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 →

We offer our guests personalized itinerary. Our boat is your boat. You can freestyle on the water or stick to a strict schedule. Either way …More

5.0 (38)

Honor Roll Private Bahamas Boat Charter

We offer our guests personalized itinerary. Our boat is your boat. You can freestyle on the water or stick to a strict schedule. Either way...

4 to 8 hours Free Cancellation

5.0 (38)

from
$1,750

Special Offer: Toro Verde 7-Zipline +The BEAST Zipline +Transport

Come and experience a ziplining extravaganza zipping over rainforest mountain tops, rivers and streams. And prepare to be mesmerized on the highest and most exhilarating zipline in …More

Isla Verde, Puerto Rico

4.7 (39)

Special Offer: Toro Verde 7-Zipline +The BEAST Zipline +Transport

Come and experience a ziplining extravaganza zipping over rainforest mountain tops, rivers and streams. And prepare to be mesmerized on the highest and most exhilarating zipline in...

9 hours Hotel pickup offered Free Cancellation

4.7 (39)

from
$195

Maximize your time in Aruba with me on this guided private sightseeing Tour that takes you to many of the Island greatest landmarks. Learn about …More

Palm - Eagle Beach, Aruba

5.0 (30)

Aruba Private Tours on a ac bus

Maximize your time in Aruba with me on this guided private sightseeing Tour that takes you to many of the Island greatest landmarks. Learn about...

4 hours Hotel pickup offered Free Cancellation

5.0 (30)

from
$595

Puerto Rico: Lifestyle, Art, and Cultural Tour

Explore Puerto Rico's urban street art in Santurce, meet artist Samuel Lind and see his Afro-Puerto Rican collection, then create your own artwork during a …More

4.7 (57)

Puerto Rico: Lifestyle, Art, and Cultural Tour

Explore Puerto Rico's urban street art in Santurce, meet artist Samuel Lind and see his Afro-Puerto Rican collection, then create your own artwork during a...

4 hours 30 minutes Free Cancellation

4.7 (57)

from
$145

Private Sailing Tour of Pirate Waters and Shipwrecks

Salt River Bay, St. Croix, was a pirate nest for two and a half centuries, used by Kalinago, Conquistadors, Buccaneers, and Pirates, and appears almost …More

4.9 (24)

Private Sailing Tour of Pirate Waters and Shipwrecks

Salt River Bay, St. Croix, was a pirate nest for two and a half centuries, used by Kalinago, Conquistadors, Buccaneers, and Pirates, and appears almost...

2 hours Free Cancellation

4.9 (24)

from
$75

Come aboard Aruba’s cultural island tour! Discover exciting attractions and experience the island’s rich culture. This air conditioned sightseeing tour takes you to San Nicolas, …More

Palm - Eagle Beach, Aruba

5.0 (34)

Art, Beach and Culture Island Tour

Come aboard Aruba’s cultural island tour! Discover exciting attractions and experience the island’s rich culture. This air conditioned sightseeing tour takes you to San Nicolas,...

4 hours Hotel pickup offered Free Cancellation

5.0 (34)

from
$95

Trio Tour: El Yunque, Luquillo Beach, and Bio Bay Night Kayaking

Blend a little excitement to your vacation with our Rainforest River – Luquillo Beach & Bio Bay Night Kayaking Trio! This adventure is a full-day …More

Luquillo, Puerto Rico

4.5 (37)

Trio Tour: El Yunque, Luquillo Beach, and Bio Bay Night Kayaking

Blend a little excitement to your vacation with our Rainforest River – Luquillo Beach & Bio Bay Night Kayaking Trio! This adventure is a full-day...

12 hours Hotel pickup offered Free Cancellation

4.5 (37)

from
$165

Private El Yunque Rainforest Day Tour with Transport

This experience is the same El Yunque experience you know and love, but this time fully private! Our certified guides go above and beyond to …More

5.0 (34)

Private El Yunque Rainforest Day Tour with Transport

This experience is the same El Yunque experience you know and love, but this time fully private! Our certified guides go above and beyond to...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (34)

from
$595

St. Thomas Island Tour: Shopping, Scenic Views & Beach Escape

Discover the best of St. Thomas with Sunny Liston Tours! For over 20 years, we've welcomed visitors to our beautiful island for unforgettable shopping, sightseeing, …More

4.0 (349)

St. Thomas Island Tour: Shopping, Scenic Views & Beach Escape

Discover the best of St. Thomas with Sunny Liston Tours! For over 20 years, we've welcomed visitors to our beautiful island for unforgettable shopping, sightseeing,...

5 to 6 hours Hotel pickup offered Free Cancellation

4.0 (349)

from
$70

The Barrilito Rum Factory Experience Transportation Included

We will take you to learn about the history and unique craftsmanship of Ron del Barrilito, the oldest Puerto Rican rum, still made in the …More

4.7 (23)

The Barrilito Rum Factory Experience Transportation Included

We will take you to learn about the history and unique craftsmanship of Ron del Barrilito, the oldest Puerto Rican rum, still made in the...

