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 Nassau Swimming Pigs: Snorkeling, Lunch & Private Beach Club San Juan Sunset Harbor Boat Ride Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise 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 San Juan Sunset Harbor Boat Ride Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Full-Day Aruba History and Must-See Landmarks Tour 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 →

Barbados Island Highlights Half-Day Tour

Discover the beauty, history, culture, and flavours of Barbados on an unforgettable island adventure! Begin with a scenic drive through the historic Garrison, a UNESCO …More

Speightstown, Barbados

4.7 (172)

Barbados Island Highlights Half-Day Tour

Discover the beauty, history, culture, and flavours of Barbados on an unforgettable island adventure! Begin with a scenic drive through the historic Garrison, a UNESCO...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (172)

from
$68

Barbados Shore Excursion: Walking Food Tour

Eat like a local for your short time in Barbados. This walking food tour not only enlightens you with the fascinating history of Bridgetown but …More

4.8 (77)

Barbados Shore Excursion: Walking Food Tour

Eat like a local for your short time in Barbados. This walking food tour not only enlightens you with the fascinating history of Bridgetown but...

3 hours Free Cancellation

4.8 (77)

from
$94

Get the most adventurous and fascinating look of St Maarten on this sightseeing tour with shopping and beach time. This tour will allow you to …More

4.7 (131)

Adventure Island Tour

Get the most adventurous and fascinating look of St Maarten on this sightseeing tour with shopping and beach time. This tour will allow you to...

240 to 270 minutes Free Cancellation

4.7 (131)

from
$65

VIP Party Boat & Snorkeling at Sosua Bay

Enjoy 3 hours activity of snorkeling in the turquose waters of sosua bay where you will have the chance to see a lot of coulor …More

Cabarete, Dominican Republic

4.8 (39)

VIP Party Boat & Snorkeling at Sosua Bay

Enjoy 3 hours activity of snorkeling in the turquose waters of sosua bay where you will have the chance to see a lot of coulor...

4 hours Hotel pickup offered Free Cancellation

4.8 (39)

from
$84

Experience ultimate luxury with our Catamaran Yacht and create an unforgettable day at Klein Curaçao with our All Inclusive Tour. After one hour of sailing …More

4.4 (153)

Klein Curaçao Tour on a Catamaran Yacht

Experience ultimate luxury with our Catamaran Yacht and create an unforgettable day at Klein Curaçao with our All Inclusive Tour. After one hour of sailing...

8 hours Free Cancellation

4.4 (153)

from
$145

See Grand Turk from top to bottom on a fun and informative tour by open-air tram that the whole family can enjoy. As the tram …More

3.9 (459)

Grand Turk Historical Sightseeing Tour

See Grand Turk from top to bottom on a fun and informative tour by open-air tram that the whole family can enjoy. As the tram...

2 hours Free Cancellation

3.9 (459)

from
$25

Speed Boat & Snorkeling Tour Pinel & Tintamarre Islands for CRUISE SHIP GUESTS

Take to the water on a comprehensive speedboat tour of St Maarten, with several snorkeling stops included in your 6-hour excursion. Snorkel at Creole Rock, …More

4.9 (156)

Speed Boat & Snorkeling Tour Pinel & Tintamarre Islands for CRUISE SHIP GUESTS

Take to the water on a comprehensive speedboat tour of St Maarten, with several snorkeling stops included in your 6-hour excursion. Snorkel at Creole Rock,...

6 hours Free Cancellation

4.9 (156)

from
$149

Victorian Steam Railway Cherry Tree Hill (+Great House Optional)

This is an authentic heritage steam experience for those passengers who want the thrill of a Victorian era travel experience within the tropical setting of …More

4.5 (243)

Victorian Steam Railway Cherry Tree Hill (+Great House Optional)

This is an authentic heritage steam experience for those passengers who want the thrill of a Victorian era travel experience within the tropical setting of...

90 to 120 minutes Free Cancellation

4.5 (243)

from
$49

Mouth Watering Food and Drink Tasting City Tour

This unique private exclusive city tour will give guests a greater appreciation of the life, food, drinks, and culture of the Bahamas. The guest will …More

Nassau, Bahamas

4.9 (87)

Mouth Watering Food and Drink Tasting City Tour

This unique private exclusive city tour will give guests a greater appreciation of the life, food, drinks, and culture of the Bahamas. The guest will...

2 to 3 hours Hotel pickup offered Free Cancellation

4.9 (87)

from
$97

Private Sunset Cruise in Caribbean in St. Lucia

Private sunset cruise where customers can enjoy on of the many breathtaking sunsets St. Lucia is known for. We have the most friendly Captain and …More

Marigot Bay, St Lucia

4.7 (83)

Private Sunset Cruise in Caribbean in St. Lucia

Private sunset cruise where customers can enjoy on of the many breathtaking sunsets St. Lucia is known for. We have the most friendly Captain and...

