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 →

Punta Cana Hip Hop Party Boat Adults Only Live DJ & Open Bar

Dance and celebrate off the coast of the Dominican Republic on this party boat package. Designed for adults only, board a catamaran and set off …More

Punta Cana, Dominican Republic

4.9 (1,428)

Punta Cana Hip Hop Party Boat Adults Only Live DJ & Open Bar

Dance and celebrate off the coast of the Dominican Republic on this party boat package. Designed for adults only, board a catamaran and set off...

3 hours 20 minutes Hotel pickup offered Free Cancellation

4.9 (1,428)

from
$65

Private Catamaran Cruise with Slide & unlimited drinks

Enjoy an exciting excursion on a private catamaran that will take you to explore the crystal-clear waters of a tropical paradise. During the trip, you …More

La Romana, Dominican Republic

4.9 (765)

Private Catamaran Cruise with Slide & unlimited drinks

Enjoy an exciting excursion on a private catamaran that will take you to explore the crystal-clear waters of a tropical paradise. During the trip, you...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (765)

from
$795

Escape the tourist crowds and discover the authentic charm of St. Martin with our "Two Islands, Twice the Fun" tour. We seamlessly blend the best …More

Philipsburg, St Maarten

4.9 (578)

Two Islands, Twice the Fun

Escape the tourist crowds and discover the authentic charm of St. Martin with our "Two Islands, Twice the Fun" tour. We seamlessly blend the best...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (578)

from
$48

Buggy Tour in Punta Cana with Stops at the Beach and a Cave

Nature and Off-Road Adventure Tour Travelers will drive their own buggy along dirt trails, crossing muddy paths, hills, and breathtaking landscapes. They will feel the …More

Punta Cana, Dominican Republic

4.9 (903)

Buggy Tour in Punta Cana with Stops at the Beach and a Cave

Nature and Off-Road Adventure Tour Travelers will drive their own buggy along dirt trails, crossing muddy paths, hills, and breathtaking landscapes. They will feel the...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (903)

from
$20

Nassau 3 Island Tour Swimming Pigs Turtles Snorkeling Beach Club

Embark on an all-inclusive, exhilarating island-hopping adventure with us. Discover four stunning islands in one seamless, fun-filled day. Cruise past Atlantis on Paradise Island, sight …More

4.8 (509)

Nassau 3 Island Tour Swimming Pigs Turtles Snorkeling Beach Club

Embark on an all-inclusive, exhilarating island-hopping adventure with us. Discover four stunning islands in one seamless, fun-filled day. Cruise past Atlantis on Paradise Island, sight...

4 hours Free Cancellation

4.8 (509)

from
$140

Tropical Rainforest Cave Tubing Full Adventure

This tour combines Tubing & Cave Adventure for the whole family! Explore this awesome Underground Cave formations in Charco Azul Vega Baja and be an …More

5.0 (24)

Tropical Rainforest Cave Tubing Full Adventure

This tour combines Tubing & Cave Adventure for the whole family! Explore this awesome Underground Cave formations in Charco Azul Vega Baja and be an...

3 to 4 hours Free Cancellation

5.0 (24)

from
$79

Sunset Sail with Cocktails and Appetizers

**A Beautiful Sunset Sail** What better way to experience the Caribbean Sunset than aboard 'The VI Cat' for a beautiful 2-hour sunset cruise with appetizers …More

4.8 (685)

Sunset Sail with Cocktails and Appetizers

**A Beautiful Sunset Sail** What better way to experience the Caribbean Sunset than aboard 'The VI Cat' for a beautiful 2-hour sunset cruise with appetizers...

2 hours Free Cancellation

4.8 (685)

from
$95

Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove

Be sure to come hungry for The VI Cat's Harbor Lights Dinner Sail! This catamaran's dinner has offerings for all palettes in front of an …More

4.8 (1,331)

Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove

Be sure to come hungry for The VI Cat's Harbor Lights Dinner Sail! This catamaran's dinner has offerings for all palettes in front of an...

2 hours Free Cancellation

4.8 (1,331)

from
$119

50' Luxury Yacht. Private Full or Half Day Catamaran Snorkel, & Beach Experience

Spend the day on your own 50' Luxury Catamaran Yacht. This price is all inclusive for the Yacht, up to 12 guests. You can select …More

5.0 (681)

50' Luxury Yacht. Private Full or Half Day Catamaran Snorkel, & Beach Experience

Spend the day on your own 50' Luxury Catamaran Yacht. This price is all inclusive for the Yacht, up to 12 guests. You can select...

4 to 7 hours Free Cancellation

5.0 (681)

from
$1,441

Full-Day Tour: Concord Waterfall, Chocolate Factory, Rum Distillery, Grand Etang

This remarkable full-day tour shows you the very best of Grenada in a day. See St. George's, the prettiest capital town in the Caribbean. Travel …More

St. George's, Grenada

4.9 (943)

Full-Day Tour: Concord Waterfall, Chocolate Factory, Rum Distillery, Grand Etang

This remarkable full-day tour shows you the very best of Grenada in a day. See St. George's, the prettiest capital town in the Caribbean. Travel...

