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 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 Full-Day Aruba History and Must-See Landmarks Tour Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Aruba UTV & ATV Adventure 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 →

Unapologetically BLACK! A Heritage Walking Tour of Bridgetown

Our tours amplify ancestral voices for those who approach with respect. All are welcome, but disrespect, entitlement, or commodification ends the tour instantly with no …More

4.9 (12)

Unapologetically BLACK! A Heritage Walking Tour of Bridgetown

Our tours amplify ancestral voices for those who approach with respect. All are welcome, but disrespect, entitlement, or commodification ends the tour instantly with no...

1 hour 45 minutes Free Cancellation

4.9 (12)

from
$55

FOR THE BOLD. FOR THE CURIOUS. FOR THOSE WHO WANT MORE THAN A TYPICAL TOUR. Arrive to Boca de Yuma to meet your local guide, …More

5.0 (14)

Full-Day Boca de Yuma Adventure

FOR THE BOLD. FOR THE CURIOUS. FOR THOSE WHO WANT MORE THAN A TYPICAL TOUR. Arrive to Boca de Yuma to meet your local guide,...

6 to 7 hours Free Cancellation

5.0 (14)

from
$90

Bamboo Rafting and relaxing Limestone Massage

Lethe bamboo rafting is unique because it's a cultural immersion experience, combining a leisurely float down the calm Lethe River with opportunities to learn about …More

Falmouth, Jamaica

5.0 (19)

Bamboo Rafting and relaxing Limestone Massage

Lethe bamboo rafting is unique because it's a cultural immersion experience, combining a leisurely float down the calm Lethe River with opportunities to learn about...

1 to 3 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$100

2H Private Boat Tour in Spanish Waters with Swim Stop

We can take groups up to 8 people. Craft a unique Curacao memory with a private boat tour, where the beauty of Spanish Waters unfolds …More

5.0 (2)

2H Private Boat Tour in Spanish Waters with Swim Stop

We can take groups up to 8 people. Craft a unique Curacao memory with a private boat tour, where the beauty of Spanish Waters unfolds...

2 hours Free Cancellation

5.0 (2)

from
$500

Private Snorkeling Charter to Pinel, Tintamarre islands and more

Feel the freedom of the Caribbean Sea with a completely private experience tailored to your pace and interests. St. Maarten/Saint Martin is one of the …More

5.0 (11)

Private Snorkeling Charter to Pinel, Tintamarre islands and more

Feel the freedom of the Caribbean Sea with a completely private experience tailored to your pace and interests. St. Maarten/Saint Martin is one of the...

6 hours Free Cancellation

5.0 (11)

from
$1,450

Enjoy smooth sunset sailing on one of our catamarans along the coast of Bonaire. Let us get you spoiled with luxury snacks, drinks and chill …More

5.0 (16)

Sunset Bliss Catamaran Tour

Enjoy smooth sunset sailing on one of our catamarans along the coast of Bonaire. Let us get you spoiled with luxury snacks, drinks and chill...

2 hours 30 minutes

5.0 (16)

from
$80

Cruising through San Juan in Style, Sightseeing with a Breeze

See San Juan from a local perspective with Chris—your charismatic, knowledgeable pedicab guide who turns a simple ride into a full experience. Chris knows the …More

5.0 (10)

Cruising through San Juan in Style, Sightseeing with a Breeze

See San Juan from a local perspective with Chris—your charismatic, knowledgeable pedicab guide who turns a simple ride into a full experience. Chris knows the...

2 hours Hotel pickup offered

5.0 (10)

from
$85

Bamboo Rafting with free lime stone massage all includes.

What sets our tour apart is the personalized, authentic Jamaican experience we offer from start to finish. As a local guide and driver, I don’t …More

Montego Bay, Jamaica

4.9 (13)

Bamboo Rafting with free lime stone massage all includes.

What sets our tour apart is the personalized, authentic Jamaican experience we offer from start to finish. As a local guide and driver, I don’t...

2 hours Hotel pickup offered Free Cancellation

4.9 (13)

from
$80

This is the perfect tour for persons who loves and wants to experience horseback riding and other unique actives along the Caribbean Ocean. Splash away …More

Montego Bay, Jamaica

5.0 (6)

Bamboo rafting and Horseback ridding

This is the perfect tour for persons who loves and wants to experience horseback riding and other unique actives along the Caribbean Ocean. Splash away...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$130

Private Tour in Buggy Punta Cana : Caves, Beaches and Organic Estate

(We pick you up from your hotel) we take you to live an amazing experience driving your own buggy to a beautiful beach, a cave …More

Punta Cana, Dominican Republic

4.9 (10)

Private Tour in Buggy Punta Cana : Caves, Beaches and Organic Estate

(We pick you up from your hotel) we take you to live an amazing experience driving your own buggy to a beautiful beach, a cave...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (10)

from
$200

St. John Ghost Tour of Historic Cruz Bay

Uncover the eerie tales of Cruz Bay, St. John on this captivating Historic Ghost Tour. As night descends, stroll through the historic streets guided by …More

4.9 (13)

St. John Ghost Tour of Historic Cruz Bay

Uncover the eerie tales of Cruz Bay, St. John on this captivating Historic Ghost Tour. As night descends, stroll through the historic streets guided by...

