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 →

Action-Packed Half Day Aruba UTV Tour and Arashi Beach

Our UTV’s are comfortable, safe and reliable. Our customers can be confident in the great condition of the vehicle used for this tour. Our expert …More

Palm - Eagle Beach, Aruba

4.8 (63)

Action-Packed Half Day Aruba UTV Tour and Arashi Beach

Our UTV’s are comfortable, safe and reliable. Our customers can be confident in the great condition of the vehicle used for this tour. Our expert...

4 hours Hotel pickup offered Free Cancellation

4.8 (63)

from
$210

Private Half-Day Luxury Catamaran Experience

Enjoy a half-day cruise on our luxurious 43ft Leopard Catamaran. See all of the top sights along the western coast of St Lucia. Onboard we …More

Cap Estate, St Lucia

4.9 (22)

Private Half-Day Luxury Catamaran Experience

Enjoy a half-day cruise on our luxurious 43ft Leopard Catamaran. See all of the top sights along the western coast of St Lucia. Onboard we...

4 hours Free Cancellation

4.9 (22)

from
$1,680

Private Full-day Tour in Grenada with Pickup

Discover the vibrant island of Grenada on our exhilarating full-day tour! From the moment you step in, you'll be immersed in the lively local culture. …More

St. George's, Grenada

4.9 (71)

Private Full-day Tour in Grenada with Pickup

Discover the vibrant island of Grenada on our exhilarating full-day tour! From the moment you step in, you'll be immersed in the lively local culture....

7 to 8 hours Hotel pickup offered Free Cancellation

4.9 (71)

from
$150

Half Day Hike at Arikok National Park & Snorkel

Experience the Best of Aruba’s Nature, History & Adventure, and Food in one tour. This Unique tour is perfect for nature lovers and adventure seekers, …More

Paradera, Aruba

5.0 (42)

Half Day Hike at Arikok National Park & Snorkel

Experience the Best of Aruba’s Nature, History & Adventure, and Food in one tour. This Unique tour is perfect for nature lovers and adventure seekers,...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (42)

from
$115

Blue Hole and Sightseeing Tour from Falmouth

Blue Hole, "Island Gully","Hidden falls", "Secret Falls, are some of the names given to this hidden treasure which is nestled in the hills of the …More

Falmouth, Jamaica

4.9 (77)

Blue Hole and Sightseeing Tour from Falmouth

Blue Hole, "Island Gully","Hidden falls", "Secret Falls, are some of the names given to this hidden treasure which is nestled in the hills of the...

6 hours Hotel pickup offered Free Cancellation

4.9 (77)

from
$140

Saona Island Small Group Speedboat Tour with Lunch

This speedboat excursion to Saona Island is designed for travelers who want to maximize their day and experience the essentials of Saona without long sailing …More

4.9 (64)

Saona Island Small Group Speedboat Tour with Lunch

This speedboat excursion to Saona Island is designed for travelers who want to maximize their day and experience the essentials of Saona without long sailing...

8 hours Hotel pickup offered Free Cancellation

4.9 (64)

from
$100

Rafting at the Martha Brae is rated number one activity in Jamaica. You will be rafted by an educated tour guide helping you to discover …More

Montego Bay, Jamaica

4.9 (73)

Martha Brae River Rafting Private Tour

Rafting at the Martha Brae is rated number one activity in Jamaica. You will be rafted by an educated tour guide helping you to discover...

2 to 5 hours Hotel pickup offered Free Cancellation

4.9 (73)

from
$140

Blue Hole and Sightseeing Tour from Ocho Rios

Blue Hole, "Island Gully","Hidden falls", "Secret Falls, are some of the names given to this hidden treasure which is nestled in the hills of the …More

5.0 (64)

Blue Hole and Sightseeing Tour from Ocho Rios

Blue Hole, "Island Gully","Hidden falls", "Secret Falls, are some of the names given to this hidden treasure which is nestled in the hills of the...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (64)

from
$92

Board a premium style speed boat for a private day charter around Anguilla! You can fully personalize your day and do exactly what you want. …More

4.9 (54)

Private Speed Boat Charter to Anguilla

Board a premium style speed boat for a private day charter around Anguilla! You can fully personalize your day and do exactly what you want....

7 hours Free Cancellation

4.9 (54)

from
$119

Full-Day Tour of Blue Hole and Dunn's River Falls, Including Fees

Book your Blue Hole and Dunn’s River Falls Tour with Us for a truly personalized and unforgettable experience. As a top-rated, family-owned company with over …More

Runaway Bay, Jamaica

5.0 (62)

Full-Day Tour of Blue Hole and Dunn's River Falls, Including Fees

Book your Blue Hole and Dunn’s River Falls Tour with Us for a truly personalized and unforgettable experience. As a top-rated, family-owned company with over...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (62)

from
$125

Each stop in this tour is unique & you'll have the opportunity to learn about the history and culture, shop with local artisans, eat the …More

Rincón, Puerto Rico

4.9 (18)

Explore Puerto Rico's West Coast

Each stop in this tour is unique & you'll have the opportunity to learn about the history and culture, shop with local artisans, eat the...

