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: Jamaica: Private Rafting Tour to Martha Brae from Falmouth Montego Bay tour: Dunn's River Falls Rose Hall Great House and Luminous Lagoon Night [Transportation only ] Cruise Ship - On Island for a Day Excursion Sailing Adventure Cruise from Montego Bay

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 →

Blue Hole and River Tubing from Ocho Rios

Relax and immerse yourself in the stunning natural beauty of hidden Jamaica as we set off on this nature excursion. Your adventure kicks off right …More

Kingston, Jamaica

4.0 (4)

Blue Hole and River Tubing from Ocho Rios

Relax and immerse yourself in the stunning natural beauty of hidden Jamaica as we set off on this nature excursion. Your adventure kicks off right...

5 hours Hotel pickup offered Free Cancellation

4.0 (4)

from
$140

Ultimate Dunn's River Falls hike and swim and Natural wonder

Embark on an unforgettable adventure at Dunn’s River Falls & Park, Jamaica's most famous natural attraction, offering an experience that blends adventure, culture, and scenic …More

Montego Bay, Jamaica

5.0 (1)

Ultimate Dunn's River Falls hike and swim and Natural wonder

Embark on an unforgettable adventure at Dunn’s River Falls & Park, Jamaica's most famous natural attraction, offering an experience that blends adventure, culture, and scenic...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$141

With these amaizing tour you will enjoy getting dirty from mug... Driving an all- terrain vehicle through beautifuls landscape in an unique an funny experience …More

5.0 (2)

Amber Cove Super Buggys

With these amaizing tour you will enjoy getting dirty from mug... Driving an all- terrain vehicle through beautifuls landscape in an unique an funny experience...

3 hours Free Cancellation

5.0 (2)

from
$141

Dunn's River Falls & Blue Hole tour from Montego bay & Falmouth.

Explore two of Jamaica's most visited natural treasure.Book with us for a safe enjoyable moment where you will be picked up from your desired location …More

Runaway Bay, Jamaica

5.0 (43)

Dunn's River Falls & Blue Hole tour from Montego bay & Falmouth.

Explore two of Jamaica's most visited natural treasure.Book with us for a safe enjoyable moment where you will be picked up from your desired location...

7 hours Hotel pickup offered Free Cancellation

5.0 (43)

from
$142

Blue Hole, Scotchies & Luminous Lagoon (Glistening Waters) 3 in 1 Combo

Visit the Blue Hole where there is a natural limestone sinkhole where visitors can swim and cliff jump, then head to scotchies for lunch this …More

Montego Bay, Jamaica

5.0 (1)

Blue Hole, Scotchies & Luminous Lagoon (Glistening Waters) 3 in 1 Combo

Visit the Blue Hole where there is a natural limestone sinkhole where visitors can swim and cliff jump, then head to scotchies for lunch this...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$142

Blue Hole & Secret Falls plus Bob Marley Birth Place Nine Mile Private Tour

A visit to Bob Marley's home at Nine Mile includes a tour of the property from Rastafarian guides, which usually includes a rendition of one …More

Montego Bay, Jamaica

4.5 (2)

Blue Hole & Secret Falls plus Bob Marley Birth Place Nine Mile Private Tour

A visit to Bob Marley's home at Nine Mile includes a tour of the property from Rastafarian guides, which usually includes a rendition of one...

6 to 8 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$142

Half-Day Martha Brae River Rafting Tour from Ocho Rios

Experience the ultimate relaxation and adventure at Martha Brae Rafters Village in Trelawny. Your tour starts with pickup from Montego Bay. Enjoy a 40-minute ride …More

Kingston, Jamaica

4.7 (3)

Half-Day Martha Brae River Rafting Tour from Ocho Rios

Experience the ultimate relaxation and adventure at Martha Brae Rafters Village in Trelawny. Your tour starts with pickup from Montego Bay. Enjoy a 40-minute ride...

