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 →

Customized Aruba Island Private Tour for All Ages

This private family tour is designed for those who want to do something different with their loved ones. Customize your own tour with us - we …More

4.8 (206)

Customized Aruba Island Private Tour for All Ages

This private family tour is designed for those who want to do something different with their loved ones. Customize your own tour with us - we...

4 hours Hotel pickup offered Free Cancellation

4.8 (206)

from
$85

Authentic Aruba Morning Horseback Riding Tour

This isn't your regular nose-to-tail riding. We offer horseback adventure! We are located right on the North-East coast where the views are fantastic, with a …More

5.0 (220)

Authentic Aruba Morning Horseback Riding Tour

This isn't your regular nose-to-tail riding. We offer horseback adventure! We are located right on the North-East coast where the views are fantastic, with a...

100 to 120 minutes Hotel pickup offered Free Cancellation

5.0 (220)

from
$110

Revel in the fun of an adrenaline-pumping tour by all-terrain vehicle (ATV) through the lush countryside of St Kitts. Your expert guide shows you breathtaking …More

4.8 (480)

ATV Tour of St Kitts

Revel in the fun of an adrenaline-pumping tour by all-terrain vehicle (ATV) through the lush countryside of St Kitts. Your expert guide shows you breathtaking...

3 hours Free Cancellation

4.8 (480)

from
$110

USVI Private Boat Charters - New, Fast Powerboats for Half and Full Day

Your group will spend the day enjoying the many isles and harbors of the U.S. Virgin Islands on your own private powerboat. MV Aquarius is …More

4.9 (331)

USVI Private Boat Charters - New, Fast Powerboats for Half and Full Day

Your group will spend the day enjoying the many isles and harbors of the U.S. Virgin Islands on your own private powerboat. MV Aquarius is...

4 to 7 hours Free Cancellation

4.9 (331)

from
$846

Nevis Panoramic Drive and Beach Experience

Two islands, one paradise. Experience the best of St Kitts-Nevis on this captivating 5-hour tour. Board your fast and comfortable custom-built powerboat direct from St …More

4.3 (95)

Nevis Panoramic Drive and Beach Experience

Two islands, one paradise. Experience the best of St Kitts-Nevis on this captivating 5-hour tour. Board your fast and comfortable custom-built powerboat direct from St...

5 hours Free Cancellation

4.3 (95)

from
$96

SunCay Swimming Pigs Adventure at Pigs Beach

Visit the private island of Sun Cay, also known as Pearl Island, just 8 nautical miles from Nassau Cruise Port, & meet the famous swimming …More

4.5 (137)

SunCay Swimming Pigs Adventure at Pigs Beach

Visit the private island of Sun Cay, also known as Pearl Island, just 8 nautical miles from Nassau Cruise Port, & meet the famous swimming...

5 hours Free Cancellation

4.5 (137)

from
$149

Nassau City Tour: 7 Attractions in the Bahamas( free samples).

Enjoy your Bahamian experience in a comfortable air conditioned vehicle. We take you to the places that matter in The Bahamas. Highlights- *Visit Atlantis, Queen's …More

4.7 (156)

Nassau City Tour: 7 Attractions in the Bahamas( free samples).

Enjoy your Bahamian experience in a comfortable air conditioned vehicle. We take you to the places that matter in The Bahamas. Highlights- *Visit Atlantis, Queen's...

3 hours Hotel pickup offered Free Cancellation

4.7 (156)

from
$75

Nassau Guided Beach Buggy Tour with Free Samples

This tour starts in historic Nassau City. You will visit the House of Parliament, where the leaders meet every Wednesday. Next, we go over to …More

Nassau, Bahamas

4.4 (12)

Nassau Guided Beach Buggy Tour with Free Samples

This tour starts in historic Nassau City. You will visit the House of Parliament, where the leaders meet every Wednesday. Next, we go over to...

3 hours Hotel pickup offered Free Cancellation

4.4 (12)

from
$330

Taste some of Bermuda’s local rum on this 1.5-hour rum cruise! Sip on local rum while learning about the history and culture of the island. …More

4.8 (73)

Bermuda Rum Cruise

Taste some of Bermuda’s local rum on this 1.5-hour rum cruise! Sip on local rum while learning about the history and culture of the island....

1 hour 30 minutes Free Cancellation

4.8 (73)

from
$100

Full-Day Snorkeling Tour to Culebra Island with Lunch

Explore the best of Culebra Island - Flamenco Beach! Flamenco Beach is a worldwide attraction known for its white sandy beach and crystal clear, shallow …More

Fajardo, Puerto Rico

4.8 (373)

Full-Day Snorkeling Tour to Culebra Island with Lunch

Explore the best of Culebra Island - Flamenco Beach! Flamenco Beach is a worldwide attraction known for its white sandy beach and crystal clear, shallow...

7 hours Free Cancellation

4.8 (373)

from
$168

Private Half Day Charter: St Lucia Boat Tour to Soufriere

Cruise down the beautiful west coast of St Lucia in a private speedboat to Soufriere and the Pitons on this half day 4 hour tour. …More

Anse La Raye, St Lucia

4.9 (107)

Private Half Day Charter: St Lucia Boat Tour to Soufriere

Cruise down the beautiful west coast of St Lucia in a private speedboat to Soufriere and the Pitons on this half day 4 hour tour. ...