7 hours Hotel pickup offered Free Cancellation

4.9 (18)

from
$180

What really makes our tour special is the unique mix of exclusive experiences we have organized to ensure you have an unforgettable adventure at sea. …More

4.8 (75)

Boat Party in Punta Cana (Party Boat)

What really makes our tour special is the unique mix of exclusive experiences we have organized to ensure you have an unforgettable adventure at sea....

3 hours Hotel pickup offered Free Cancellation

4.8 (75)

from
$69

Horseback Riding in Rancho A Gift from God! (Option P)

Rancho Un Regalo De Dios, offers you an incredible horseback ride, with highly trained staff and professional guides. In our facilities you will be able …More

Punta Cana, Dominican Republic

5.0 (75)

Horseback Riding in Rancho A Gift from God! (Option P)

Rancho Un Regalo De Dios, offers you an incredible horseback ride, with highly trained staff and professional guides. In our facilities you will be able...

2 hours Hotel pickup offered Free Cancellation

5.0 (75)

from
$61

All inclusive Private Tour to Icacos and Palomino Island

UP TO 6 GUESTS ON YOUR PRIVATE CHARTER We are USCG certified vessel with years of experience in the east coast islands of PR including …More

Fajardo, Puerto Rico

5.0 (64)

All inclusive Private Tour to Icacos and Palomino Island

UP TO 6 GUESTS ON YOUR PRIVATE CHARTER We are USCG certified vessel with years of experience in the east coast islands of PR including...

4 hours Free Cancellation

5.0 (64)

from
$900

Private Yacht 48 ft Sting Ray City, Snorkel & Starfish Beach

Avoid the crowds and join us on your own private boat with an experienced crew for an adventure of a lifetime! Enjoy your day aboard …More

Grand Cayman, Cayman Islands

5.0 (24)

Private Yacht 48 ft Sting Ray City, Snorkel & Starfish Beach

Avoid the crowds and join us on your own private boat with an experienced crew for an adventure of a lifetime! Enjoy your day aboard...

4 hours 5 minutes Hotel pickup offered Free Cancellation

5.0 (24)

from
$2,250

Paradise Taxi & Tours USVI -St. Thomas, Virgin Islands-Private Group-Island Tour

✨ Private St. Thomas Tour – Unforgettable Experiences! ✨ Make your visit to St. Thomas truly unforgettable with a private 6-hour tour designed just for …More

Cruz Bay, US Virgin Islands

4.8 (78)

Paradise Taxi & Tours USVI -St. Thomas, Virgin Islands-Private Group-Island Tour

✨ Private St. Thomas Tour – Unforgettable Experiences! ✨ Make your visit to St. Thomas truly unforgettable with a private 6-hour tour designed just for...

6 hours Hotel pickup offered Free Cancellation

4.8 (78)

from
$770

Explore Montego Bay to Luminous LagoonGlistening Water Night Tour

Take a 20 minutes round trip magical boat ride that cost $25us per person and IS INCLUSIVE WITH the transportation cost, through the glistening waters …More

Falmouth, Jamaica

4.8 (68)

Explore Montego Bay to Luminous LagoonGlistening Water Night Tour

Take a 20 minutes round trip magical boat ride that cost $25us per person and IS INCLUSIVE WITH the transportation cost, through the glistening waters...

1 to 2 hours Hotel pickup offered Free Cancellation

4.8 (68)

from
$90

Great personality, educated guide throughout the day on our way to the best and most fun attractions and with lunch included. …More

Soufriere, St Lucia

5.0 (278)

Hot Chocolate Tours St. Lucia

Great personality, educated guide throughout the day on our way to the best and most fun attractions and with lunch included....

6 hours Hotel pickup offered

5.0 (278)

from
$110

Curacao: Private Luxury Boat Tour Half Day

Create unforgettable memories with Maxie Sailing! We specialize in private luxury sailing experiences in Curacao, with our spacious 48-ft yacht reserved exclusively for you and …More

5.0 (25)

Curacao: Private Luxury Boat Tour Half Day

Create unforgettable memories with Maxie Sailing! We specialize in private luxury sailing experiences in Curacao, with our spacious 48-ft yacht reserved exclusively for you and...

4 hours Free Cancellation

5.0 (25)

from
$260

Coral Reef Snorkel Adventure with Photos and Videos

Come snorkel the beautiful coral reefs of Rincon, Puerto Rico! We will meet at the Black Eagle Beach which is apart of Rincon’s amazing marine …More

Rincón, Puerto Rico

4.7 (86)

Coral Reef Snorkel Adventure with Photos and Videos

Come snorkel the beautiful coral reefs of Rincon, Puerto Rico! We will meet at the Black Eagle Beach which is apart of Rincon’s amazing marine...

1 hour 30 minutes Free Cancellation

4.7 (86)

from
$50

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?