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 →

Sunset Island Tour in Aruba on Electric Scooter (1 or 2-seater)

Discover Aruba at its most beautiful on a guided sunset electric scooter tour! Choose a **1-seater electric scooter** or share a **2-seater with your partner …More

4.9 (51)

Sunset Island Tour in Aruba on Electric Scooter (1 or 2-seater)

Discover Aruba at its most beautiful on a guided sunset electric scooter tour! Choose a **1-seater electric scooter** or share a **2-seater with your partner...

3 hours Free Cancellation

4.9 (51)

from
$89

HipHop Party Boat with Unlimited drinks in Punta Cana

We are an American owned and operated company who is providing an international touch to all of our boat charters! We speak fluent English, Spanish …More

5.0 (42)

HipHop Party Boat with Unlimited drinks in Punta Cana

We are an American owned and operated company who is providing an international touch to all of our boat charters! We speak fluent English, Spanish...

3 hours Free Cancellation

5.0 (42)

from
$650

Shore excursion : Authentic Tour of Southern Martinique

From your hotel or cruise port in Fort-de-France, go on an adventure in the south of Martinique for an authentic tour that will offer you …More

4.5 (82)

Shore excursion : Authentic Tour of Southern Martinique

From your hotel or cruise port in Fort-de-France, go on an adventure in the south of Martinique for an authentic tour that will offer you...

4 hours 30 minutes Free Cancellation

4.5 (82)

from
$74

Private Art & Culture Tour in Tortola Virgin Islands

This is the only Tour of its kind available on Tortola which showcases prominent practicing Artists and their work. Small, private groups keep this tour …More

Tortola, British Virgin Islands

5.0 (27)

Private Art & Culture Tour in Tortola Virgin Islands

This is the only Tour of its kind available on Tortola which showcases prominent practicing Artists and their work. Small, private groups keep this tour...

2 to 4 hours Hotel pickup offered Free Cancellation

5.0 (27)

from
$150

ATV Riding, Bamboo Rafting and Ricks Café from Montego Bay

Guaranteed the best Experience ever!! Double the Fun with the SAFARI ATV-RIDING and RICKS CAFÉ combo.. get transported in a private vehicle to the Attractions, …More

Montego Bay, Jamaica

5.0 (46)

ATV Riding, Bamboo Rafting and Ricks Café from Montego Bay

Guaranteed the best Experience ever!! Double the Fun with the SAFARI ATV-RIDING and RICKS CAFÉ combo.. get transported in a private vehicle to the Attractions,...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (46)

from
$20

Welcome to St.Maarten / St.Martin Pelican Island , come and have a time of your life with us. Our goal is for you and your …More

4.9 (26)

Half-day Tour to St.Maarten Best Island

Welcome to St.Maarten / St.Martin Pelican Island , come and have a time of your life with us. Our goal is for you and your...

2 to 3 hours Free Cancellation

4.9 (26)

from
$55

Bamboo River Rafting Limestone Foot Massage in Montego Bay Ja.

Simpson Tours Jamaica provides exceptional private taxi service to travelers in Jamaica. bamboo rafting is a popular outdoor activity where people ride on boats made …More

Montego Bay, Jamaica

4.9 (51)

Bamboo River Rafting Limestone Foot Massage in Montego Bay Ja.

Simpson Tours Jamaica provides exceptional private taxi service to travelers in Jamaica. bamboo rafting is a popular outdoor activity where people ride on boats made...

1 to 2 hours Hotel pickup offered Free Cancellation

4.9 (51)

from
$120

Puerto Plata Private Boat Cruise with Snorkeling and Open Bar

Ready to make your Caribbean adventure unforgettable? Whether you're arriving on a cruise or staying at a hotel in Puerto Plata, this private boat adventure …More

Puerto Plata, Dominican Republic

4.6 (31)

Puerto Plata Private Boat Cruise with Snorkeling and Open Bar

Ready to make your Caribbean adventure unforgettable? Whether you're arriving on a cruise or staying at a hotel in Puerto Plata, this private boat adventure...

4 hours Free Cancellation

4.6 (31)

from
$109

We offer a two person seating for ATV. Allowing family member, friends or couple to ride together and explore nature and create lasting memories on …More

5.0 (42)

Shared Dirty Trails and Escapades

We offer a two person seating for ATV. Allowing family member, friends or couple to ride together and explore nature and create lasting memories on...

2 hours 30 minutes Free Cancellation

5.0 (42)

from
$160

St.Kitts Water Sports is thrilled to bring you yet another unforgettable experience. Experience the sensation of flight with our newest activity… parasailing! Get towed up …More

4.9 (56)

Parasailing Adventure

St.Kitts Water Sports is thrilled to bring you yet another unforgettable experience. Experience the sensation of flight with our newest activity… parasailing! Get towed up...

