Top Caribbean Luxury & Special Occasions

Q: Which Caribbean Luxury & Special Occasions have Instant Confirmation?

Caribbean Luxury & Special Occasions with Instant Confirmation include: San Juan Guided Turtle Snorkel Tour and Complimentary Videos Top Rated El Yunque Rainforest & Waterslide – SmallGroup Tour Island Jeep Safari with Natural Pool Baby Beach and Lunch Aruba UTV & ATV Adventure Half-Day Yunque Rainforest Waterslide & rope swing Guided Tour 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: Island Jeep Safari with Natural Pool Baby Beach and Lunch Aruba UTV & ATV Adventure Aruba UTV Adventure: Animal Garden, North Coast & Andicuri Beach Monkeyland and Plantation Safari Tour from Punta Cana Full-Day Santo Domingo City Tour from Punta Cana 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 →

Private Horseback Riding And Ricks Cafe Tour.

Horseback Riding is an incredible adventure for both experienced and beginner riders. Experience the thrill of riding a beautiful horse through the countryside and down …More

Negril, Jamaica

5.0 (1)

Private Horseback Riding And Ricks Cafe Tour.

Horseback Riding is an incredible adventure for both experienced and beginner riders. Experience the thrill of riding a beautiful horse through the countryside and down...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$216

Airport transportation to hotel or Airbnb Or Hotel or Airbnb transportation to Airport Transportation 7seat minivan Luggage van required We can also make arrangements for …More

Nassau, Bahamas

5.0 (1)

Airport Transportation

Airport transportation to hotel or Airbnb Or Hotel or Airbnb transportation to Airport Transportation 7seat minivan Luggage van required We can also make arrangements for...

1 hour Hotel pickup offered Free Cancellation

5.0 (1)

from
$100

If you love to have fun and a good adventure then this tour is the right choice for you so look no further. It's more …More

Montego Bay, Jamaica

5.0 (1)

Private Vacation Photoshoot in Montego Bay,Jamaica

If you love to have fun and a good adventure then this tour is the right choice for you so look no further. It's more...

1 hour Free Cancellation

5.0 (1)

from
$100

Punta Cana: Countryside, Horseback Ride, River & Beach Tou

This is our Safari excursion. Come and discover the true Dominican Republic, with our tour guides in your languages, disco, mountain and rivers visit the …More

Punta Cana, Dominican Republic

5.0 (1)

Punta Cana: Countryside, Horseback Ride, River & Beach Tou

This is our Safari excursion. Come and discover the true Dominican Republic, with our tour guides in your languages, disco, mountain and rivers visit the...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$84

ATV Adventures with Private Transportation

Need a rushing and exciting experience? Look no further! Buckle up on our mud buggies (seater) or ATVs (1 seater) and rush through the jungle …More

Montego Bay, Jamaica

5.0 (1)

ATV Adventures with Private Transportation

Need a rushing and exciting experience? Look no further! Buckle up on our mud buggies (seater) or ATVs (1 seater) and rush through the jungle...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$180

Private ATVRide From Montego Great River Rafting and Foot Massage

If you’re a person that love to enjoy adventurous events this tour is one fit for you, hop a board a 4 wheeler Atv bike …More

Montego Bay, Jamaica

5.0 (1)

Private ATVRide From Montego Great River Rafting and Foot Massage

If you’re a person that love to enjoy adventurous events this tour is one fit for you, hop a board a 4 wheeler Atv bike...

2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$230

Rose Hall Great House and Scotchies Private Tour from Montegobay

Experience the enchanting allure of Rose Hall Great House, where history meets mystery in the heart of Jamaica. Step back in time as you explore …More

Montego Bay, Jamaica

5.0 (1)

Rose Hall Great House and Scotchies Private Tour from Montegobay

Experience the enchanting allure of Rose Hall Great House, where history meets mystery in the heart of Jamaica. Step back in time as you explore...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$99

River Tubing, Dunns River Falls & ZipLine tour from Montego Bay

A river tubing, zip line, and Dunn's River Falls tour is an exciting and adventurous excursion that combines three thrilling activities in one. First, you …More

Montego Bay, Jamaica

5.0 (1)

River Tubing, Dunns River Falls & ZipLine tour from Montego Bay

A river tubing, zip line, and Dunn's River Falls tour is an exciting and adventurous excursion that combines three thrilling activities in one. First, you...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$269

Martha Brae River Rafting from Montego Bay Area & Cruise Port

The Martha Brae River in Trelawny offers a serene escape from the hustle and bustle of the typical island hotspots. With its calm waters and …More

5.0 (1)

Martha Brae River Rafting from Montego Bay Area & Cruise Port

The Martha Brae River in Trelawny offers a serene escape from the hustle and bustle of the typical island hotspots. With its calm waters and...

