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 →

Grand Cayman Bioluminescent Bay Adventure

Grand Cayman is one of the few places in the world where you can experience the incredible natural phenomenon of bioluminescence Discover the enchanting magic …More

Grand Cayman, Cayman Islands

4.4 (52)

Grand Cayman Bioluminescent Bay Adventure

Grand Cayman is one of the few places in the world where you can experience the incredible natural phenomenon of bioluminescence Discover the enchanting magic...

3 hours Hotel pickup offered Free Cancellation

4.4 (52)

from
$149

Time Travelers Private Half-Day Tour of St. Lucia

Experience scenic time travel in semi-luxury or high-end luxury cars, through beautiful rustic fishing villages, banana plantations and lush vegetation with endless opportunities for photos. …More

Marigot Bay, St Lucia

4.3 (32)

Time Travelers Private Half-Day Tour of St. Lucia

Experience scenic time travel in semi-luxury or high-end luxury cars, through beautiful rustic fishing villages, banana plantations and lush vegetation with endless opportunities for photos....

4 to 5 hours Hotel pickup offered Free Cancellation

4.3 (32)

from
$130

Turn up your Caribbean vacation at the most famous beach on St Maarten - Maho Beach. This attraction is unmatched as low-flying jet planes literally …More

4.2 (58)

Amazing Plane Spotting at Maho Beach

Turn up your Caribbean vacation at the most famous beach on St Maarten - Maho Beach. This attraction is unmatched as low-flying jet planes literally...

4 hours Free Cancellation

4.2 (58)

from
$27

Come join us and discover the Dominican Republic! We invite you to live a memorable adventure in a big, special safari truck, well made for …More

Punta Cana, Dominican Republic

4.3 (44)

Full Day Supreme Safari Punta Cana

Come join us and discover the Dominican Republic! We invite you to live a memorable adventure in a big, special safari truck, well made for...

7 hours 30 minutes Hotel pickup offered Free Cancellation

4.3 (44)

from
$56

Half-Day Luxury Private Rose Island Pigs and Turtles Excursion

Our luxury boat offers comfortable seating for a group of 8, perfect for getting that summer glow, fresh water shower, private facilities and ample storage …More

5.0 (32)

Half-Day Luxury Private Rose Island Pigs and Turtles Excursion

Our luxury boat offers comfortable seating for a group of 8, perfect for getting that summer glow, fresh water shower, private facilities and ample storage...

4 hours Free Cancellation

5.0 (32)

from
$750

This tour allows persons to see and taste the island through the eyes of a native. You will go places most tourists won’t and experience …More

Nassau, Bahamas

5.0 (25)

Bahamian Beverages & Bites Tour

This tour allows persons to see and taste the island through the eyes of a native. You will go places most tourists won’t and experience...

4 hours Hotel pickup offered Free Cancellation

5.0 (25)

from
$200

8 hours 38ft Reel Dreams Private Charter Nassau

Join on this private, full-day charter onboard the 38ft Reel Dreams. You are in control so you can fully customize your charter to fit your needs. You're …More

4.9 (36)

8 hours 38ft Reel Dreams Private Charter Nassau

Join on this private, full-day charter onboard the 38ft Reel Dreams. You are in control so you can fully customize your charter to fit your needs. You're...

8 hours Free Cancellation

4.9 (36)

from
$1,980

Private Bahamas Half-Day Fishing Tour from New Providence

Depart Paradise Island on a comfortable 32ft Luhrs. Enjoy a short 20 minute ride where you can begin to set out your lines. You can …More

4.4 (12)

Private Bahamas Half-Day Fishing Tour from New Providence

Depart Paradise Island on a comfortable 32ft Luhrs. Enjoy a short 20 minute ride where you can begin to set out your lines. You can...

4 hours Free Cancellation

4.4 (12)

from
$925

Great Exuma: Private Island-Hopping Boat Tour with Swimming Pigs

We are the premier choice for boat tours in The Bahamas with over 20 years of industry experience. The Bahamas islands is your playground, let …More

Great Exuma, Bahamas

4.9 (11)

Great Exuma: Private Island-Hopping Boat Tour with Swimming Pigs

We are the premier choice for boat tours in The Bahamas with over 20 years of industry experience. The Bahamas islands is your playground, let...

8 hours Free Cancellation

4.9 (11)

from
$6,000

Exotic half day private charters to Rose Island, Pigs and Turtles

Experience a one-of-a-kind adventure under the guidance of your own private captain. Where the open seas become a canvas for unforgettable memories and a deeper …More

5.0 (34)

Exotic half day private charters to Rose Island, Pigs and Turtles

Experience a one-of-a-kind adventure under the guidance of your own private captain. Where the open seas become a canvas for unforgettable memories and a deeper...

