Top Caribbean Private Sightseeing Tours

Q: What are the best options for Caribbean Private Sightseeing Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Private Sightseeing Tours are: Blue Hole & Secret Waterfalls Tour from Falmouth Cruise Ships East Coast Private Tour of Barbados Dunn's River Falls and Park Tour with Zip Line from Montego Bay Private Catamaran Sunset Cruise from St Lucia for Up to 15 Guests Negril PRIVATE CHARTER Catamaran (rate for 21 persons)

Q: What are the best kid-friendly options for Caribbean Private Sightseeing Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Private Sightseeing Tours are: San Juan’s Historic Streets Audio Guided Walking Tour Montego Bay Private Hotel & Airport Transfer – MBJ Historical attractions of Alexander Hamillton Mother's Gravesite Ricks Cafe Negril and 7 Mile Beach Day Trip Montego Bay Shopping View all kid-friendly Tours →

Q: I need a ride! Which Caribbean Private Sightseeing Tours have Hotel Pickup?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Private Airport Transfers Roundtrip Punta Cana Hotels Souvenir Shopping Tour in Punta Cana. Transportation Included Great River Raft and Full Limestone body Massage In Montego Bay Ricks Cafe Negril and 7 Mile Beach Day Trip Punta Cana Shopping tour 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 →

Embark on a culinary adventure through the vibrant streets of Montego Bay with our Foodie Tour! Get ready to tantalize your taste buds with an …More

Montego Bay, Jamaica

4.5 (2)

Montego Bay Private Foodie Tour

Embark on a culinary adventure through the vibrant streets of Montego Bay with our Foodie Tour! Get ready to tantalize your taste buds with an...

3 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$120

Pelican Bar and Black River Hi light Tour

The Pelican Bar is definitely something to brag about. Floyd’s Pelican Bar is a tiny bar made of driftwood stilted on a huge sandbar by …More

5.0 (1)

Pelican Bar and Black River Hi light Tour

The Pelican Bar is definitely something to brag about. Floyd’s Pelican Bar is a tiny bar made of driftwood stilted on a huge sandbar by...

5 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$120

Negril 7 Mile Beach and Ricks Cafe Private Tour

Take this Private Tour to enjoy a relaxing day and see the beauty of Negril. Our first stop will be at the Fort Charlotte historic …More

Montego Bay, Jamaica

5.0 (1)

Negril 7 Mile Beach and Ricks Cafe Private Tour

Take this Private Tour to enjoy a relaxing day and see the beauty of Negril. Our first stop will be at the Fort Charlotte historic...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$120

Blue Hole Secret Falls and Dunn’s River Falls Private Tour

There’s plenty of time of time to enjoy Jamaica’s premier natural attraction at Dunn’s River Falls, where you can climb up a massive waterfall for …More

Montego Bay, Jamaica

5.0 (1)

Blue Hole Secret Falls and Dunn’s River Falls Private Tour

There’s plenty of time of time to enjoy Jamaica’s premier natural attraction at Dunn’s River Falls, where you can climb up a massive waterfall for...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$120

Bamboo Rafting and Party Cruise with Open Bar in Montego Bay

Enjoy the best Party Catamaran boat Cruise in Montego bay & Bamboo rafting together as a combo .Your rafting tour includes a scenic relaxing ride …More

Montego Bay, Jamaica

5.0 (1)

Bamboo Rafting and Party Cruise with Open Bar in Montego Bay

Enjoy the best Party Catamaran boat Cruise in Montego bay & Bamboo rafting together as a combo .Your rafting tour includes a scenic relaxing ride...

3 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$120

Martha Brae River Bamboo Rafting Private Tour

Head out to the Martha Brae River for a private rafting tour with this transfer service. Your driver will pick you up at your hotel …More

Montego Bay, Jamaica

5.0 (1)

Martha Brae River Bamboo Rafting Private Tour

Head out to the Martha Brae River for a private rafting tour with this transfer service. Your driver will pick you up at your hotel...

2 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$120

Horseback Riding and Swim with Zipline Private Tour

A ride through Jamaica's untouched wilderness; pass the warm Caribbean Sea and interact with locals. Discover Jamaica’s natural beauty as you learn about Jamaica’s rich …More

Montego Bay, Jamaica

5.0 (1)

Horseback Riding and Swim with Zipline Private Tour

A ride through Jamaica's untouched wilderness; pass the warm Caribbean Sea and interact with locals. Discover Jamaica’s natural beauty as you learn about Jamaica’s rich...

5 to 7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$120

YS Falls and Floyds Pelican Bar Private Tour

Travel to the south coast of Jamaica. Stop at YS Falls and then the Pelican Bar. This is a private tour. You will get the …More

Montego Bay, Jamaica

3.0 (1)

YS Falls and Floyds Pelican Bar Private Tour

Travel to the south coast of Jamaica. Stop at YS Falls and then the Pelican Bar. This is a private tour. You will get the...

7 to 8 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$120

Beach and Adventure Day at the Beach Club in Cabo Rojo

Discover an authentic tropical paradise in the Caribbean with our exclusive beach club experience in Cabo Rojo. Designed with cruise passengers in mind, this 4-hour …More

2.7 (3)

Beach and Adventure Day at the Beach Club in Cabo Rojo

Discover an authentic tropical paradise in the Caribbean with our exclusive beach club experience in Cabo Rojo. Designed with cruise passengers in mind, this 4-hour...

