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 →

Bamboo Rafting, Limestone foot Massage & Shopping in Montego Bay

Dive into paradise with a Jamaican bamboo rafting adventure on the Lethe River calming waters! on Your handcrafted bamboo raft, steered by a local guide. …More

Trelawny, Jamaica

5.0 (5)

Bamboo Rafting, Limestone foot Massage & Shopping in Montego Bay

Dive into paradise with a Jamaican bamboo rafting adventure on the Lethe River calming waters! on Your handcrafted bamboo raft, steered by a local guide....

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$35

Bob Marley's Nine Mile Tour with Admission from Montego Bay

Booking your Nine Mile Bob Marley Tour with Premier Transfers and Tours ensures a seamless and enriching experience from start to finish. Our expert guides, …More

Montego Bay, Jamaica

5.0 (6)

Bob Marley's Nine Mile Tour with Admission from Montego Bay

Booking your Nine Mile Bob Marley Tour with Premier Transfers and Tours ensures a seamless and enriching experience from start to finish. Our expert guides,...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$123

Bamboo Rafting and HorseBack Riding Excursion in OchoRios Jamaica

This dynamic Ocho Rios excursion offers a unique perspective of Jamaica's breathtaking beauty which combines the tranquility of bamboo rafting with the exhilaration of horseback …More

Kingston, Jamaica

4.6 (11)

Bamboo Rafting and HorseBack Riding Excursion in OchoRios Jamaica

This dynamic Ocho Rios excursion offers a unique perspective of Jamaica's breathtaking beauty which combines the tranquility of bamboo rafting with the exhilaration of horseback...

3 to 4 hours Hotel pickup offered Free Cancellation

4.6 (11)

from
$95

Private Tour Day-Trip Nile mile Bob Marley House With Admission

The Bob Marley Museum experience in St. Ann, Jamaica, provides an interactive and immersive opportunity to learn about Bob Marley's life and legacy, Jamaican culture, …More

Montego Bay, Jamaica

5.0 (7)

Private Tour Day-Trip Nile mile Bob Marley House With Admission

The Bob Marley Museum experience in St. Ann, Jamaica, provides an interactive and immersive opportunity to learn about Bob Marley's life and legacy, Jamaican culture,...

1 hour 45 minutes Hotel pickup offered Free Cancellation

5.0 (7)

from
$130

Experience Negril Seven Mile Beach & Jamaica's Famous Ricks Café

Indulge in a seamless journey from pick-up to drop-off with our private transportation service in Jamaica. Relax as you travel with air conditioning and onboard …More

Trelawny, Jamaica

5.0 (5)

Experience Negril Seven Mile Beach & Jamaica's Famous Ricks Café

Indulge in a seamless journey from pick-up to drop-off with our private transportation service in Jamaica. Relax as you travel with air conditioning and onboard...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$80

Punta Cana: Cultural Tour Safari Truck Food Included Pickup Hotel

This day full of culture and history you will have the opportunity to immerse yourself in an unparalleled experience getting to know the Dominican Republic …More

Punta Cana, Dominican Republic

4.9 (7)

Punta Cana: Cultural Tour Safari Truck Food Included Pickup Hotel

This day full of culture and history you will have the opportunity to immerse yourself in an unparalleled experience getting to know the Dominican Republic...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (7)

from
$50

River Rafting, Tubing, Hiking, and Beach Adventure in Jamaica

Looking for an unforgettable experience in Jamaica? Look no further! River Rapids Jamaica is the coolest attraction on the island, and we're just a stone's …More

Montego Bay, Jamaica

4.9 (7)

River Rafting, Tubing, Hiking, and Beach Adventure in Jamaica

Looking for an unforgettable experience in Jamaica? Look no further! River Rapids Jamaica is the coolest attraction on the island, and we're just a stone's...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (7)

from
$119

Blue Hole Waterfalls and Bamboo Rafting with Transportation

On this tour, you will get to experience the Blue Hole Secret Waterfalls and Bamboo River rafting on the Great White River. travel comfortably in …More

Ocho Rios, Jamaica

5.0 (5)

Blue Hole Waterfalls and Bamboo Rafting with Transportation

On this tour, you will get to experience the Blue Hole Secret Waterfalls and Bamboo River rafting on the Great White River. travel comfortably in...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$139

Discover Jamaica’s hidden gem, Blue Hole Water Falls.where YourTour Guide help you to Swing from a rope, dive from a cliff, or climb down the …More

Ocho Rios, Jamaica

5.0 (6)

Private Blue Hole and Souvenir Shopping Tour Ocho Rios Jamaica

Discover Jamaica’s hidden gem, Blue Hole Water Falls.where YourTour Guide help you to Swing from a rope, dive from a cliff, or climb down the...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$27

Private ATV Ride and sightseeing Tour from Montego Bay

This tour allows travelers to know the western side of Jamaica. Traveling along the coast you can enjoy the scenery of the beautiful Caribbean Sea. …More

Montego Bay, Jamaica

5.0 (2)

Private ATV Ride and sightseeing Tour from Montego Bay

This tour allows travelers to know the western side of Jamaica. Traveling along the coast you can enjoy the scenery of the beautiful Caribbean Sea....

