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 Nassau Swimming Pigs: Snorkeling, Lunch & Private Beach Club 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 San Juan Sunset Harbor Boat Ride Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Full-Day Aruba History and Must-See Landmarks Tour 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 →

Providenciales Unmissable Sightseeing Tour

Tropical Day Tour includes visits to many beautiful beaches with Rum Punch served on the truck. Visit attractions such as, The Hole, "Da Conch Shack" …More

4.6 (133)

Providenciales Unmissable Sightseeing Tour

Tropical Day Tour includes visits to many beautiful beaches with Rum Punch served on the truck. Visit attractions such as, The Hole, "Da Conch Shack"...

5 hours Hotel pickup offered Free Cancellation

4.6 (133)

from
$152

Private boat trip with guide on the most beautiful lagoon of Guadeloupe

Embark on a private and customizable excursion to discover the Grand Cul-de-Sac marine. Your guide takes you on a river and through the mangrove, an …More

Basse-Terre Island, Guadeloupe

4.9 (96)

Private boat trip with guide on the most beautiful lagoon of Guadeloupe

Embark on a private and customizable excursion to discover the Grand Cul-de-Sac marine. Your guide takes you on a river and through the mangrove, an...

4 hours 30 minutes Free Cancellation

4.9 (96)

from
$670

Grab a Rum Swizzle cocktail from our on board Cash Bar to settle your nerves as you board this night time cruise and head into …More

4.4 (294)

Bermuda Triangle Twilight Cruise

Grab a Rum Swizzle cocktail from our on board Cash Bar to settle your nerves as you board this night time cruise and head into...

1 hour 30 minutes Free Cancellation

4.4 (294)

from
$89

No1Sxm Sunset Sail Experience in St Maarten

Are you ready to go Sailing? TRUE sailing on board of No1Sxm Trimaran: stable, smooth, comfortable. The 2 hour Sailing Experience is pure bliss, with …More

4.9 (304)

No1Sxm Sunset Sail Experience in St Maarten

Are you ready to go Sailing? TRUE sailing on board of No1Sxm Trimaran: stable, smooth, comfortable. The 2 hour Sailing Experience is pure bliss, with...

2 hours Free Cancellation

4.9 (304)

from
$67

Parasailing Adventure from Providenciales in Turks and Caicos

Grace Bay Watersports provides exciting parasailing tours in the Grace Bay beach area in Providenciales, Turks and Caicos. If you haven't done parasailing, there is …More

4.7 (423)

Parasailing Adventure from Providenciales in Turks and Caicos

Grace Bay Watersports provides exciting parasailing tours in the Grace Bay beach area in Providenciales, Turks and Caicos. If you haven't done parasailing, there is...

1 hour Free Cancellation

4.7 (423)

from
$95

Shore Excursion Barbados Beach Day and Snorkel Cruise

Hop aboard your shuttle for a short drive through the capital city of Bridgetown to your meeting point. From there, board your vessel, Tranquility, and …More

4.5 (431)

Shore Excursion Barbados Beach Day and Snorkel Cruise

Hop aboard your shuttle for a short drive through the capital city of Bridgetown to your meeting point. From there, board your vessel, Tranquility, and...

5 hours Free Cancellation

4.5 (431)

from
$48

Private Bioluminescence Tour in Grand Cayman

The Bioluminescence Bay here in Grand Cayman is one of few places in the world that you can experience amazing phenomenon. We will drive you …More

Grand Cayman, Cayman Islands

5.0 (14)

Private Bioluminescence Tour in Grand Cayman

The Bioluminescence Bay here in Grand Cayman is one of few places in the world that you can experience amazing phenomenon. We will drive you...

2 hours 30 minutes Free Cancellation

5.0 (14)

from
$1,025

Private Aruba National Park Hiking & Natural Pool Swimming

The tour is hiking, swimming, and snorkeling combined. Explore with confidence! Your tour guide is a certified firefighter and lifeguard. During the hike, one can …More

5.0 (168)

Private Aruba National Park Hiking & Natural Pool Swimming

The tour is hiking, swimming, and snorkeling combined. Explore with confidence! Your tour guide is a certified firefighter and lifeguard. During the hike, one can...

4 hours Hotel pickup offered Free Cancellation

5.0 (168)

from
$60

Get to know the real Jamaica as you visit the birthplace of the fastest man alive, the legendary 3 times record holder Usain Bolt. Travel …More

Falmouth, Jamaica

4.9 (253)

ATV Jungle Safari Tour from Montego Bay

Get to know the real Jamaica as you visit the birthplace of the fastest man alive, the legendary 3 times record holder Usain Bolt. Travel...

4 hours Hotel pickup offered Free Cancellation

4.9 (253)

from
$130

Discover history, culture, and flavors of Puerto Plata on a city tour lasting approx 3 hours. Begin at Rum factory, where you’ll learn about Dominican …More

Cabarete, Dominican Republic

4.9 (166)

Puerto Plata City Private Tour

Discover history, culture, and flavors of Puerto Plata on a city tour lasting approx 3 hours. Begin at Rum factory, where you’ll learn about Dominican...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (166)

from
$65

Three Eyes National Park Exploration Tour

Enjoy a 2 hours inmersion in nature in the middle of the biggest city of the Dominican Republic. With me you will learn in a …More

4.4 (39)

Three Eyes National Park Exploration Tour

Enjoy a 2 hours inmersion in nature in the middle of the biggest city of the Dominican Republic. With me you will learn in a...