90 to 100 minutes Hotel pickup offered Free Cancellation

4.7 (23)

from
$85

Best Jeep Tour of ST.Thomas Virgin Islands

Explore ST.Thomas in a clean Jeep Wrangler!We will go shopping,hit the hills to the highest points,and beach hop,in this fun family adventure! …More

4.9 (132)

Best Jeep Tour of ST.Thomas Virgin Islands

Explore ST.Thomas in a clean Jeep Wrangler!We will go shopping,hit the hills to the highest points,and beach hop,in this fun family adventure!...

6 hours Hotel pickup offered Free Cancellation

4.9 (132)

from
$500

Christmas Cove and Pizza Pi Happy Hour Sail Tour

Departing from Red Hook, join us sailing to Christmas Cove, where we will visit the one and only floating pizza boat! Order a pizza, enjoy …More

5.0 (27)

Christmas Cove and Pizza Pi Happy Hour Sail Tour

Departing from Red Hook, join us sailing to Christmas Cove, where we will visit the one and only floating pizza boat! Order a pizza, enjoy...

3 hours Free Cancellation

5.0 (27)

from
$185

Banana Adventure Catamaran Tropical Sunset Sail

Experience the magic of an Aruban sunset aboard our luxurious catamaran. Sip on refreshing drinks and savor tasty snacks as you sail along the sparkling …More

4.8 (142)

Banana Adventure Catamaran Tropical Sunset Sail

Experience the magic of an Aruban sunset aboard our luxurious catamaran. Sip on refreshing drinks and savor tasty snacks as you sail along the sparkling...

2 hours Hotel pickup offered Free Cancellation

4.8 (142)

from
$50

Get the best of both worlds in one thrilling adventure! This combo tour combines the excitement of driving your own off-road buggy through muddy trails, …More

4.8 (21)

Tour Pack 2 in 1: Zip line and Buggies

Get the best of both worlds in one thrilling adventure! This combo tour combines the excitement of driving your own off-road buggy through muddy trails,...

4 hours Hotel pickup offered Free Cancellation

4.8 (21)

from
$95

Curacao Half Day or Full Day ATV West Adventure Tour

Enjoy this half day or full day tour and get ready to discover the most beautiful parts of Curacao on an ATV also known as …More

Willemstad, Curacao

4.9 (130)

Curacao Half Day or Full Day ATV West Adventure Tour

Enjoy this half day or full day tour and get ready to discover the most beautiful parts of Curacao on an ATV also known as...

4 to 6 hours Free Cancellation

4.9 (130)

from
$173

You will be provided with exclusive transportation for you and your family/friends without the hassle of a group of strangers imposing on your fun/conversations. While …More

4.9 (27)

Bob Marley 9 Miles Tour

You will be provided with exclusive transportation for you and your family/friends without the hassle of a group of strangers imposing on your fun/conversations. While...

4 to 6 hours Hotel pickup offered Free Cancellation

4.9 (27)

from
$91

UTV / ATV Famous Beach Ride (for Cruise Passengers)

Our UTV/ ATV Tours are the best way to combine some of the best sights Sint Maarten has to offer, all in one memorable adventure. …More

5.0 (88)

UTV / ATV Famous Beach Ride (for Cruise Passengers)

Our UTV/ ATV Tours are the best way to combine some of the best sights Sint Maarten has to offer, all in one memorable adventure....

3 hours 30 minutes Free Cancellation

5.0 (88)

from
$120

Punta Cana ATV and Catamaran Combo Tour with Open Bar

Join us on an exciting excursion that combines the adrenaline of a buggy with the relaxation of a catamaran! We will begin our ATV adventure …More

Punta Cana, Dominican Republic

4.7 (26)

Punta Cana ATV and Catamaran Combo Tour with Open Bar

Join us on an exciting excursion that combines the adrenaline of a buggy with the relaxation of a catamaran! We will begin our ATV adventure...

8 hours Hotel pickup offered Free Cancellation

4.7 (26)

from
$110

Montego Bay: Bamboo Beach Club VIP Access with Lunch & Cocktails

Gather the group and head to Bamboo Beach Club for fun, sun, and reggae beats. Upon your arrival at the beach, enjoy reggae music and …More

Montego Bay, Jamaica

4.6 (256)

Montego Bay: Bamboo Beach Club VIP Access with Lunch & Cocktails

Gather the group and head to Bamboo Beach Club for fun, sun, and reggae beats. Upon your arrival at the beach, enjoy reggae music and...

5 hours Hotel pickup offered Free Cancellation

4.6 (256)

from
$95

FAMOUS SHIPWRECK, Tiki Bar & Iguana Island Private Jet Ski Tour

You will get to explore the waters of the Turks and Caicos Islands using our Sea-Doo GTI's watercraft on this guided tour. Visit The La …More

4.8 (22)

FAMOUS SHIPWRECK, Tiki Bar & Iguana Island Private Jet Ski Tour

You will get to explore the waters of the Turks and Caicos Islands using our Sea-Doo GTI's watercraft on this guided tour. Visit The La...

2 hours Free Cancellation

4.8 (22)

from
$479

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?