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 →

Cayman Crystal Caves Tour in Grand Cayman

Hidden within a lush tropical forest in North Side, Grand Cayman, the Cayman Crystal Caves offer one of the island’s most unique and unforgettable natural …More

Seven Mile Beach, Cayman Islands

4.6 (459)

Cayman Crystal Caves Tour in Grand Cayman

Hidden within a lush tropical forest in North Side, Grand Cayman, the Cayman Crystal Caves offer one of the island’s most unique and unforgettable natural...

3 hours 30 minutes Hotel pickup offered

4.6 (459)

from
$143

Private Catamaran charter Swim sail snorkel cliff jumping SUP

This is a 3-hour private catamaran charter, up to 15 guests, with pick up at the cruise ship terminal in dockyard or Hamilton Harbor. Catamaran …More

5.0 (301)

Private Catamaran charter Swim sail snorkel cliff jumping SUP

This is a 3-hour private catamaran charter, up to 15 guests, with pick up at the cruise ship terminal in dockyard or Hamilton Harbor. Catamaran...

3 hours Free Cancellation

5.0 (301)

from
$999

Half-Day El Yunque Waterslide Excursion (No Transportation)

"You can't miss El Yunque when visiting PR, and you can't miss experiencing El Yunque without Puerto Rico Experience!" This is what people often describe …More

Fajardo, Puerto Rico

4.9 (427)

Half-Day El Yunque Waterslide Excursion (No Transportation)

"You can't miss El Yunque when visiting PR, and you can't miss experiencing El Yunque without Puerto Rico Experience!" This is what people often describe...

3 hours 30 minutes

4.9 (427)

from
$29

2-Hour TukTuk Rental with an Experienced Guide and Driver

Enjoy the service of your own private TukTuk vehicle, including an independent experienced chauffeur, available to take you on an exciting 2 hour sightseeing trip …More

Willemstad, Curacao

4.7 (256)

2-Hour TukTuk Rental with an Experienced Guide and Driver

Enjoy the service of your own private TukTuk vehicle, including an independent experienced chauffeur, available to take you on an exciting 2 hour sightseeing trip...

2 hours Hotel pickup offered Free Cancellation

4.7 (256)

from
$65

Experience the beauty of South Bonaire on this 100% private tour. Just you, your family or friends. No rushing, no sharing with strangers, just enjoying …More

Kralendijk, Bonaire

5.0 (20)

Private Bonaire South Tour

Experience the beauty of South Bonaire on this 100% private tour. Just you, your family or friends. No rushing, no sharing with strangers, just enjoying...

2 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$125

SoCoHo Jeep Safari - Historical Sites - Lunch - Beach

Our SoCoHo Land Tour is available for those seeking a full experience of Antigua's stunning beauty. Travel comfortably in a safari jeep. Our adventure will …More

Five Islands Village, Antigua and Barbuda

4.9 (58)

SoCoHo Jeep Safari - Historical Sites - Lunch - Beach

Our SoCoHo Land Tour is available for those seeking a full experience of Antigua's stunning beauty. Travel comfortably in a safari jeep. Our adventure will...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (58)

from
$125

Bermuda Private Boat Charter: Snorkel, Cliff Jumping & Sightseeing

Our boat "Island Vibez" is small enough to go where a lot of the larger charter boats cannot, yet she is extremely spacious and comfortable. …More

5.0 (229)

Bermuda Private Boat Charter: Snorkel, Cliff Jumping & Sightseeing

Our boat "Island Vibez" is small enough to go where a lot of the larger charter boats cannot, yet she is extremely spacious and comfortable....

4 hours Free Cancellation

5.0 (229)

from
$1,200

Weekly update: Beautiful conditions, October 12- 16. Book now!! *If you loved the experience & wish to leave a tip we accept Venmo, PayPal or …More

Rincón, Puerto Rico

5.0 (153)

Snorkeling Adventure in Aguadilla

Weekly update: Beautiful conditions, October 12- 16. Book now!! *If you loved the experience & wish to leave a tip we accept Venmo, PayPal or...

2 hours Free Cancellation

5.0 (153)

from
$98

Resort Beach Escape - Amber Cove & Taino Bay

Relax on the best resort beach on Puerto Plata's north coast - Playa Dorada. A complimentary beach lounger along with a beach bar and cafe …More

4.8 (20)

Resort Beach Escape - Amber Cove & Taino Bay

Relax on the best resort beach on Puerto Plata's north coast - Playa Dorada. A complimentary beach lounger along with a beach bar and cafe...

4 hours Free Cancellation

4.8 (20)

from
$49

Saona Island and Chavon River Tour with Lunch and Drinks

This tour will take you to some of the most breathtaking places on Saona Island. You can also book our shared tour to save money. …More

Punta Cana, Dominican Republic

4.8 (33)

Saona Island and Chavon River Tour with Lunch and Drinks

This tour will take you to some of the most breathtaking places on Saona Island. You can also book our shared tour to save money....

12 hours Hotel pickup offered Free Cancellation

4.8 (33)

from
$135

Kingston Day Trip -Devon House, Bob Marley & Murals in Kingston.