2 hours Free Cancellation

4.4 (39)

from
$35

Blue Lagoon & Dudu Full-Day Tour from Puerto Plata, Sosua, Cabarete

What makes this experience special is the opportunity to discover some of the Dominican Republic’s most beautiful natural and cultural treasures in one unforgettable ecological …More

Cabarete, Dominican Republic

4.8 (15)

Blue Lagoon & Dudu Full-Day Tour from Puerto Plata, Sosua, Cabarete

What makes this experience special is the opportunity to discover some of the Dominican Republic’s most beautiful natural and cultural treasures in one unforgettable ecological...

8 hours Hotel pickup offered Free Cancellation

4.8 (15)

from
$95

Taxi Service From San Juan Airport To Humacao or Palmas Del Mar

Taxi Service From the San Juan Airport to Humacao, Puerto Rico or Palmas Del Mar in Humacao | We also do The return as well, …More

4.9 (13)

Taxi Service From San Juan Airport To Humacao or Palmas Del Mar

Taxi Service From the San Juan Airport to Humacao, Puerto Rico or Palmas Del Mar in Humacao | We also do The return as well,...

1 hour Free Cancellation

4.9 (13)

from
$130

Prepare yourself for the most adventurous tour on Curaçao! Led by an expert guide at the wheel of a powerful UTV, you’ll traverse the island …More

Willemstad, Curacao

5.0 (306)

UTV Buggy Expedition in West Coast

Prepare yourself for the most adventurous tour on Curaçao! Led by an expert guide at the wheel of a powerful UTV, you’ll traverse the island...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (306)

from
$229

Fajardo: Theo Culebra Island Boat Tour with Lunch and Beverages

Check in time 7:30am. Depart from Villa Mariana at 8:30 AM in our Motor Boat and set off for Culebra Island by boat. You will …More

Fajardo, Puerto Rico

4.8 (126)

Fajardo: Theo Culebra Island Boat Tour with Lunch and Beverages

Check in time 7:30am. Depart from Villa Mariana at 8:30 AM in our Motor Boat and set off for Culebra Island by boat. You will...

6 hours Free Cancellation

4.8 (126)

from
$165

Luminous Lagoon Sightseeing Tour in Montego Bay

Experience a world's famous Luminous Lagoon, where the water glisters at night when it gets touched due to microorganisms living in it. 25 min boat …More

Montego Bay, Jamaica

4.5 (30)

Luminous Lagoon Sightseeing Tour in Montego Bay

Experience a world's famous Luminous Lagoon, where the water glisters at night when it gets touched due to microorganisms living in it. 25 min boat...

3 to 4 hours

4.5 (30)

from
$20

Bioluminescence Snorkel Boat Tour to Klein Bonaire

Dive into a one-of-a-kind nighttime adventure and experience the magic of glowing Caribbean waters up close! As the sun sets, you’ll snorkel around Klein Bonaire …More

5.0 (12)

Bioluminescence Snorkel Boat Tour to Klein Bonaire

Dive into a one-of-a-kind nighttime adventure and experience the magic of glowing Caribbean waters up close! As the sun sets, you’ll snorkel around Klein Bonaire...

2 hours Free Cancellation

5.0 (12)

from
$104

Nassau UTV Tour with Full Bahamian Lunch

"Experience Nassau's rich history and vibrant culture on this exciting 3-hour guided Jeep tour — the most thrilling and immersive way to explore the island! …More

Nassau, Bahamas

4.8 (139)

Nassau UTV Tour with Full Bahamian Lunch

"Experience Nassau's rich history and vibrant culture on this exciting 3-hour guided Jeep tour — the most thrilling and immersive way to explore the island!...

3 hours Free Cancellation

4.8 (139)

from
$150

Cayman's Classic Food Tasting & Cultural Experience

We only offer private group tours which we can customize to the taste and preferences of our clients. Tour stops listed are only to give …More

4.9 (161)

Cayman's Classic Food Tasting & Cultural Experience

We only offer private group tours which we can customize to the taste and preferences of our clients. Tour stops listed are only to give...

4 hours Hotel pickup offered Free Cancellation

4.9 (161)

from
$250

4 Hour Private Catamaran Sail and Snorkel from Grace Bay Beach, Providenciales

The discerning visitors choice for over 20 years. The one excursion company that is all about you. This excursion is a genuine sailing adventure, we actually sail. …More

5.0 (190)

4 Hour Private Catamaran Sail and Snorkel from Grace Bay Beach, Providenciales

The discerning visitors choice for over 20 years. The one excursion company that is all about you. This excursion is a genuine sailing adventure, we actually sail....

4 hours Hotel pickup offered Free Cancellation

5.0 (190)

from
$2,380

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?