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: Castries City Walking Tours Exclusive 3-Hour Private Tour: Explore Willemstad & surroundings PRIVATE Food Tour of Local Jamaican Cuisine Montego Bay & Negril 3HR Jetski Tour Stingray City Starfish Point Snorkel Rumpoint Rio Grande Bamboo Rafting Tour from Port Antonio

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 →

We aim to provide an authentic local experience to all our visitors. All our drivers also serve as tour guides with a wealth of historical …More

Vieux Fort, St Lucia

4.9 (33)

Soufriere Tour

We aim to provide an authentic local experience to all our visitors. All our drivers also serve as tour guides with a wealth of historical...

4 to 6 hours Hotel pickup offered Free Cancellation

4.9 (33)

from
$82

St Thomas Private Group Tour (11 or more ppl)

This tour caters to your group of more than 11 only. You get a vehicle just for your group for the whole day. It offers …More

Cruz Bay, US Virgin Islands

4.2 (5)

St Thomas Private Group Tour (11 or more ppl)

This tour caters to your group of more than 11 only. You get a vehicle just for your group for the whole day. It offers...

4 to 6 hours Hotel pickup offered Free Cancellation

4.2 (5)

from
$82

Private transportation from Montego Bay to Rose Hall Great House Day Tour

The entry price and travel costs are included in this hassle-free and cashless half Day tour. On this private tour from Montego Bay, Learn about …More

Montego Bay, Jamaica

5.0 (2)

Private transportation from Montego Bay to Rose Hall Great House Day Tour

The entry price and travel costs are included in this hassle-free and cashless half Day tour. On this private tour from Montego Bay, Learn about...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$82

Puerto Plata Challenge: City Tour & 7 Waterfalls of Damajagua

This private tour is much more than just an excursion; it is an experience that takes us to know nature in its purest form, we …More

Puerto Plata, Dominican Republic

4.6 (13)

Puerto Plata Challenge: City Tour & 7 Waterfalls of Damajagua

This private tour is much more than just an excursion; it is an experience that takes us to know nature in its purest form, we...

4 to 5 hours Hotel pickup offered Free Cancellation

4.6 (13)

from
$83

Green Grotto Caves Excursion from Falmouth

The Green Grotto Caves, known at various times as the Runaway Bay Caves, are among Jamaica's most prominent natural attractions. Having seen visitors since the …More

Falmouth, Jamaica

3.0 (1)

Green Grotto Caves Excursion from Falmouth

The Green Grotto Caves, known at various times as the Runaway Bay Caves, are among Jamaica's most prominent natural attractions. Having seen visitors since the...

4 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$83

White River Tubing and Ocho Rios Private Tour with Hotel pickup

White River Calypso Tubing and Ocho Rios Sightseeing Tours. You will be driving and riding in style with the number 1 tour operator/driver. You will …More

Kingston, Jamaica

5.0 (3)

White River Tubing and Ocho Rios Private Tour with Hotel pickup

White River Calypso Tubing and Ocho Rios Sightseeing Tours. You will be driving and riding in style with the number 1 tour operator/driver. You will...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$84

Good Vibes Tours with Dannyboy & Co. – Private Island Experiences

What Sets Our Tours Apart Guests can choose from four curated private tour options, ranging from a short mud bath and waterfall experience to a …More

Soufriere, St Lucia

4.9 (106)

Good Vibes Tours with Dannyboy & Co. – Private Island Experiences

What Sets Our Tours Apart Guests can choose from four curated private tour options, ranging from a short mud bath and waterfall experience to a...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (106)

from
$85

Private Combo Tour From Ocho Rios To Blue Hole and Konoko Falls

WELCOME TO TOUR JAMAICA TODAY. The Blue Hole is a secluded area located in the hills of Ocho Rios, Jamaica. It is not commercialized in …More

Ocho Rios, Jamaica

5.0 (85)

Private Combo Tour From Ocho Rios To Blue Hole and Konoko Falls

WELCOME TO TOUR JAMAICA TODAY. The Blue Hole is a secluded area located in the hills of Ocho Rios, Jamaica. It is not commercialized in...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (85)

from
$85

Private Tour from Ocho Rios Runaway Bay to the Luminous Lagoon

WELCOME TO TOUR JAMAICA TODAY. As you leave your hotel your driver will greet you with a smile and a warm welcome , This lagoon, …More

Ocho Rios, Jamaica

4.9 (87)

Private Tour from Ocho Rios Runaway Bay to the Luminous Lagoon

WELCOME TO TOUR JAMAICA TODAY. As you leave your hotel your driver will greet you with a smile and a warm welcome , This lagoon,...