90 to 120 minutes Free Cancellation

4.9 (13)

from
$45

Party Catamaran Sunset Ricks Cafe Negril Open Bar and DJ

ARE YOU READY..!! ADULTS ONLY PARTY cruise, we sail 7 days a week, we can cater for groups of up to 140 persons. Welcome to …More

Lucea, Jamaica

4.3 (18)

Party Catamaran Sunset Ricks Cafe Negril Open Bar and DJ

ARE YOU READY..!! ADULTS ONLY PARTY cruise, we sail 7 days a week, we can cater for groups of up to 140 persons. Welcome to...

8 hours Hotel pickup offered Free Cancellation

4.3 (18)

from
$87

Saona Island Sailing Tour - All Inclusive

Saona Island is one of the most visited places in the Dominican Republic due to its stunning natural beauty and its various and sundry activities. …More

Punta Cana, Dominican Republic

3.8 (21)

Saona Island Sailing Tour - All Inclusive

Saona Island is one of the most visited places in the Dominican Republic due to its stunning natural beauty and its various and sundry activities....

8 hours Hotel pickup offered Free Cancellation

3.8 (21)

from
$70

Turtles, Beach and Flamingo in Curacao Private photoshoot Tour

We'll start at Playa Piskado/Playa Grandi in Sabana Westpunt, where you can swim with the laid-back sea turtles while I take stunning underwater shots. Next, …More

Willemstad, Curacao

5.0 (6)

Turtles, Beach and Flamingo in Curacao Private photoshoot Tour

We'll start at Playa Piskado/Playa Grandi in Sabana Westpunt, where you can swim with the laid-back sea turtles while I take stunning underwater shots. Next,...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$155

This isn’t just a walk — it’s your personal gateway into the heart of Willemstad Our private walking experience is fully tailored to your interests, …More

5.0 (8)

Willemstad Private Walking Tour Journey

This isn’t just a walk — it’s your personal gateway into the heart of Willemstad Our private walking experience is fully tailored to your interests,...

1 to 2 hours Free Cancellation

5.0 (8)

from
$50

Enjoy a day in Paradise!! in a private boat, away from the crowd. On our Full Day Tour you will be able to enjoy up …More

5.0 (15)

Full Day Private Boat Tour To Culebra

Enjoy a day in Paradise!! in a private boat, away from the crowd. On our Full Day Tour you will be able to enjoy up...

7 hours Free Cancellation

5.0 (15)

from
$1,650

Aqua Fun Tours Dunns Falls, River Tubing and Horse Back

The Dunn’s River Falls, River Tubing, and Horseback Riding Tour combines three of Jamaica’s most iconic, adventurous, and scenic activities into one unforgettable day. This …More

Kingston, Jamaica

5.0 (12)

Aqua Fun Tours Dunns Falls, River Tubing and Horse Back

The Dunn’s River Falls, River Tubing, and Horseback Riding Tour combines three of Jamaica’s most iconic, adventurous, and scenic activities into one unforgettable day. This...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (12)

from
$162

Adult-only tour dedicated to take groups to Noah’s Ark on Sundays afternoon. Noah’s Ark is a floating beach club build on the aquamarine waters of …More

4.3 (37)

Noahs Ark Catamaran Trip

Adult-only tour dedicated to take groups to Noah’s Ark on Sundays afternoon. Noah’s Ark is a floating beach club build on the aquamarine waters of...

4 hours Hotel pickup offered Free Cancellation

4.3 (37)

from
$120

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

Puerto Rico Unlocked 500+ Hidden Gems and Spots

Discover Puerto Rico like a true insider with this interactive Google Map featuring 500+ handpicked locations across the island. From hidden beaches, waterfalls, rivers and …More

4.8 (17)

Puerto Rico Unlocked 500+ Hidden Gems and Spots

Discover Puerto Rico like a true insider with this interactive Google Map featuring 500+ handpicked locations across the island. From hidden beaches, waterfalls, rivers and...

8 days

4.8 (17)

from
$20

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?