4 hours Free Cancellation

5.0 (34)

from
$860

Full-Day Gozalandia Private Tour in Puerto Rico

Experience an array of the enchantments Puerto Rico has to offer. From iconic beaches to a magical waterfall that is almost surreal. Our private excursion …More

5.0 (23)

Full-Day Gozalandia Private Tour in Puerto Rico

Experience an array of the enchantments Puerto Rico has to offer. From iconic beaches to a magical waterfall that is almost surreal. Our private excursion...

8 hours Hotel pickup offered Free Cancellation

5.0 (23)

from
$1,050

St. Thomas Mountain Top Tour and Beach Hopping

The Mountain Top Tour and Beach Hopping is a shared tour: great combination of the best of two highlights. As you ride along up to …More

Cruz Bay, US Virgin Islands

4.9 (14)

St. Thomas Mountain Top Tour and Beach Hopping

The Mountain Top Tour and Beach Hopping is a shared tour: great combination of the best of two highlights. As you ride along up to...

5 hours Hotel pickup offered Free Cancellation

4.9 (14)

from
$75

Explore the island of St. Croix with your local driver/guide. Learn about the history and culture of the island. An Abundance of views consisting of …More

4.1 (16)

St Croix Island Tour

Explore the island of St. Croix with your local driver/guide. Learn about the history and culture of the island. An Abundance of views consisting of...

3 hours Hotel pickup offered Free Cancellation

4.1 (16)

from
$99

Sacred Rainforest and Archaeological Experience

Explore the rainforest of the central mountain region and experience the Neolithic world of the Taínos in this private, full day tour! After your guide …More

5.0 (20)

Sacred Rainforest and Archaeological Experience

Explore the rainforest of the central mountain region and experience the Neolithic world of the Taínos in this private, full day tour! After your guide...

8 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$200

• Approximately 2 hours exploring Old San Juan. • Guided commentary and local insights throughout the drive. • Scenic photo stops at iconic landmarks. • …More

5.0 (5)

Old San Juan and Piñones Experience

• Approximately 2 hours exploring Old San Juan. • Guided commentary and local insights throughout the drive. • Scenic photo stops at iconic landmarks. •...

4 hours Free Cancellation

5.0 (5)

from
$120

St Thomas Private and Customized Sightseeing Tour

EXCLUSIVE CUSTOM ST. THOMAS SIGHTSEEING TOUR Take a private tour of St. Thomas United States Virgin Islands with a knowledgeable local guide. The island welcomes …More

Cruz Bay, US Virgin Islands

4.9 (20)

St Thomas Private and Customized Sightseeing Tour

EXCLUSIVE CUSTOM ST. THOMAS SIGHTSEEING TOUR Take a private tour of St. Thomas United States Virgin Islands with a knowledgeable local guide. The island welcomes...

5 hours Hotel pickup offered Free Cancellation

4.9 (20)

from
$562

Rainforest Nature Walk & Luquillo Beach Combo

Our tour guide will meet you at the pickup location, at the previously accorded pickup time (call us for confirmation).We'll then go east for around …More

Isla Verde, Puerto Rico

4.4 (36)

Rainforest Nature Walk & Luquillo Beach Combo

Our tour guide will meet you at the pickup location, at the previously accorded pickup time (call us for confirmation).We'll then go east for around...

6 hours Hotel pickup offered Free Cancellation

4.4 (36)

from
$75

We offer Sailing based on the wind speed, transportation to and from your hotel, and the all-inclusive bar along, the trip itself is 3 hours …More

Nassau, Bahamas

4.2 (20)

All Inclusive Half Day Sail and Snorkel

We offer Sailing based on the wind speed, transportation to and from your hotel, and the all-inclusive bar along, the trip itself is 3 hours...

5 hours Hotel pickup offered Free Cancellation

4.2 (20)

from
$165

Private Stingray City Snorkeling Half Day Charter for 10 Guests

Make lasting memories and avoid the crowds with a completely private, full day boat charter in the crystal blue waters of Grand Cayman. Your 2-person …More

Grand Cayman, Cayman Islands

5.0 (13)

Private Stingray City Snorkeling Half Day Charter for 10 Guests

Make lasting memories and avoid the crowds with a completely private, full day boat charter in the crystal blue waters of Grand Cayman. Your 2-person...

4 hours

5.0 (13)

from
$1,200

Starfish Encounter & Mangrove Exploration in Grand Cayman

• Our starfish and mangrove tour in Grand Cayman stands out for its unique blend of adventure and ecological discovery. • Navigate through tranquil mangrove …More

Grand Cayman, Cayman Islands

5.0 (2)

Starfish Encounter & Mangrove Exploration in Grand Cayman

• Our starfish and mangrove tour in Grand Cayman stands out for its unique blend of adventure and ecological discovery. • Navigate through tranquil mangrove...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$140

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?