2 hours Hotel pickup offered Free Cancellation

4.7 (83)

from
$73

Jamaica Martha Brae River Rafting/Dunn’s River Falls Private Tour

This is a CASHLESS AND HASSLE FREE TOUR that INCLUDES Entrance Fees and transportation fee for the day. We pickup in a clean private and …More

Lucea, Jamaica

5.0 (89)

Jamaica Martha Brae River Rafting/Dunn’s River Falls Private Tour

This is a CASHLESS AND HASSLE FREE TOUR that INCLUDES Entrance Fees and transportation fee for the day. We pickup in a clean private and...

8 hours Hotel pickup offered Free Cancellation

5.0 (89)

from
$317

Visit St. Maarten/St. Martin best spots, full of history and magnificent views, on both the French and Dutch sides of the island. …More

4.7 (83)

Fabulous Dutch and French Tour

Visit St. Maarten/St. Martin best spots, full of history and magnificent views, on both the French and Dutch sides of the island....

4 hours Free Cancellation

4.7 (83)

from
$55

✨ Join us for a once-in-a-lifetime adventure in Vieques, Puerto Rico! Paddle through the world's brightest bioluminescent bay in our 100% clear kayaks and watch …More

Vieques, Puerto Rico

4.8 (463)

Vieques island Biobay Kayaking Tour

✨ Join us for a once-in-a-lifetime adventure in Vieques, Puerto Rico! Paddle through the world's brightest bioluminescent bay in our 100% clear kayaks and watch...

1 hour 30 minutes Free Cancellation

4.8 (463)

from
$63

Hop on a small boat and cruise to Sea Glass Island—one of Aruba’s best-kept secrets and a completely different vibe from the crowded hotel beaches. …More

Palm - Eagle Beach, Aruba

4.4 (166)

Sea Glass Island Tour By Boat

Hop on a small boat and cruise to Sea Glass Island—one of Aruba’s best-kept secrets and a completely different vibe from the crowded hotel beaches....

2 hours 30 minutes Hotel pickup offered Free Cancellation

4.4 (166)

from
$100

Discover Old San Juan Private Historical Tour by Can Am UTV

Explore San Juan National Historic Site on a UTV, with buildings dating from the 16th century, brightly colored houses, cobblestone streets, shady plazas, cool cocktail …More

4.6 (80)

Discover Old San Juan Private Historical Tour by Can Am UTV

Explore San Juan National Historic Site on a UTV, with buildings dating from the 16th century, brightly colored houses, cobblestone streets, shady plazas, cool cocktail...

2 hours Free Cancellation

4.6 (80)

from
$330

This is an opportunity to experience a truly authentic St. Lucian Dinning and party experience while enjoying the freshest seafood available on the island. The …More

Choc, St Lucia

4.7 (86)

Friday Night Street Party in St. Lucia

This is an opportunity to experience a truly authentic St. Lucian Dinning and party experience while enjoying the freshest seafood available on the island. The...

1 to 4 hours Hotel pickup offered Free Cancellation

4.7 (86)

from
$33

Klein Curacao Superyacht and Beach house

Step aboard our luxurious superyacht Serendipity and reach paradise in just one hour. Sink your toes into powdery white sand and unwind in our full-service …More

4.8 (160)

Klein Curacao Superyacht and Beach house

Step aboard our luxurious superyacht Serendipity and reach paradise in just one hour. Sink your toes into powdery white sand and unwind in our full-service...

10 hours Free Cancellation

4.8 (160)

from
$155

Explore San Juan on a guided bike tour that starts in Condado and follows the scenic coastline to historic Old San Juan. Enjoy breathtaking ocean …More

4.7 (74)

Small-Group Old San Juan Bike Tour

Explore San Juan on a guided bike tour that starts in Condado and follows the scenic coastline to historic Old San Juan. Enjoy breathtaking ocean...

2 hours Free Cancellation

4.7 (74)

from
$50

San Juan Small Group Snorkeling Tour at Caribe Hilton

Jump in for a classic snorkeling experience from the Caribe Hilton hotel in San Juan. your friendly guides lead you along the rock reef in …More

5.0 (25)

San Juan Small Group Snorkeling Tour at Caribe Hilton

Jump in for a classic snorkeling experience from the Caribe Hilton hotel in San Juan. your friendly guides lead you along the rock reef in...

1 hour 30 minutes Free Cancellation

5.0 (25)

from
$77

Discover the island’s charm with this private, customisable tour tailored to your interests. Choose from 3, 4, or 5-hour excursions and let our expert guides …More

5.0 (34)

Tour Barbados Your Way

Discover the island’s charm with this private, customisable tour tailored to your interests. Choose from 3, 4, or 5-hour excursions and let our expert guides...

3 to 6 hours Hotel pickup offered Free Cancellation

5.0 (34)

from
$64

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?