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 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 Full-Day Aruba History and Must-See Landmarks Tour Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Aruba UTV & ATV Adventure 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 →

Mount Qua Qua Hiking Adventure From Grand Etang/Lake

Our service is fun and personal with a driver as your guide at times. You will received so much knowledge with our experience guide, taken …More

St. George's, Grenada

5.0 (5)

Mount Qua Qua Hiking Adventure From Grand Etang/Lake

Our service is fun and personal with a driver as your guide at times. You will received so much knowledge with our experience guide, taken...

5 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$100

Have the ride of your life as the rapids glides you through paradise. The White River winds it way out of the hilly interior of …More

Montego Bay, Jamaica

4.8 (6)

White River Tubing From Montego Bay

Have the ride of your life as the rapids glides you through paradise. The White River winds it way out of the hilly interior of...

4 hours Hotel pickup offered Free Cancellation

4.8 (6)

from
$160

Martha Brae Rafting from Montego Bay - PPP

Located just 20 minutues outside of Montego Bay in the parish of Trelawny, Martha Brae Rafters Village offers the best rafting experience you’ll find. Enjoy …More

Montego Bay, Jamaica

5.0 (5)

Martha Brae Rafting from Montego Bay - PPP

Located just 20 minutues outside of Montego Bay in the parish of Trelawny, Martha Brae Rafters Village offers the best rafting experience you’ll find. Enjoy...

4 hours Free Cancellation

5.0 (5)

from
$154

Blue Hole Waterfalls Excursion from Montego Bay

One of Jamaica’s best kept secrets! A treasure located about 20 min drive outside of Ocho Rios on an off beaten path (tropical rain forest …More

Montego Bay, Jamaica

5.0 (6)

Blue Hole Waterfalls Excursion from Montego Bay

One of Jamaica’s best kept secrets! A treasure located about 20 min drive outside of Ocho Rios on an off beaten path (tropical rain forest...

4 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$244

Montego Bay Highlights From Montego Bay Hotels

Your adventure includes a City Tour of Montego Bay where we will drive through the bustling downtown area. This tour will take you to an …More

Montego Bay, Jamaica

5.0 (9)

Montego Bay Highlights From Montego Bay Hotels

Your adventure includes a City Tour of Montego Bay where we will drive through the bustling downtown area. This tour will take you to an...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$60

Visit some of the most beautiful landmarks in Antigua on this Island Safari 4x4 Discovery Tour from St John's! This tour offers you an exciting …More

St John's, Antigua and Barbuda

4.8 (5)

Island Safari 4x4 Discovery Tour from St John's

Visit some of the most beautiful landmarks in Antigua on this Island Safari 4x4 Discovery Tour from St John's! This tour offers you an exciting...

5 hours 30 minutes Hotel pickup offered Free Cancellation

4.8 (5)

from
$185

From our secluded ranch in Macao, it's time to size up your Buggy before we tear through remote farmland. These narrow, secluded country roads offer …More

Punta Cana, Dominican Republic

3.5 (50)

Buggies Extreme Half Day Adventure

From our secluded ranch in Macao, it's time to size up your Buggy before we tear through remote farmland. These narrow, secluded country roads offer...

3 hours Hotel pickup offered Free Cancellation

3.5 (50)

from
$50

Welcoming you to our beautiful Island of St Lucia, we will see to it that your day is well spent and will have you thinking …More

Marigot Bay, St Lucia

4.4 (14)

Private Soufriere Experience Tour

Welcoming you to our beautiful Island of St Lucia, we will see to it that your day is well spent and will have you thinking...

2 to 5 hours Hotel pickup offered Free Cancellation

4.4 (14)

from
$90

Climb Jamaica’s famous waterfall located in the tourist town of Ocho Rios. Swim in the white sand beach below the falls and buy amazing local …More

Kingston, Jamaica

5.0 (5)

Dunns River Falls Scenic Tour

Climb Jamaica’s famous waterfall located in the tourist town of Ocho Rios. Swim in the white sand beach below the falls and buy amazing local...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$300

Lethe River Rafting Travel from Montego Bay w FREE Rum Punch

Start your Jamaica Excursion off right by being picked up by a fun & knowledgeable local, who will give you the experience you deserve during …More

Montego Bay, Jamaica

5.0 (6)

Lethe River Rafting Travel from Montego Bay w FREE Rum Punch

Start your Jamaica Excursion off right by being picked up by a fun & knowledgeable local, who will give you the experience you deserve during...

