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 →

Barbados Island Tour with Lunch and Wildlife Sanctuary

This Barbados Island Tour covers a visit to Earth Works Pottery situated in the central parish of St. Thomas in a middle to upper class …More

Diamond Valley, Barbados

4.7 (219)

Barbados Island Tour with Lunch and Wildlife Sanctuary

This Barbados Island Tour covers a visit to Earth Works Pottery situated in the central parish of St. Thomas in a middle to upper class...

6 hours Hotel pickup offered Free Cancellation

4.7 (219)

from
$135

Private Montego Bay City Highlights Tour

When traveling with Island Life Tours you will get a first hand view of Montego Bay and its historic site, taste what the city has …More

Montego Bay, Jamaica

5.0 (37)

Private Montego Bay City Highlights Tour

When traveling with Island Life Tours you will get a first hand view of Montego Bay and its historic site, taste what the city has...

3 hours Hotel pickup offered Free Cancellation

5.0 (37)

from
$33

Visit the most unique natural water attraction in the hills of Ocho Rios, where you get to experience a 1.5 hour fun-filled adventure! Swim in …More

Kingston, Jamaica

5.0 (33)

Blue Hole Tour From Ocho Rios

Visit the most unique natural water attraction in the hills of Ocho Rios, where you get to experience a 1.5 hour fun-filled adventure! Swim in...

150 to 180 minutes Hotel pickup offered Free Cancellation

5.0 (33)

from
$65

Nassau: Bahamas Swimming Pigs & Pearl Island Beach with Lunch

You've seen the swimming pigs all over your feed — now it's your turn, and a full island day comes with them. From Nassau, head …More

4.2 (131)

Nassau: Bahamas Swimming Pigs & Pearl Island Beach with Lunch

You've seen the swimming pigs all over your feed — now it's your turn, and a full island day comes with them. From Nassau, head...

5 hours Free Cancellation

4.2 (131)

from
$168

Create-Your-Own Luxury Adventure in Nassau with photographer

Embrace the crystal‑clear turquoise waters of Nassau on our private adventure. Designed for travelers who want freedom, fun, and unforgettable island vibes. Choose your stops, …More

Nassau, Bahamas

4.9 (29)

Create-Your-Own Luxury Adventure in Nassau with photographer

Embrace the crystal‑clear turquoise waters of Nassau on our private adventure. Designed for travelers who want freedom, fun, and unforgettable island vibes. Choose your stops,...

4 hours Free Cancellation

4.9 (29)

from
$1,600

What makes this product unique is that you will spend day on the water, your way, and your rules. With the Cocktails N’ Dreams private …More

4.7 (25)

All Inclusive 4- Hours Private Charter

What makes this product unique is that you will spend day on the water, your way, and your rules. With the Cocktails N’ Dreams private...

4 hours Hotel pickup offered Free Cancellation

4.7 (25)

from
$1,600

Private Beach Day/Guided TourThrough New Providence Island

Our prestigious tours offer a unique ride in a private van around a beautiful island whose history is drenched in piracy and entangled with a …More

Nassau, Bahamas

4.8 (37)

Private Beach Day/Guided TourThrough New Providence Island

Our prestigious tours offer a unique ride in a private van around a beautiful island whose history is drenched in piracy and entangled with a...

4 hours Hotel pickup offered Free Cancellation

4.8 (37)

from
$550

At YOUR Pace Private Tours V.I.P - Nassau, Bahamas

Enjoy an introduction to Nassau by spending the day with your very own personal tour guide. You can explore the museums and art galleries of …More

5.0 (35)

At YOUR Pace Private Tours V.I.P - Nassau, Bahamas

Enjoy an introduction to Nassau by spending the day with your very own personal tour guide. You can explore the museums and art galleries of...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (35)

from
$900

Customizable Half a Day Private Bus Tour in the Bahamas

Choose from 30 different activities to do on the island. We will then help you • Create an itinerary that reflects the needs and desires …More

4.8 (36)

Customizable Half a Day Private Bus Tour in the Bahamas

Choose from 30 different activities to do on the island. We will then help you • Create an itinerary that reflects the needs and desires...