2 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$132

Dunn’s River Falls & Horseback Ride n Swim Guided Tour In Jamaica

Experience Enjoy 2 of the most exhilarating activities in Jamaica on this amazing combo tour. Bamboo Rafting and Horseback Ride. What more can you ask …More

Montego Bay, Jamaica

5.0 (1)

Dunn’s River Falls & Horseback Ride n Swim Guided Tour In Jamaica

Experience Enjoy 2 of the most exhilarating activities in Jamaica on this amazing combo tour. Bamboo Rafting and Horseback Ride. What more can you ask...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$175

Private Tour in Marthe Brae and Luminous Lagoon with Rafting

Experience a magical journey through Jamaica's vibrant history and stunning natural wonders with the Martha Brae Rafting, Luminous Lagoon, and Falmouth Highlight Tour. Your adventure …More

Montego Bay, Jamaica

5.0 (1)

Private Tour in Marthe Brae and Luminous Lagoon with Rafting

Experience a magical journey through Jamaica's vibrant history and stunning natural wonders with the Martha Brae Rafting, Luminous Lagoon, and Falmouth Highlight Tour. Your adventure...

4 to 5 hours Hotel pickup offered

5.0 (1)

from
$60

Tour Montego Bay, Margaritaville & Hip-Strip with Pork Pit Lunch

Step into the rhythm of the island with an experience journey through Montego Bay, Jamaica vibrant Tourism Capital. This isn't just a Tour- its a …More

Montego Bay, Jamaica

5.0 (1)

Tour Montego Bay, Margaritaville & Hip-Strip with Pork Pit Lunch

Step into the rhythm of the island with an experience journey through Montego Bay, Jamaica vibrant Tourism Capital. This isn't just a Tour- its a...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$35

Montego Bay Private Highlights Tour with Pickup

We deliver to each customer the real Jamaican Experience. Take a guided tour and travel around Montego Bay, meet the locals and learn about the …More

Montego Bay, Jamaica

5.0 (1)

Montego Bay Private Highlights Tour with Pickup

We deliver to each customer the real Jamaican Experience. Take a guided tour and travel around Montego Bay, meet the locals and learn about the...

2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$60

Montego bay Bamboo Rafting & Sunset at Ricks cafe Negril

This Combo tour gives travelers the opportunity to enjoy the Bamboo river rafting and limestone foot massage. Private tour in Montego bay combined with a …More

Montego Bay, Jamaica

5.0 (1)

Montego bay Bamboo Rafting & Sunset at Ricks cafe Negril

This Combo tour gives travelers the opportunity to enjoy the Bamboo river rafting and limestone foot massage. Private tour in Montego bay combined with a...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$20

Montego Bay Private Negril 7mile beach and Sunset at Rick's Cafe

A private tour to Negril from Montego Bay is a great way to experience the beauty of Jamaica's coastline and enjoy breathtaking views of the …More

Montego Bay, Jamaica

5.0 (1)

Montego Bay Private Negril 7mile beach and Sunset at Rick's Cafe

A private tour to Negril from Montego Bay is a great way to experience the beauty of Jamaica's coastline and enjoy breathtaking views of the...

3 hours 45 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$128

Bamboo Rafting on the Great River with Limestone Foot Massage

Located in the hills of Hanover, Lethe is the perfect combination of land and water. People who come to do the rafting here are sure …More

Montego Bay, Jamaica

5.0 (1)

Bamboo Rafting on the Great River with Limestone Foot Massage

Located in the hills of Hanover, Lethe is the perfect combination of land and water. People who come to do the rafting here are sure...

1 hour 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$90

ATV, Bamboo Rafting & Horseback Riding from Montego Bay

Experience the thrill of ATV, bamboo rafting, and horseback riding on our combo tour in Jamaica. Escape your resort and discover the island's beauty. Sit …More

Montego Bay, Jamaica

5.0 (1)

ATV, Bamboo Rafting & Horseback Riding from Montego Bay

Experience the thrill of ATV, bamboo rafting, and horseback riding on our combo tour in Jamaica. Escape your resort and discover the island's beauty. Sit...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$112

Private Sightseeing and Shopping Tour at Montego Bay

This tour is the best of both worlds taking a tour through Montego Bay visiting Sam Sharpe Square learning the history of the town, The …More

Montego Bay, Jamaica

5.0 (1)

Private Sightseeing and Shopping Tour at Montego Bay

This tour is the best of both worlds taking a tour through Montego Bay visiting Sam Sharpe Square learning the history of the town, The...

2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$75

Private Beach Hopper Tour of St. Thomas (pick three beaches)

Our Private Beach Hopper Tour gives you the option to see and enjoy three lovely beaches with an awesome Scenic island tour in the process …More

5.0 (1)

Private Beach Hopper Tour of St. Thomas (pick three beaches)

Our Private Beach Hopper Tour gives you the option to see and enjoy three lovely beaches with an awesome Scenic island tour in the process...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$600

Dunns River Falls and Blue Hole Tour From Montego Bay

Embark on a trip from Montego Bay to Ocho Rios and experience Dunn's River Falls. Climb the 600ft falls for incredible views, swim in the …More

Trelawny, Jamaica

5.0 (1)

Dunns River Falls and Blue Hole Tour From Montego Bay

Embark on a trip from Montego Bay to Ocho Rios and experience Dunn's River Falls. Climb the 600ft falls for incredible views, swim in the...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$65

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?