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$165

Private Bob Marley 9 mile & DunnsRiverFalls Tour from Montego Bay

This full-day tour to Nine Miles offers an immersive experience for fans of the late reggae legend Bob Marley. Set in the scenic St. Ann …More

Montego Bay, Jamaica

4.8 (6)

Private Bob Marley 9 mile & DunnsRiverFalls Tour from Montego Bay

This full-day tour to Nine Miles offers an immersive experience for fans of the late reggae legend Bob Marley. Set in the scenic St. Ann...

2 hours 30 minutes Hotel pickup offered Free Cancellation

4.8 (6)

from
$203

Half Day Tour in Aruba with Guide (Min 6 / Max 10 persons)

Tour guests will enjoy the unique tales of Aruba as told by our professional guide. You'll get to enjoy and learn all about some of …More

5.0 (1)

Half Day Tour in Aruba with Guide (Min 6 / Max 10 persons)

Tour guests will enjoy the unique tales of Aruba as told by our professional guide. You'll get to enjoy and learn all about some of...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$65

Jet Ski Fest in Turks and Caicos Islands

our beautiful by nature turks and caicos islands is a lovely place, loved by vacationers and guests around the world. Exploring such enviroment with nautical …More

4.9 (7)

Jet Ski Fest in Turks and Caicos Islands

our beautiful by nature turks and caicos islands is a lovely place, loved by vacationers and guests around the world. Exploring such enviroment with nautical...

1 hour 30 minutes Free Cancellation

4.9 (7)

from
$360

BUGGIE.It is one of the most amazing and beautiful excursions to enjoy as a family, you will not regret it. What Bring? Comfortable clothes, sunscreen, …More

La Romana, Dominican Republic

4.4 (11)

Buggie Adventure Bayahibe

BUGGIE.It is one of the most amazing and beautiful excursions to enjoy as a family, you will not regret it. What Bring? Comfortable clothes, sunscreen,...

3 to 4 hours Hotel pickup offered Free Cancellation

4.4 (11)

from
$45

Colonial Santo Domingo City Tour History, Culture & Local Flavors

Welcome to Santo Domingo City Tours! We are the best option to explore the beautiful city of Santo Domingo. Our tours offer an unforgettable experience, …More

Punta Cana, Dominican Republic

4.6 (8)

Colonial Santo Domingo City Tour History, Culture & Local Flavors

Welcome to Santo Domingo City Tours! We are the best option to explore the beautiful city of Santo Domingo. Our tours offer an unforgettable experience,...

7 to 9 hours Hotel pickup offered Free Cancellation

4.6 (8)

from
$89

Experience the best of Providenciales with our captivating island tour! Discover breathtaking landscapes, iconic landmarks, and hidden gems across The Bight National Park, Grace Bay, …More

5.0 (6)

Famous East Island ATV Tour

Experience the best of Providenciales with our captivating island tour! Discover breathtaking landscapes, iconic landmarks, and hidden gems across The Bight National Park, Grace Bay,...

3 hours 30 minutes Free Cancellation

5.0 (6)

from
$325

Rafting & Limestone Massage from Montego Bay Area & Cruise Port

Experience this amazing Bamboo Raft adventure on one of the most breathtaking valleys in Jamaica. Get on board a handcrafted 30ft bamboo raft at the …More

Montego Bay, Jamaica

5.0 (9)

Rafting & Limestone Massage from Montego Bay Area & Cruise Port

Experience this amazing Bamboo Raft adventure on one of the most breathtaking valleys in Jamaica. Get on board a handcrafted 30ft bamboo raft at the...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$132

Private Bamboo Rafting & Limestone Foot Massage from Montego Bay

Climb aboard a 30-foot handcrafted raft for an authentic Jamaican experience. Upon arrival you will be greeted warm welcome with fruits and refreshments. Get the …More

Montego Bay, Jamaica

5.0 (6)

Private Bamboo Rafting & Limestone Foot Massage from Montego Bay

Climb aboard a 30-foot handcrafted raft for an authentic Jamaican experience. Upon arrival you will be greeted warm welcome with fruits and refreshments. Get the...

3 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$60

Marlin Fever at Marina Cap Cana -Private Sportfishing Charter

Welcome to "Marlin Fever" private fishing charter . During this 4 hour fishing charter, we will go fishing for blue marlins, white marlins, wahoo, mahi …More

Punta Cana, Dominican Republic

4.5 (10)

Marlin Fever at Marina Cap Cana -Private Sportfishing Charter

Welcome to "Marlin Fever" private fishing charter . During this 4 hour fishing charter, we will go fishing for blue marlins, white marlins, wahoo, mahi...

4 hours Free Cancellation

4.5 (10)

from
$550

Blue Hole and Dunns River Waterfalls Combo From Montego Bay.

The blue hole also known as “Secret Falls” is one of the most breathtaking natural attractions in Ochi Rios Jamaica Nestled in the lush rain …More

Montego Bay, Jamaica

5.0 (5)

Blue Hole and Dunns River Waterfalls Combo From Montego Bay.

The blue hole also known as “Secret Falls” is one of the most breathtaking natural attractions in Ochi Rios Jamaica Nestled in the lush rain...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$170

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?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Luxury & Special Occasions are:

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?