3 to 5 hours Hotel pickup offered Free Cancellation

4.9 (87)

from
$85

Lethe River Bamboo Rafting & Limestone Foot Massage Experience

Booking Lethi Bamboo Rafting with us offers an unforgettable, authentic Jamaican experience. Glide down a serene river on hand-crafted bamboo rafts, surrounded by lush tropical …More

Falmouth, Jamaica

5.0 (19)

Lethe River Bamboo Rafting & Limestone Foot Massage Experience

Booking Lethi Bamboo Rafting with us offers an unforgettable, authentic Jamaican experience. Glide down a serene river on hand-crafted bamboo rafts, surrounded by lush tropical...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$85

"Get ready for the ultimate sightseeing adventure on the beautiful island of New Providence! Join us on a fun-filled tour that will take you to …More

5.0 (3)

Unveiling Nassau's Past Tour

"Get ready for the ultimate sightseeing adventure on the beautiful island of New Providence! Join us on a fun-filled tour that will take you to...

2 hours Free Cancellation

5.0 (3)

from
$85

St Lucia Coastal Bike Tour to Pigeon Island

Enjoy the sunset bliss as we take you along the shores of the Gros-Islet coastline. With so much just awaiting to be seen, you will …More

4.9 (50)

St Lucia Coastal Bike Tour to Pigeon Island

Enjoy the sunset bliss as we take you along the shores of the Gros-Islet coastline. With so much just awaiting to be seen, you will...

2 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (50)

from
$85

Cruising through San Juan in Style, Sightseeing with a Breeze

See San Juan from a local perspective with Chris—your charismatic, knowledgeable pedicab guide who turns a simple ride into a full experience. Chris knows the …More

5.0 (10)

Cruising through San Juan in Style, Sightseeing with a Breeze

See San Juan from a local perspective with Chris—your charismatic, knowledgeable pedicab guide who turns a simple ride into a full experience. Chris knows the...

2 hours Hotel pickup offered

5.0 (10)

from
$85

Private Tour Horseback Riding from Ocho Rios or Runaway Bay

WELCOME TO TOUR JAMAICA TODAY. Your Tour begins as your driver meet you with a smile and a warm welcome. Leaving your hotel or cruise …More

Runaway Bay, Jamaica

5.0 (5)

Private Tour Horseback Riding from Ocho Rios or Runaway Bay

WELCOME TO TOUR JAMAICA TODAY. Your Tour begins as your driver meet you with a smile and a warm welcome. Leaving your hotel or cruise...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$85

If you are a hotel guest in Nevis then this is the tour for you. Nevis Island is the Queen of the Caribees. Take a …More

5.0 (3)

Discover Nevis, Island Tour (Private)

If you are a hotel guest in Nevis then this is the tour for you. Nevis Island is the Queen of the Caribees. Take a...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$85

Private Mayfield's Falls Experience with Transportation

At Mayfield Falls you feel like you are in a jungle there are lush plants everywhere. The grounds are immaculate and very well maintained. This …More

Montego Bay, Jamaica

5.0 (2)

Private Mayfield's Falls Experience with Transportation

At Mayfield Falls you feel like you are in a jungle there are lush plants everywhere. The grounds are immaculate and very well maintained. This...

6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$85

The central feature of this natural attraction is the large labyrinthine limestone cave with its numerous rock formations, its stalactites, stalagmites and abundance of overhead …More

Ocho Rios, Jamaica

5.0 (1)

Green Grotto Caves

The central feature of this natural attraction is the large labyrinthine limestone cave with its numerous rock formations, its stalactites, stalagmites and abundance of overhead...

1 hour 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$85

Private Dunn's River Falls and Park Adventure Ocho Rios Jamaica

Admission cost for adults and children are included in the total price. Dunn's River Falls in Ocho Rios, Jamaica, is a natural wonder steeped in …More

Kingston, Jamaica

5.0 (1)

Private Dunn's River Falls and Park Adventure Ocho Rios Jamaica

Admission cost for adults and children are included in the total price. Dunn's River Falls in Ocho Rios, Jamaica, is a natural wonder steeped in...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$85

Montego Bay City Tour with Sightseeing and Shopping

Purely Majestic Operators sets its Montego Bay City Tour apart by focusing on an authentic, immersive experience that highlights the local culture and history in …More

Montego Bay, Jamaica

5.0 (1)

Montego Bay City Tour with Sightseeing and Shopping

Purely Majestic Operators sets its Montego Bay City Tour apart by focusing on an authentic, immersive experience that highlights the local culture and history in...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$85

Bamboo Rafting and Catamaran Cruise Party Boat Tour Montego Bay

Experience the best of Jamaica with our Bamboo Rafting and Catamaran Party Boat adventure in Montego Bay! This unforgettable combination of relaxation and excitement offers …More

Montego Bay, Jamaica

4.0 (1)

Bamboo Rafting and Catamaran Cruise Party Boat Tour Montego Bay

Experience the best of Jamaica with our Bamboo Rafting and Catamaran Party Boat adventure in Montego Bay! This unforgettable combination of relaxation and excitement offers...

6 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$85

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?