4 hours Free Cancellation

2.7 (3)

from
$120

Blue Hole and Secret Falls with Luminous Lagoon(Glistening Waters) Private Tour

This is a unique tour. A tour that move at easy pace and is not rushed. You are picked up in the comfort of your …More

Montego Bay, Jamaica

5.0 (2)

Blue Hole and Secret Falls with Luminous Lagoon(Glistening Waters) Private Tour

This is a unique tour. A tour that move at easy pace and is not rushed. You are picked up in the comfort of your...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$120

Private transportation from Montego Bay to Martha Brae River Rafting Tour

The entry price and travel costs are included in this hassle-free and cashless half day tour. Visitors enjoy the private tour from your hotel in …More

Montego Bay, Jamaica

5.0 (28)

Private transportation from Montego Bay to Martha Brae River Rafting Tour

The entry price and travel costs are included in this hassle-free and cashless half day tour. Visitors enjoy the private tour from your hotel in...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (28)

from
$121

Mystic Luminous Lagoon Private Tour with Transportation

Starting daily at sunset, our famous Luminous Lagoon you will see things that will make you appreciate the beauty Mother Nature. As the boat start …More

Montego Bay, Jamaica

5.0 (2)

Mystic Luminous Lagoon Private Tour with Transportation

Starting daily at sunset, our famous Luminous Lagoon you will see things that will make you appreciate the beauty Mother Nature. As the boat start...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$121

Antigua Shore Excursion: Round Island Tour

On this tour, you have the opportunity to visit some of the most interesting sites such as Devil's Bridge, the Rain Forest as well as …More

Five Islands Village, Antigua and Barbuda

4.6 (73)

Antigua Shore Excursion: Round Island Tour

On this tour, you have the opportunity to visit some of the most interesting sites such as Devil's Bridge, the Rain Forest as well as...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.6 (73)

from
$121

Dunn's River Falls plus Luminous Lagoon (Glistening Water)Private Tour

This is a unique tour which inclusive of entry fee for both tours. A tour that move at easy pace and is not rushed. You …More

Montego Bay, Jamaica

5.0 (1)

Dunn's River Falls plus Luminous Lagoon (Glistening Water)Private Tour

This is a unique tour which inclusive of entry fee for both tours. A tour that move at easy pace and is not rushed. You...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$121

Montego Bay Highlights Private Tour with Bamboo River Rafting

During this amazing 5 to 6 hours Montego Bay Highlights tour, you will see all the most popular sights and experience the best parts of …More

Montego Bay, Jamaica

5.0 (1)

Montego Bay Highlights Private Tour with Bamboo River Rafting

During this amazing 5 to 6 hours Montego Bay Highlights tour, you will see all the most popular sights and experience the best parts of...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$121

What Makes This Tour Unique? Our VIP Private Negril 7 Mile Beach & Rick’s Café Sunset Experience isn’t just a beach trip — it’s a …More

Montego Bay, Jamaica

4.9 (114)

VIP Private Negril 7 Mile Beach & Rick’s Café Sunset Experience

What Makes This Tour Unique? Our VIP Private Negril 7 Mile Beach & Rick’s Café Sunset Experience isn’t just a beach trip — it’s a...

6 to 10 hours Hotel pickup offered Free Cancellation

4.9 (114)

from
$121

Bamboo Rafting, Horseback Ride,Dunns River Falls & Zipline Combo

Enjoy a day of adventure on this amazing 4 in one combo tour that includes Horseback riding n swim , Bamboo Rafting, Ziplining & Dunns …More

Montego Bay, Jamaica

5.0 (2)

Bamboo Rafting, Horseback Ride,Dunns River Falls & Zipline Combo

Enjoy a day of adventure on this amazing 4 in one combo tour that includes Horseback riding n swim , Bamboo Rafting, Ziplining & Dunns...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$122

Explore Montego Bay Jamaica to Negril Beach & Ricks Cafe Sunset

Take a relaxing trip to Negril, enjoying the beautiful serene beaches, laid back atmosphere ,breath taking cliffs and enjoy the sunset at Rick's Cafe. If …More

Lucea, Jamaica

5.0 (102)

Explore Montego Bay Jamaica to Negril Beach & Ricks Cafe Sunset

Take a relaxing trip to Negril, enjoying the beautiful serene beaches, laid back atmosphere ,breath taking cliffs and enjoy the sunset at Rick's Cafe. If...

7 to 9 hours Hotel pickup offered Free Cancellation

5.0 (102)

from
$122

Jamaica Luminous Lagoon Private Tour with Transportation

Starting daily at sunset, our famous Luminous Lagoon you will see things that will make you appreciate the beauty Mother Nature. As the boat start …More

Montego Bay, Jamaica

4.5 (10)

Jamaica Luminous Lagoon Private Tour with Transportation

Starting daily at sunset, our famous Luminous Lagoon you will see things that will make you appreciate the beauty Mother Nature. As the boat start...

35 minutes Hotel pickup offered Free Cancellation

4.5 (10)

from
$122

Half Day Beach Horseback Riding in Ocho Rios + Lunch

The Half Day Beach Horseback Riding experience in Ocho Rios stands out as a truly unique and unforgettable adventure. What sets it apart is the …More

Ocho Rios, Jamaica

5.0 (3)

Half Day Beach Horseback Riding in Ocho Rios + Lunch

The Half Day Beach Horseback Riding experience in Ocho Rios stands out as a truly unique and unforgettable adventure. What sets it apart is the...

3 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$122

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Caribbean Private Sightseeing Tours?

What are the best kid-friendly options for Caribbean Private Sightseeing Tours Tours?

Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include:

View all Tours with Instant Confirmation →

Which Caribbean Private Sightseeing Tours have Free Cancellation?

Caribbean Private Sightseeing Tours 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 Private Sightseeing Tours have Hotel Pickup?

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?