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 →

Colonial Santo Domingo and hidden natural beauties City Tour

We will take you to the 15th-century Santo Domingo called Zona Colonial, where we will visit unique locations for photos and enter some of the …More

4.5 (8)

Colonial Santo Domingo and hidden natural beauties City Tour

We will take you to the 15th-century Santo Domingo called Zona Colonial, where we will visit unique locations for photos and enter some of the...

3 to 4 hours Hotel pickup offered Free Cancellation

4.5 (8)

from
$75

Explore Montego Bay Jamaica Tour to Dunns River Falls

This is a hassle free tour that INCLUDES ROUND TRIP TRANSPORTATION AND ENTRANCE FEES in the cost. We pickup from Cruise Ships Piers or hotel …More

Kingston, Jamaica

5.0 (14)

Explore Montego Bay Jamaica Tour to Dunns River Falls

This is a hassle free tour that INCLUDES ROUND TRIP TRANSPORTATION AND ENTRANCE FEES in the cost. We pickup from Cruise Ships Piers or hotel...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (14)

from
$154

Boat Tour to Bibijagua Beach from Punta Cana

Our tour is special because we have a live DJ, we have a dance instructor and we have a live show. Cancel …More

5.0 (12)

Boat Tour to Bibijagua Beach from Punta Cana

Our tour is special because we have a live DJ, we have a dance instructor and we have a live show. Cancel...

3 hours Hotel pickup offered Free Cancellation

5.0 (12)

from
$65

Private Tour with Eliecer North and South complete

We offer you a safe, reliable service, you will have an unforgettable experience, adventure, comfort, will be the accomplices to enjoy our paradisiacal Island of …More

Kralendijk, Bonaire

5.0 (1)

Private Tour with Eliecer North and South complete

We offer you a safe, reliable service, you will have an unforgettable experience, adventure, comfort, will be the accomplices to enjoy our paradisiacal Island of...

3 hours Free Cancellation

5.0 (1)

from
$77

Private Charter Around St Maarten-St.Martin

Private charter on our very comfortable Speed Boats .St.Maarten- St.martin, unique beaches, special atmosphere. we guarantee smooth ride and possibility go closest possible to your …More

5.0 (3)

Private Charter Around St Maarten-St.Martin

Private charter on our very comfortable Speed Boats .St.Maarten- St.martin, unique beaches, special atmosphere. we guarantee smooth ride and possibility go closest possible to your...

5 to 7 hours Free Cancellation

5.0 (3)

from
$1,500

Clear Kayak Photoshoot in Ocho Rios Jamaica

Get ready for a one-of-a-kind experience in the crystal-clear waters! Your adventure begins as you step into a transparent kayak, giving you the feeling of …More

Runaway Bay, Jamaica

5.0 (11)

Clear Kayak Photoshoot in Ocho Rios Jamaica

Get ready for a one-of-a-kind experience in the crystal-clear waters! Your adventure begins as you step into a transparent kayak, giving you the feeling of...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$180

Ricks cafe & 7mile Beach Tour from Montego Bay.

This tour includes comfortable transportation to Negril’s famous Seven Mile Beach, one of the most beautiful beaches in Jamaica. Here, you’ll have the option to …More

Montego Bay, Jamaica

5.0 (13)

Ricks cafe & 7mile Beach Tour from Montego Bay.

This tour includes comfortable transportation to Negril’s famous Seven Mile Beach, one of the most beautiful beaches in Jamaica. Here, you’ll have the option to...

6 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$45

If you Love the Beach you will love this Tour also you choose which beach you want to stay and enjoy the water and the …More

Tortola, British Virgin Islands

5.0 (13)

Tortola Private Beach Hopper Tour

If you Love the Beach you will love this Tour also you choose which beach you want to stay and enjoy the water and the...

4 hours Free Cancellation

5.0 (13)

from
$600

Bamboo Rafting, ATV and Ricks Café in Jamaica Tour

Begin with a peaceful bamboo rafting journey, which offers a serene escape as you float gently along a scenic river. This experience allows you to …More

Lucea, Jamaica

5.0 (12)

Bamboo Rafting, ATV and Ricks Café in Jamaica Tour

Begin with a peaceful bamboo rafting journey, which offers a serene escape as you float gently along a scenic river. This experience allows you to...

7 to 9 hours Hotel pickup offered Free Cancellation

5.0 (12)

from
$110

This is Rasta Safari, an amazing way to discover how the Jamaicans live in the countryside! Jump on brand new ATVs and drive them through …More

Runaway Bay, Jamaica

4.5 (24)

RastaSafari Experience from Montego Bay

This is Rasta Safari, an amazing way to discover how the Jamaicans live in the countryside! Jump on brand new ATVs and drive them through...