1 to 4 hours Hotel pickup offered Free Cancellation

4.9 (107)

from
$90

Punta Cana Private Catamaran Cruise with Drinks and Light Snacks

A Premium Powerboat Catamaran with Premium drinks and Professional Crew, Snorkel, Slide, Cruise, Paddle Board, Snorkel at the Natural Reserve near Cabo Engaño NOT where …More

Punta Cana, Dominican Republic

5.0 (295)

Punta Cana Private Catamaran Cruise with Drinks and Light Snacks

A Premium Powerboat Catamaran with Premium drinks and Professional Crew, Snorkel, Slide, Cruise, Paddle Board, Snorkel at the Natural Reserve near Cabo Engaño NOT where...

4 hours Hotel pickup offered Free Cancellation

5.0 (295)

from
$989

Come explore Aruba's history and enjoy a fun day swimming and snorkeling in the shallow man-made lagoon at Baby Beach. …More

Palm - Eagle Beach, Aruba

4.8 (113)

Aruba Baby Beach Express Tour

Come explore Aruba's history and enjoy a fun day swimming and snorkeling in the shallow man-made lagoon at Baby Beach....

5 hours 30 minutes Hotel pickup offered Free Cancellation

4.8 (113)

from
$55

Yunque Rainforest River Rope Swing with Waterslide and Beach Tour

This action pack day will start by visiting two natural rock waterslides, one for beginners and another for the adrenaline seekers, swimming in natural water …More

5.0 (133)

Yunque Rainforest River Rope Swing with Waterslide and Beach Tour

This action pack day will start by visiting two natural rock waterslides, one for beginners and another for the adrenaline seekers, swimming in natural water...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (133)

from
$109

This trip features the two most popular stops in the BVI without being rushed. Spend the morning exploring The Baths where we’ll take you on …More

4.9 (812)

The Baths and White Bay

This trip features the two most popular stops in the BVI without being rushed. Spend the morning exploring The Baths where we’ll take you on...

9 hours

4.9 (812)

from
$400

Tropical Sailing Experience with BBQ Lunch or BBQ Dinner in Aruba

Discover Aruba's Beauty Embark on the Tropical Sailing Experience from Varadero Marina Aruba, with morning and afternoon sails available. Cruise past the picturesque Spanish Lagoon, …More

Palm - Eagle Beach, Aruba

4.9 (251)

Tropical Sailing Experience with BBQ Lunch or BBQ Dinner in Aruba

Discover Aruba's Beauty Embark on the Tropical Sailing Experience from Varadero Marina Aruba, with morning and afternoon sails available. Cruise past the picturesque Spanish Lagoon,...

4 hours Hotel pickup offered Free Cancellation

4.9 (251)

from
$135

Full Day Private Charter, Snorkel St. John (12 guests, 55’ yacht)

Explore the Virgin Islands in style and luxury aboard this beautiful 54 foot sailing yacht for an amazing full day (10am - 4pm) sailing excursion. …More

5.0 (102)

Full Day Private Charter, Snorkel St. John (12 guests, 55’ yacht)

Explore the Virgin Islands in style and luxury aboard this beautiful 54 foot sailing yacht for an amazing full day (10am - 4pm) sailing excursion....

6 hours Free Cancellation

5.0 (102)

from
$1,985

Discovering Puerto Rico: Lifestyle, Art, and Cultural Tour

Get ready to be a local. If you enjoy Island vibes, visiting local spots or just like taking pictures in random places, then this tour …More

5.0 (347)

Discovering Puerto Rico: Lifestyle, Art, and Cultural Tour

Get ready to be a local. If you enjoy Island vibes, visiting local spots or just like taking pictures in random places, then this tour...

4 to 5 hours Free Cancellation

5.0 (347)

from
$75

Bermuda Discovery & Highlights with FREE Scenic Ferry Return

This four-hour narrated adventure will show you the “Best of Bermuda” highlights. You will travel aboard a comfortable, air-conditioned minibus! Enjoy spectacular views from Gibb’s …More

4.7 (270)

Bermuda Discovery & Highlights with FREE Scenic Ferry Return

This four-hour narrated adventure will show you the “Best of Bermuda” highlights. You will travel aboard a comfortable, air-conditioned minibus! Enjoy spectacular views from Gibb’s...

4 hours Free Cancellation

4.7 (270)

from
$66

Washington Slagbaai National Park Tour in Bonaire

Spend the day exploring Washington Slagbaai National Park in Bonaire! This tour takes you to deserted beaches, lighthouses and blow holes located within the park. …More

Kralendijk, Bonaire

4.8 (219)

Washington Slagbaai National Park Tour in Bonaire

Spend the day exploring Washington Slagbaai National Park in Bonaire! This tour takes you to deserted beaches, lighthouses and blow holes located within the park....

7 hours Hotel pickup offered Free Cancellation

4.8 (219)

from
$97

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?