60 to 90 minutes Free Cancellation

4.9 (56)

from
$130

See the Barbados Swimming Horses + Exclusive Stables Access

This is genuinely one of the most wholesome and magical experiences you can have on the island. This unique tour offers the opportunity to witness …More

4.8 (97)

See the Barbados Swimming Horses + Exclusive Stables Access

This is genuinely one of the most wholesome and magical experiences you can have on the island. This unique tour offers the opportunity to witness...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.8 (97)

from
$39

Grand Cayman Catamaran Tour to Stingray City and Rum Point

Visit two of Grand Cayman’s top attractions — Stingray City and Rum Point — on this 5.5-hour tour by luxury 65-foot (20-meter) catamaran. Accessible only …More

Seven Mile Beach, Cayman Islands

4.8 (39)

Grand Cayman Catamaran Tour to Stingray City and Rum Point

Visit two of Grand Cayman’s top attractions — Stingray City and Rum Point — on this 5.5-hour tour by luxury 65-foot (20-meter) catamaran. Accessible only...

5 hours 30 minutes Hotel pickup offered Free Cancellation

4.8 (39)

from
$144

Side-by-Side Off-Road Adventure Guided Tour - Grand Turk

Get ready for the ultimate thrill-seeking adventure in Grand Turk! Join our side-by-side excursion, where you'll traverse through rugged terrain, cruise through our streets, and …More

4.9 (31)

Side-by-Side Off-Road Adventure Guided Tour - Grand Turk

Get ready for the ultimate thrill-seeking adventure in Grand Turk! Join our side-by-side excursion, where you'll traverse through rugged terrain, cruise through our streets, and...

1 hour 30 minutes Free Cancellation

4.9 (31)

from
$199

Full Day Private Boat Charter at Grace Bay, Providenciales

Cruise around the islands of Turks and Caicos in style! Charter a private boat up to 8 people ($99 for each additional person after 8 …More

5.0 (26)

Full Day Private Boat Charter at Grace Bay, Providenciales

Cruise around the islands of Turks and Caicos in style! Charter a private boat up to 8 people ($99 for each additional person after 8...

8 hours Hotel pickup offered Free Cancellation

5.0 (26)

from
$3,540

Montego Bay Cultrual Highlight and Beach Break

With modern amenities, charming beach bar and a lively yet laid-back atmosphere, Doctors Cave Beach offers an unforgettable experience. Whether you're looking to explore marine …More

5.0 (20)

Montego Bay Cultrual Highlight and Beach Break

With modern amenities, charming beach bar and a lively yet laid-back atmosphere, Doctors Cave Beach offers an unforgettable experience. Whether you're looking to explore marine...

5 hours Free Cancellation

5.0 (20)

from
$90

Damajagua 7 Waterfalls Adventure – In Puerto Plata

Get ready for an unforgettable Damajagua adventure! Trek through lush rainforest with an experienced guide, then swim, slide and jump your way through 7 spectacular …More

Puerto Plata, Dominican Republic

4.8 (43)

Damajagua 7 Waterfalls Adventure – In Puerto Plata

Get ready for an unforgettable Damajagua adventure! Trek through lush rainforest with an experienced guide, then swim, slide and jump your way through 7 spectacular...

3 to 4 hours Hotel pickup offered Free Cancellation

4.8 (43)

from
$55

Cueva del Indio and Charco Azul Cave and Waterfall Adventure

This is the best adventure tour in all Puerto Rico as it completely avoids the tourist traps of the island & focuses exclusively on amazing …More

Arecibo, Puerto Rico

4.9 (43)

Cueva del Indio and Charco Azul Cave and Waterfall Adventure

This is the best adventure tour in all Puerto Rico as it completely avoids the tourist traps of the island & focuses exclusively on amazing...

8 hours Free Cancellation

4.9 (43)

from
$175

Take part in your exclusive Flying Dress Photoshoot in Jamaica with Kevin Wright's team of professional photographers. You will be the star of the show …More

Montego Bay, Jamaica

5.0 (48)

Flying Dress Photoshoots in Montego Bay Jamaica

Take part in your exclusive Flying Dress Photoshoot in Jamaica with Kevin Wright's team of professional photographers. You will be the star of the show...

1 to 2 hours Free Cancellation

5.0 (48)

from
$500

Venture off-road and discover the Dominican countryside on this fun and exciting buggy tour. In your own buggy, you will drive to an organic farm …More

Punta Cana, Dominican Republic

4.9 (56)

Xtreme Buggy Adventure

Venture off-road and discover the Dominican countryside on this fun and exciting buggy tour. In your own buggy, you will drive to an organic farm...

3 hours Hotel pickup offered Free Cancellation

4.9 (56)

from
$46

Barbados Sunset and Snorkeling Catamaran Cruise

Spend a relaxing afternoon and early evening on this small-group sunset catamaran cruise from Bridgetown, available on Tuesdays, Thursdays, and Saturdays. Sail along Barbados’ stunning …More

4.9 (107)

Barbados Sunset and Snorkeling Catamaran Cruise

Spend a relaxing afternoon and early evening on this small-group sunset catamaran cruise from Bridgetown, available on Tuesdays, Thursdays, and Saturdays. Sail along Barbados’ stunning...

3 hours Hotel pickup offered Free Cancellation

4.9 (107)

from
$110

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?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Luxury & Special Occasions are:

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?