YOU CANNOT MISS OUT ON THIS 4 IN 1 PACKAGE DEAL + A BONUS! Let us take you on a journey where you’ll get to …More

Kingston, Jamaica

5.0 (48)

Kingston Day Trip -Devon House, Bob Marley & Murals in Kingston.

YOU CANNOT MISS OUT ON THIS 4 IN 1 PACKAGE DEAL + A BONUS! Let us take you on a journey where you’ll get to...

6 hours Hotel pickup offered Free Cancellation

5.0 (48)

from
$139

Walk Tour of Downtown Kingston with drone shots

Come enjoy a trip to Downtown Kingston with stops at every food and fruit vendor we can find. Get ready to take as many photos …More

Kingston, Jamaica

4.8 (35)

Walk Tour of Downtown Kingston with drone shots

Come enjoy a trip to Downtown Kingston with stops at every food and fruit vendor we can find. Get ready to take as many photos...

1 to 3 hours Hotel pickup offered Free Cancellation

4.8 (35)

from
$60

Private MEGA El Yunque Full Day Tour: Rainforest, Rivers, Beaches

Let's explore Puerto Rico's most amazing northeastern region and its 5 unique municipalities on our full-day private or semi-private (up to 6 pax. max.)cultural tour …More

5.0 (21)

Private MEGA El Yunque Full Day Tour: Rainforest, Rivers, Beaches

Let's explore Puerto Rico's most amazing northeastern region and its 5 unique municipalities on our full-day private or semi-private (up to 6 pax. max.)cultural tour...

8 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (21)

from
$138

St Lucia Wellness (Pitons, Mud Bath, Waterfalls & Lunch)

Skip the crowded coach tour. This is the Saint Lucia volcano and Pitons day for small groups: one minivan, 1 to 3 couples, and a …More

Castries, St Lucia

4.8 (22)

St Lucia Wellness (Pitons, Mud Bath, Waterfalls & Lunch)

Skip the crowded coach tour. This is the Saint Lucia volcano and Pitons day for small groups: one minivan, 1 to 3 couples, and a...

6 hours Hotel pickup offered Free Cancellation

4.8 (22)

from
$149

Catamaran Snorkel Hopping Full Day Trip with F&B

The underwater landscape of Curacao is one to discover! Go on a snorkeling expedition to the 3 most beautiful snorkeling sites on the east coast …More

4.7 (60)

Catamaran Snorkel Hopping Full Day Trip with F&B

The underwater landscape of Curacao is one to discover! Go on a snorkeling expedition to the 3 most beautiful snorkeling sites on the east coast...

5 hours Free Cancellation

4.7 (60)

from
$110

Friday Evening Kingston Harbour Cruise, Sunday Beach Cruise or Charter Our Boats

This tour is special as it gives you the opportunity to experience the feeling of visiting the city of Kingston. We depart from Ribbiz Ocean …More

Kingston, Jamaica

4.8 (244)

Friday Evening Kingston Harbour Cruise, Sunday Beach Cruise or Charter Our Boats

This tour is special as it gives you the opportunity to experience the feeling of visiting the city of Kingston. We depart from Ribbiz Ocean...

3 to 4 hours Free Cancellation

4.8 (244)

from
$75

6- Hour Coastal Tour of Barbados with Drinks, Snacks and Lunch

Join our 6 hr expedition in our open vehicles where we share lots of history, geography, culture and some bajan humor as we make our …More

Diamond Valley, Barbados

5.0 (175)

6- Hour Coastal Tour of Barbados with Drinks, Snacks and Lunch

Join our 6 hr expedition in our open vehicles where we share lots of history, geography, culture and some bajan humor as we make our...

6 hours Hotel pickup offered Free Cancellation

5.0 (175)

from
$160

Montego Bay Bamboo Rafting and Hip Strip Private Tour

Take a few hours out for a bit of relaxation with this private tour on the Great River. Your driver will pick you up at …More

Montego Bay, Jamaica

4.7 (65)

Montego Bay Bamboo Rafting and Hip Strip Private Tour

Take a few hours out for a bit of relaxation with this private tour on the Great River. Your driver will pick you up at...

3 to 4 hours Hotel pickup offered Free Cancellation

4.7 (65)

from
$22

Join us on this exhilarating guided JetSki Snorkel tour with spectacular views of St. Kitts and Nevis and an unforgettable Snorkel experience. From Reggae Beach …More

5.0 (44)

JetSki Snorkel Adventure

Join us on this exhilarating guided JetSki Snorkel tour with spectacular views of St. Kitts and Nevis and an unforgettable Snorkel experience. From Reggae Beach...

2 hours Free Cancellation

5.0 (44)

from
$370

Private Luxury Catamaran Tour to Stingray City and Snorkel

Luxury, knowledge & value - these are the values of Cobalt Custom Charters. Whether doing a morning or afternoon charter, you will have the experience …More

Grand Cayman, Cayman Islands

5.0 (18)

Private Luxury Catamaran Tour to Stingray City and Snorkel

Luxury, knowledge & value - these are the values of Cobalt Custom Charters. Whether doing a morning or afternoon charter, you will have the experience...

4 hours Free Cancellation

5.0 (18)

from
$2,250

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?