5 hours Free Cancellation

4.8 (36)

from
$499

• Get away from the hustle and bustle of Downtown Nassau, on this 3.5 hour tour that takes you off the beaten path to explore …More

Nassau, Bahamas

4.8 (190)

Flavors of Nassau Food Tour

• Get away from the hustle and bustle of Downtown Nassau, on this 3.5 hour tour that takes you off the beaten path to explore...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.8 (190)

from
$135

4-Hour Buggy Tour of New Providence (Inclusive of water & local deserts)

Every individual driver must 25 years old in order to partake as the main driver of one of the vehicles. You are also required to …More

4.9 (27)

4-Hour Buggy Tour of New Providence (Inclusive of water & local deserts)

Every individual driver must 25 years old in order to partake as the main driver of one of the vehicles. You are also required to...

4 hours Hotel pickup offered Free Cancellation

4.9 (27)

from
$320

This tour make 3(three) stops and enlightens visitors of life on the island . Firstly we tour the very historical former French and now British …More

4.9 (34)

Best of St. Kitts Highlight Tour.

This tour make 3(three) stops and enlightens visitors of life on the island . Firstly we tour the very historical former French and now British...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (34)

from
$250

Make your own iterinary of the Island. 6 hours for up to 20 persons. Iterinary can be customized to your liking. …More

Palm - Eagle Beach, Aruba

5.0 (30)

Private tours on a open bus.

Make your own iterinary of the Island. 6 hours for up to 20 persons. Iterinary can be customized to your liking....

6 hours Hotel pickup offered Free Cancellation

5.0 (30)

from
$700

Private 6-Hour Island Hopping in US Virgin Islands - 500hp Hydro Sport

This is a "New Extremly Affordable, Private Option" offered by Stormy Pirates!! Be one of the first to experience this affordable option for a fast, …More

5.0 (80)

Private 6-Hour Island Hopping in US Virgin Islands - 500hp Hydro Sport

This is a "New Extremly Affordable, Private Option" offered by Stormy Pirates!! Be one of the first to experience this affordable option for a fast,...

6 hours

5.0 (80)

from
$1,150

Pigs Beach, Green Turtle Cay, Rose Island Private Tour

From the moment you are picked up from the dock. The captain ensures that everyone on board is safely seated and informed of the safety …More

4.8 (22)

Pigs Beach, Green Turtle Cay, Rose Island Private Tour

From the moment you are picked up from the dock. The captain ensures that everyone on board is safely seated and informed of the safety...

3 hours 30 minutes Free Cancellation

4.8 (22)

from
$1,200

Day Yacht Excursions throughout the US or British Virgin Islands

Discover the heights of luxury at sea level with Magic Moments. This company is available on St Thomas and St John, has been voted BEST …More

4.9 (180)

Day Yacht Excursions throughout the US or British Virgin Islands

Discover the heights of luxury at sea level with Magic Moments. This company is available on St Thomas and St John, has been voted BEST...

6 to 8 hours Free Cancellation

4.9 (180)

from
$2,950

We will drive you to the heart of Old San Juan where you are able to walk the beautiful cobblestone streets, shop for various local …More

Luquillo, Puerto Rico

4.3 (108)

San Juan Highlights Driving Tour

We will drive you to the heart of Old San Juan where you are able to walk the beautiful cobblestone streets, shop for various local...

5 to 6 hours Hotel pickup offered Free Cancellation

4.3 (108)

from
$99

A day in the British Virgin Islands aboard our black Midnight Express 37' Open named Obsidian. Stand out from the crowd on this ultra luxurious …More

5.0 (133)

Midnight Sun Charters - 37ft OBSIDIAN

A day in the British Virgin Islands aboard our black Midnight Express 37' Open named Obsidian. Stand out from the crowd on this ultra luxurious...

5 to 8 hours Free Cancellation

5.0 (133)

from
$2,333

Nassau, Rose Island Swimming Pigs, Turtles, Beach, Snorkeling

Create memories that last a lifetime. Experience high quality charter service. Go beyond the shores of Nassau on our guided boat excursion to Rose Island. …More

5.0 (28)

Nassau, Rose Island Swimming Pigs, Turtles, Beach, Snorkeling

Create memories that last a lifetime. Experience high quality charter service. Go beyond the shores of Nassau on our guided boat excursion to Rose Island....

4 hours Free Cancellation

5.0 (28)

from
$259

Private & Exclusive Historic Old and New San Juan Tours

Experience the ultimate exploration of Old San Juan in a masterfully curated sightseeing and walking tour to the 90 most important landmarks of the city. …More

5.0 (28)

Private & Exclusive Historic Old and New San Juan Tours

Experience the ultimate exploration of Old San Juan in a masterfully curated sightseeing and walking tour to the 90 most important landmarks of the city....

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (28)

from
$156

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?