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 Waterfalls Tour from Falmouth Blue Hole Waterfalls Tour from Ocho Rios Ricks Cafe and Negril Seven Miles Beach Irie taxi Horseback Riding & Swim in the ocean, Bluehole Falls [ocho rios ] Amber Cove Super Buggys

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 →

Old and New San Juan History City and Street Art Tour

In San Juan, we are going to take you for an adventure full of beautiful sites and history. We will teach you about the history …More

4.9 (83)

Old and New San Juan History City and Street Art Tour

In San Juan, we are going to take you for an adventure full of beautiful sites and history. We will teach you about the history...

2 hours Hotel pickup offered Free Cancellation

4.9 (83)

from
$211

Martha Brea River Rafting and Bluehole Tour from Montego Bay

Discover Jamaica’s natural beauty on this private full-day tour combining relaxation and adventure. Begin your journey with a scenic drive along the north coast to …More

Montego Bay, Jamaica

5.0 (1)

Martha Brea River Rafting and Bluehole Tour from Montego Bay

Discover Jamaica’s natural beauty on this private full-day tour combining relaxation and adventure. Begin your journey with a scenic drive along the north coast to...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$212

Barbados Private Rum Tasting & East Coast Tour

It combines a tasting-focused outing with the scenery and character of Barbados. Guests can enjoy two rum experiences while also seeing more of the island …More

5.0 (18)

Barbados Private Rum Tasting & East Coast Tour

It combines a tasting-focused outing with the scenery and character of Barbados. Guests can enjoy two rum experiences while also seeing more of the island...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$213

Montego Bay Rafting, Hip-Strip Shopping & Margaritaville Tour

This tour combines three different activities in one tour: bamboo river rafting, a limestone foot massage, and a shopping tour. You can get pampered, enjoy …More

Montego Bay, Jamaica

5.0 (16)

Montego Bay Rafting, Hip-Strip Shopping & Margaritaville Tour

This tour combines three different activities in one tour: bamboo river rafting, a limestone foot massage, and a shopping tour. You can get pampered, enjoy...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (16)

from
$215

Parasailing, Blue Hole Mineral Spring, Seven Mile Beach

Puerto Seco Beach is located in Discovery Bay. It is a white sand beach with shallow waters where the entire family can enjoy themselves. There …More

Montego Bay, Jamaica

5.0 (4)

Parasailing, Blue Hole Mineral Spring, Seven Mile Beach

Puerto Seco Beach is located in Discovery Bay. It is a white sand beach with shallow waters where the entire family can enjoy themselves. There...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$215

Beach Horseback Riding and River Tubing Family Adventure from Montego Bay

Experience some of Jamaica’s most enriching experiences and create lasting memories together. The fun and excitement of whitewater rafting with your family, while creating wonderful …More

Montego Bay, Jamaica

5.0 (1)

Beach Horseback Riding and River Tubing Family Adventure from Montego Bay

Experience some of Jamaica’s most enriching experiences and create lasting memories together. The fun and excitement of whitewater rafting with your family, while creating wonderful...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$215

[PRIVATE] Dunn's River Falls, Blue Hole & Secret Falls w/Entrance

If you are looking for a unique eco-tour that showcases the beauty of nature, this is the tour for you. You will experience two of …More

Lucea, Jamaica

5.0 (42)

[PRIVATE] Dunn's River Falls, Blue Hole & Secret Falls w/Entrance

If you are looking for a unique eco-tour that showcases the beauty of nature, this is the tour for you. You will experience two of...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (42)

from
$215

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

South Coast Tour: YS Falls, Black River Safari

The YS Estate Tour is an enormous display of greenery beauty with the most breathtaking landscape; visitors are transported via a tractor over on to …More

Montego Bay, Jamaica

5.0 (1)

South Coast Tour: YS Falls, Black River Safari

The YS Estate Tour is an enormous display of greenery beauty with the most breathtaking landscape; visitors are transported via a tractor over on to...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$219

Blue Hole has become a very popular spot. A wet tour up stream partnered with river swinging and cliff jumping with a complimentary mud bath. …More

Montego Bay, Jamaica

3.0 (2)

Bob Marley Nine Mile + Blue Hole River

Blue Hole has become a very popular spot. A wet tour up stream partnered with river swinging and cliff jumping with a complimentary mud bath....

3 to 6 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$219

Bamboo Rafting, Frenchman Cove, Boston Jerk Centre in Portland

Experience the best of Portland, Jamaica with transportation to these famous Bamboo Rafting, Frenchman Cove Beach, and Boston Bay Jerk . Start your Jamaican adventure …More

Kingston, Jamaica

4.8 (20)

Bamboo Rafting, Frenchman Cove, Boston Jerk Centre in Portland

Experience the best of Portland, Jamaica with transportation to these famous Bamboo Rafting, Frenchman Cove Beach, and Boston Bay Jerk . Start your Jamaican adventure...