4 to 5 hours Hotel pickup offered

4.5 (24)

from
$240

Montego Bay Sightseeing, Souvenir Shopping and local food hunt

Visit Montego Bay city in an air conditioned vehicle get a feel of the local life if Jamaica see what and how locals do after …More

Montego Bay, Jamaica

5.0 (10)

Montego Bay Sightseeing, Souvenir Shopping and local food hunt

Visit Montego Bay city in an air conditioned vehicle get a feel of the local life if Jamaica see what and how locals do after...

3 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$47

Bamboo Rafting and Boston Jerk Centre Tour in Portland Jamaica

Experience the beauty and adventure of Jamaica's Rio Grande on a bamboo rafting tour. Embark on a peaceful journey through lush greenery and scenic landscapes …More

Kingston, Jamaica

5.0 (10)

Bamboo Rafting and Boston Jerk Centre Tour in Portland Jamaica

Experience the beauty and adventure of Jamaica's Rio Grande on a bamboo rafting tour. Embark on a peaceful journey through lush greenery and scenic landscapes...

4 hours Free Cancellation

5.0 (10)

from
$150

Horseback Ride, Bamboo Rafting and Bluehole/Secret Falls Tour from Montego Bay

A unique tour that allows you to enjoy three different adventure In one day at a low cost. This will give you more time to …More

Falmouth, Jamaica

4.8 (10)

Horseback Ride, Bamboo Rafting and Bluehole/Secret Falls Tour from Montego Bay

A unique tour that allows you to enjoy three different adventure In one day at a low cost. This will give you more time to...

8 hours Hotel pickup offered Free Cancellation

4.8 (10)

from
$240

Dunn's River Falls Half Day Tour From Montego Bay

Embark on an unforgettable adventure with our tour company at the world-famous Dunn's River Falls. Immerse yourself in the island's natural wonders as crystal-clear waters …More

Falmouth, Jamaica

5.0 (10)

Dunn's River Falls Half Day Tour From Montego Bay

Embark on an unforgettable adventure with our tour company at the world-famous Dunn's River Falls. Immerse yourself in the island's natural wonders as crystal-clear waters...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$90

Hidden Beaches of Puerto Rico- UTV Can-Am Coastal Adventure

Discover Puerto Rico beyond the typical tourist stops on our Hidden Beach UTV Excursion . Adventure through the beautiful Luquillo, and Rio Grande coastal areas …More

Luquillo, Puerto Rico

4.3 (15)

Hidden Beaches of Puerto Rico- UTV Can-Am Coastal Adventure

Discover Puerto Rico beyond the typical tourist stops on our Hidden Beach UTV Excursion . Adventure through the beautiful Luquillo, and Rio Grande coastal areas...

2 hours Free Cancellation

4.3 (15)

from
$114

Full Day Vamos Pa la Isla Southwest Experience

Yes, Puerto Rico is an island but for locals, this is a common saying meaning to see the island beyond San Juan. In this tour, …More

Isla Verde, Puerto Rico

5.0 (19)

Full Day Vamos Pa la Isla Southwest Experience

Yes, Puerto Rico is an island but for locals, this is a common saying meaning to see the island beyond San Juan. In this tour,...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$300

Santo Domingo is a magical city, full of history, culture and amazing landscapes. Walk through the oldest capital of the “New” World; Santo Domingo is …More

Punta Cana, Dominican Republic

4.0 (46)

Santo Domingo City - Full Day Tour

Santo Domingo is a magical city, full of history, culture and amazing landscapes. Walk through the oldest capital of the “New” World; Santo Domingo is...

10 hours Hotel pickup offered Free Cancellation

4.0 (46)

from
$67

This tour is a challenging hike to the 4,000-foot summit of La Soufriere Volcano. A tour for the adventurous, it is one of the ultimate …More

Kingstown, St Vincent and the Grenadines

5.0 (11)

Soufriere Volcano Hike

This tour is a challenging hike to the 4,000-foot summit of La Soufriere Volcano. A tour for the adventurous, it is one of the ultimate...

5 to 8 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$70

On this adventure you get to explore some of the most popular sites in St. Lucia. It’s fun, engaging and relaxing. You choose the order …More

Soufriere, St Lucia

5.0 (3)

Soufriere Escape Adventure St Lucia

On this adventure you get to explore some of the most popular sites in St. Lucia. It’s fun, engaging and relaxing. You choose the order...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$150

Montego Bay City Highlights & Sightseeing Tour with Shopping

Sightseeing in downtown Montego Bay and explore Rose Hall Great House during this tour led by an expert guide. Visit attractions like the St James …More

Montego Bay, Jamaica

4.9 (13)

Montego Bay City Highlights & Sightseeing Tour with Shopping

Sightseeing in downtown Montego Bay and explore Rose Hall Great House during this tour led by an expert guide. Visit attractions like the St James...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (13)

from
$28

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?