4 hours Free Cancellation

5.0 (6)

from
$32

Land and Sea Adventure Tour in Providenciales

The Land & Sea Adventure starts at Leeward and cruise along the well-renowned Conch Farm to the SHIPWRECK then takes off to the beautiful southeastern …More

4.4 (8)

Land and Sea Adventure Tour in Providenciales

The Land & Sea Adventure starts at Leeward and cruise along the well-renowned Conch Farm to the SHIPWRECK then takes off to the beautiful southeastern...

2 hours Free Cancellation

4.4 (8)

from
$448

• Ocho Rios port/hotel pickup and drop-off in air-conditioned vehicle • Most cost effective way to experience the Blue Hole with friends and family. • …More

Ocho Rios, Jamaica

4.8 (6)

Blue Hole Tour from Ocho Rios

• Ocho Rios port/hotel pickup and drop-off in air-conditioned vehicle • Most cost effective way to experience the Blue Hole with friends and family. •...

2 to 3 hours Free Cancellation

4.8 (6)

from
$49

This Excursion covers all the main highlights and attractions of the island...it gives you the opputunity to explore our simply beautiful island by land and …More

Vieux Fort, St Lucia

4.4 (11)

Discover Saint Lucia

This Excursion covers all the main highlights and attractions of the island...it gives you the opputunity to explore our simply beautiful island by land and...

6 hours 30 minutes Hotel pickup offered Free Cancellation

4.4 (11)

from
$135

Great River Rafting Limestone Foot Massage and Horseback Rides From Montego Bay

This is a Private and customizable tour where guest relaxes on a 30 ft crafted man made bamboo raft as it stream smoothly down the …More

Montego Bay, Jamaica

5.0 (5)

Great River Rafting Limestone Foot Massage and Horseback Rides From Montego Bay

This is a Private and customizable tour where guest relaxes on a 30 ft crafted man made bamboo raft as it stream smoothly down the...

2 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$110

Tobago Island Tour is one of the most popular and adventurous tours around the entire island. Travelers have said this is one of the best …More

5.0 (4)

Tobago Island Tour

Tobago Island Tour is one of the most popular and adventurous tours around the entire island. Travelers have said this is one of the best...

5 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$125

• Explore our Popular Maracas Bay at a leisurely pace and relax on the beach. • Depart from the Hotel on a private vehicle witch …More

4.7 (9)

Maracas Beach

• Explore our Popular Maracas Bay at a leisurely pace and relax on the beach. • Depart from the Hotel on a private vehicle witch...

5 hours Hotel pickup offered Free Cancellation

4.7 (9)

from
$58

Great River Bamboo Rafting and JetSkii Tour with Pickup

If you are a true lover of nature and adventure then this combine tour would be the right choice for you. This tour is filled …More

Montego Bay, Jamaica

5.0 (2)

Great River Bamboo Rafting and JetSkii Tour with Pickup

If you are a true lover of nature and adventure then this combine tour would be the right choice for you. This tour is filled...

1 hour 30 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$110

Deep Sea Fishing (Street Food and Beer Included)

The tour is suitable both for beginners and more experienced fishers! We will teach you everything you need to know about deep sea fishing in …More

5.0 (6)

Deep Sea Fishing (Street Food and Beer Included)

The tour is suitable both for beginners and more experienced fishers! We will teach you everything you need to know about deep sea fishing in...

4 hours Hotel pickup offered

5.0 (6)

from
$450

You will enjoy BEST Puerto Rico bars with a local. I know the best spots in Puerto Rico Monday to Monday. Great Cocktail drinks, beers …More

5.0 (9)

Old San Juan - Bar Hopping Private Tour

You will enjoy BEST Puerto Rico bars with a local. I know the best spots in Puerto Rico Monday to Monday. Great Cocktail drinks, beers...

2 to 3 hours

5.0 (9)

from
$145

Providenciales Trolley Tour with Local History and Lunch

Come aboard our Turquoise San Francisco Trolleys to experience Providenciales. On this 4H Culture tour with full lunch, it is sure to impress new tourists. …More

4.2 (16)

Providenciales Trolley Tour with Local History and Lunch

Come aboard our Turquoise San Francisco Trolleys to experience Providenciales. On this 4H Culture tour with full lunch, it is sure to impress new tourists....

3 hours 30 minutes Free Cancellation

4.2 (16)

from
$239

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?