6 hours Free Cancellation

4.8 (20)

from
$220

1.5 Hour Private Mini Jeep Tour on St. Thomas

This 1.5 hour Mini Private Jeep Tour will take you to some of our famous landmarks, with native island guides sharing their culture, folklore and …More

4.9 (38)

1.5 Hour Private Mini Jeep Tour on St. Thomas

This 1.5 hour Mini Private Jeep Tour will take you to some of our famous landmarks, with native island guides sharing their culture, folklore and...

1 hour 30 minutes Hotel pickup offered Free Cancellation

4.9 (38)

from
$220

4 Hour British Virgin Islands Full Private Experience

Lets take you on a journey that unveils the mysteries of nature's little secret. Traverse the unbeaten paths, experience our local dishes, swim in our …More

Tortola, British Virgin Islands

4.9 (39)

4 Hour British Virgin Islands Full Private Experience

Lets take you on a journey that unveils the mysteries of nature's little secret. Traverse the unbeaten paths, experience our local dishes, swim in our...

4 hours Free Cancellation

4.9 (39)

from
$220

Negril Beach Beach Ricks Cafe and Sunset Tour

Negril is one of the better known Resort Towns in Jamaica. It has the best beaches in Jamaica, beautiful sunset and famous for cliff diving …More

Montego Bay, Jamaica

4.9 (29)

Negril Beach Beach Ricks Cafe and Sunset Tour

Negril is one of the better known Resort Towns in Jamaica. It has the best beaches in Jamaica, beautiful sunset and famous for cliff diving...

6 to 8 hours Hotel pickup offered Free Cancellation

4.9 (29)

from
$220

Barbados Half Day Coastal Sightseeing Private Tour

Ride in comfort while exploring Barbados from coast to coast with a courteous, honest, friendly and well informed driver/guide. Travelers will be able to take …More

Diamond Valley, Barbados

5.0 (6)

Barbados Half Day Coastal Sightseeing Private Tour

Ride in comfort while exploring Barbados from coast to coast with a courteous, honest, friendly and well informed driver/guide. Travelers will be able to take...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$220

Private Guided Piton Hiking and Mud Bath Experience

Embark on an exhilarating day that melds the thrill of a Gros Piton hike with the blissful rejuvenation of a mud bath experience. This adventure …More

Vieux Fort, St Lucia

5.0 (6)

Private Guided Piton Hiking and Mud Bath Experience

Embark on an exhilarating day that melds the thrill of a Gros Piton hike with the blissful rejuvenation of a mud bath experience. This adventure...

5 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$220

Horseback Riding and River Tubing Combo from Montego Bay

Escape to Falmouth, Jamaica, and embark on an unforgettable horseback riding and tubing adventure, conveniently available from Montego Bay hotels and the cruise port! Get …More

Falmouth, Jamaica

5.0 (3)

Horseback Riding and River Tubing Combo from Montego Bay

Escape to Falmouth, Jamaica, and embark on an unforgettable horseback riding and tubing adventure, conveniently available from Montego Bay hotels and the cruise port! Get...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$220

ATV AdVENTURE Rafting And Blue Hole FROM OCHO RIOS

Zoom along Jamaica’s north coast backroads on an ATV tour Explore the grounds of two of the island’s oldest sugar plantations After that we will …More

Ocho Rios, Jamaica

5.0 (2)

ATV AdVENTURE Rafting And Blue Hole FROM OCHO RIOS

Zoom along Jamaica’s north coast backroads on an ATV tour Explore the grounds of two of the island’s oldest sugar plantations After that we will...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$220

Negril Seven Mile beach, Catamaran Cruise,Parasailing,with Sunset at Ricks Cafe

You; our travellers are our number one priority, therefore we go above and beyond to ensure that you receive exceptional transfer and tour services, by …More

Lucea, Jamaica

5.0 (2)

Negril Seven Mile beach, Catamaran Cruise,Parasailing,with Sunset at Ricks Cafe

You; our travellers are our number one priority, therefore we go above and beyond to ensure that you receive exceptional transfer and tour services, by...

6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$220

Nine Miles located in the rural hills of St Ann is the birthplace and final resting place of Bob Marley. Bob Marley grew up in …More

Trelawny, Jamaica

5.0 (2)

Bob Marley Nine Mile Tour from Falmouth

Nine Miles located in the rural hills of St Ann is the birthplace and final resting place of Bob Marley. Bob Marley grew up in...

3 to 4 hours Free Cancellation

5.0 (2)

from
$220

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?