7 to 8 hours Hotel pickup offered Free Cancellation

4.9 (943)

from
$118

Aruba Natural Pool & Cave Safari: North Shore Adventure Tour

Discover the hidden treasures of Aruba’s south side on our exciting 4x4 Jeep Safari—where adventure, culture, and natural beauty come together in one unforgettable experience. …More

Palm - Eagle Beach, Aruba

4.9 (530)

Aruba Natural Pool & Cave Safari: North Shore Adventure Tour

Discover the hidden treasures of Aruba’s south side on our exciting 4x4 Jeep Safari—where adventure, culture, and natural beauty come together in one unforgettable experience....

6 hours Hotel pickup offered Free Cancellation

4.9 (530)

from
$117

Spend 5 to 6 hours touring the beautiful Island of St Lucia on a private customized tour, where you can experience everything local the island has to …More

Anse La Raye, St Lucia

4.7 (655)

St Lucia Customize Private Island Tour

Spend 5 to 6 hours touring the beautiful Island of St Lucia on a private customized tour, where you can experience everything local the island has to...

4 to 6 hours Hotel pickup offered Free Cancellation

4.7 (655)

from
$100

Cocktail Sunset Cruise from Sapphire Beach Resort

Experience the magic of a Caribbean sunset aboard the Breakaway yacht for a Cocktail Sunset Cruise from 5:00 PM to 7:00 PM. Glide along the …More

4.9 (771)

Cocktail Sunset Cruise from Sapphire Beach Resort

Experience the magic of a Caribbean sunset aboard the Breakaway yacht for a Cocktail Sunset Cruise from 5:00 PM to 7:00 PM. Glide along the...

2 hours Free Cancellation

4.9 (771)

from
$110

Embark on a captivating full-day adventure exploring the best of Gros Islet and Soufriere with our Soufriere Volcano Experience tour. Traverse the Capital city center …More

Marigot Bay, St Lucia

5.0 (526)

Soufriere Volcano Experience

Embark on a captivating full-day adventure exploring the best of Gros Islet and Soufriere with our Soufriere Volcano Experience tour. Traverse the Capital city center...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (526)

from
$135

Half-Day Adventure 4x4 ATV, Water Cave and Dominican Culture

Start your engine and enjoy the most spectacular views and landscapes of Punta Cana. Travel the lush landscape of the Dominican Republic on a powerful …More

Punta Cana, Dominican Republic

4.8 (3,232)

Half-Day Adventure 4x4 ATV, Water Cave and Dominican Culture

Start your engine and enjoy the most spectacular views and landscapes of Punta Cana. Travel the lush landscape of the Dominican Republic on a powerful...

4 hours Hotel pickup offered Free Cancellation

4.8 (3,232)

from
$65

Parasailing, Snorkel Cruise & Virgen Beach from Punta Cana

Relax and enjoy with these impressive attractions in an unforgettable adventure in Punta Cana. While parasailing, observe from 500 feet in the air the beauty …More

Punta Cana, Dominican Republic

4.9 (528)

Parasailing, Snorkel Cruise & Virgen Beach from Punta Cana

Relax and enjoy with these impressive attractions in an unforgettable adventure in Punta Cana. While parasailing, observe from 500 feet in the air the beauty...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (528)

from
$159

Bahamas Swimming Pigs Experience on Rose Island

Da Pig Beach is located on Rose Island, one of the beautiful islands of the Bahamas. You’ll arrive by boat at their private property, where …More

Nassau, Bahamas

4.4 (25)

Bahamas Swimming Pigs Experience on Rose Island

Da Pig Beach is located on Rose Island, one of the beautiful islands of the Bahamas. You’ll arrive by boat at their private property, where...

4 hours Hotel pickup offered Free Cancellation

4.4 (25)

from
$179

Puerto Rico Sunset Magic: Bio Bay Kayaking Tour from Fajardo

Over 17 years in the industry & the only company that features professional guide & Marine Biologist as your lead guide, rest assure that we …More

Fajardo, Puerto Rico

4.8 (242)

Puerto Rico Sunset Magic: Bio Bay Kayaking Tour from Fajardo

Over 17 years in the industry & the only company that features professional guide & Marine Biologist as your lead guide, rest assure that we...

2 hours Free Cancellation

4.8 (242)

from
$69

Champagne Sunset Sail from Margaritaville

Climb aboard our brand-new catamaran, Snorkel Cat, and immerse yourself in the breathtaking beauty of a Caribbean sunset. Departing from 5:00 pm to 7:00 pm, …More

4.8 (851)

Champagne Sunset Sail from Margaritaville

Climb aboard our brand-new catamaran, Snorkel Cat, and immerse yourself in the breathtaking beauty of a Caribbean sunset. Departing from 5:00 pm to 7:00 pm,...

2 hours Free Cancellation

4.8 (851)

from
$110

Small Group El Yunque Half Day Tour with Transport: Waterslide

Discover El Yunque the boutique way. Our small-group rainforest tour is designed for travelers who want an authentic, safe, and intimate experience. While many tours …More

Luquillo, Puerto Rico

5.0 (1,047)

Small Group El Yunque Half Day Tour with Transport: Waterslide

Discover El Yunque the boutique way. Our small-group rainforest tour is designed for travelers who want an authentic, safe, and intimate experience. While many tours...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1,047)

from
$89

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?