, where charming historic and colorful buildings await. Browse...

2 hours Free Cancellation

5.0 (3)

from
$30

Your tour takes you a journey through the historic streets of downtown Basseterre, one of the Caribbean most preserved towns. See building made of authentic …More

4.8 (20)

City, Timothy Hill and Beach

Your tour takes you a journey through the historic streets of downtown Basseterre, one of the Caribbean most preserved towns. See building made of authentic...

4 hours Hotel pickup offered Free Cancellation

4.8 (20)

from
$30

Soak up the culture of Oistins on a 4-hour trip with a round-trip transfer. Enjoy this small fishing community on the southern coast of Barbados …More

4.4 (45)

Experience Coastal Oistins

Soak up the culture of Oistins on a 4-hour trip with a round-trip transfer. Enjoy this small fishing community on the southern coast of Barbados...

4 hours Hotel pickup offered Free Cancellation

4.4 (45)

from
$30

They will get to know the most emblematic places of the Colonial City of Santo Domingo, their history, anecdotes, stroll through its streets, entrance to …More

4.4 (16)

Tour Colonial Experience

They will get to know the most emblematic places of the Colonial City of Santo Domingo, their history, anecdotes, stroll through its streets, entrance to...

2 hours Free Cancellation

4.4 (16)

from
$30

Reggae Roots Tour: Explore the Legacy of Bunny Lee

We provide a selection of music across all the indigenous genres of Jamaican music: mento, ska, rocksteady, reggae, dub and dancehall. All are available on …More

Kingston, Jamaica

5.0 (14)

Reggae Roots Tour: Explore the Legacy of Bunny Lee

We provide a selection of music across all the indigenous genres of Jamaican music: mento, ska, rocksteady, reggae, dub and dancehall. All are available on...

45 to 120 minutes Free Cancellation

5.0 (14)

from
$30

Punta Cana ATV Private Tour with Cave Swim and Macao Beach

What Makes This Tour Unique? Unlike others, this tour is 100% in English, perfect for international travelers who want to fully understand and enjoy every …More

Punta Cana, Dominican Republic

4.8 (13)

Punta Cana ATV Private Tour with Cave Swim and Macao Beach

What Makes This Tour Unique? Unlike others, this tour is 100% in English, perfect for international travelers who want to fully understand and enjoy every...

3 to 4 hours Hotel pickup offered Free Cancellation

4.8 (13)

from
$30

Jet Car Experience in Montego Bay with Private Transfer

Experience the thrill of a lifetime with our jet car adventure in Montego Bay! Feel the adrenaline rush as you race along the picturesque coastline …More

Montego Bay, Jamaica

4.8 (5)

Jet Car Experience in Montego Bay with Private Transfer

Experience the thrill of a lifetime with our jet car adventure in Montego Bay! Feel the adrenaline rush as you race along the picturesque coastline...

2 hours Hotel pickup offered Free Cancellation

4.8 (5)

from
$30

Punta Cana ATV or Buggy Tour with Beach, Cave, and Tastings

Discover the thrill of ATV riding in Punta Cana on this immersive half-day adventure . Journey through lush tropical trails, splash through muddy paths, and …More

Punta Cana, Dominican Republic

4.1 (17)

Punta Cana ATV or Buggy Tour with Beach, Cave, and Tastings

Discover the thrill of ATV riding in Punta Cana on this immersive half-day adventure . Journey through lush tropical trails, splash through muddy paths, and...

3 to 4 hours Hotel pickup offered Free Cancellation

4.1 (17)

from
$30

Buggy desde punta cana Casa típica rio subterráneo y playa Macao

Start with hotel pickup and a safety briefing at the buggy ranch. Drive through off-road trails, visit a local farm for coffee and cacao tasting, …More

Punta Cana, Dominican Republic

3.6 (22)

Buggy desde punta cana Casa típica rio subterráneo y playa Macao

Start with hotel pickup and a safety briefing at the buggy ranch. Drive through off-road trails, visit a local farm for coffee and cacao tasting,...

4 hours Hotel pickup offered Free Cancellation

3.6 (22)

from
$30

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?

Caribbean Luxury & Special Occasions with Instant Confirmation include:

View all Tours with 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?

No problem. These Caribbean Luxury & Special Occasions include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?