5 hours Hotel pickup offered Free Cancellation

4.7 (3)

from
$143

Rastafari Safari Cultural ATV Ride & Ricks Cafe Combo

Enjoy an authentic experience of rural Jamaica and the picturesque ocean coastline of Negril on this private tour. This experience starts with a scenic journey …More

Montego Bay, Jamaica

5.0 (2)

Rastafari Safari Cultural ATV Ride & Ricks Cafe Combo

Enjoy an authentic experience of rural Jamaica and the picturesque ocean coastline of Negril on this private tour. This experience starts with a scenic journey...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$144

Montego Bay ATV and Jet Ski Combo With private Transportation

Enjoy a Combination of water Jet Skis and off-road ATV ride or each activity by itself on this private experience. We will pick you up …More

Montego Bay, Jamaica

5.0 (1)

Montego Bay ATV and Jet Ski Combo With private Transportation

Enjoy a Combination of water Jet Skis and off-road ATV ride or each activity by itself on this private experience. We will pick you up...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$144

Barbados Private Tour: Animal Flower Cave, Bathsheba & Gun Hill

Each stop reveals a different side of Barbados, from its wild northern shores to its elevated viewpoints and coastal communities. With time to pause, take …More

5.0 (10)

Barbados Private Tour: Animal Flower Cave, Bathsheba & Gun Hill

Each stop reveals a different side of Barbados, from its wild northern shores to its elevated viewpoints and coastal communities. With time to pause, take...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$144

The Old, The New and The Now; The Updated San Juan City Tour

Explore San Juan in the comfort of a private tour. This City is already amazing, but what makes our tour unique is our service. If …More

5.0 (211)

The Old, The New and The Now; The Updated San Juan City Tour

Explore San Juan in the comfort of a private tour. This City is already amazing, but what makes our tour unique is our service. If...

2 hours Hotel pickup offered Free Cancellation

5.0 (211)

from
$145

6 Hour Private Guided Tour Beyond the Beaches of Curacao

Join us on this unique opportunity that includes snorkeling with turtles at a beach, observing wild flamingos in their natural habitat, a quick stop at …More

Willemstad, Curacao

5.0 (206)

6 Hour Private Guided Tour Beyond the Beaches of Curacao

Join us on this unique opportunity that includes snorkeling with turtles at a beach, observing wild flamingos in their natural habitat, a quick stop at...

6 hours Hotel pickup offered Free Cancellation

5.0 (206)

from
$145

Discover the beauty of North Bonaire on this 100% private tour. Just you, your family or friends. No rushing, no sharing with strangers, just enjoying …More

Kralendijk, Bonaire

5.0 (16)

Private Bonaire North Tour

Discover the beauty of North Bonaire on this 100% private tour. Just you, your family or friends. No rushing, no sharing with strangers, just enjoying...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (16)

from
$145

Puerto Rico: Lifestyle, Art, and Cultural Tour

Explore Puerto Rico's urban street art in Santurce, meet artist Samuel Lind and see his Afro-Puerto Rican collection, then create your own artwork during a …More

4.7 (57)

Puerto Rico: Lifestyle, Art, and Cultural Tour

Explore Puerto Rico's urban street art in Santurce, meet artist Samuel Lind and see his Afro-Puerto Rican collection, then create your own artwork during a...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (57)

from
$145

We offer a private, personalized island experience designed around comfort, safety, and flexibility. With Chris Taxi Services, you are not joining a crowded bus — …More

St. George's, Grenada

5.0 (33)

Private Grenada Island Tour In Comfort

We offer a private, personalized island experience designed around comfort, safety, and flexibility. With Chris Taxi Services, you are not joining a crowded bus —...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (33)

from
$145

St Lucia Private Tour: Customize Your Island Experience+ Lunch

Your private guide awaits you with a sign at the cruise port or hotel. Our first stop is Marigot Bay. One of the most beautiful …More

Anse La Raye, St Lucia

4.9 (87)

St Lucia Private Tour: Customize Your Island Experience+ Lunch

Your private guide awaits you with a sign at the cruise port or hotel. Our first stop is Marigot Bay. One of the most beautiful...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (87)

from
$145

Lagoon Cave and Secluded Beaches Tour in Puerto Rico

This intermediate semi-adventure explores Puerto Rico's north coast. Visit Playa La Cueva Las Golondrinas in Manatí, swim at Charco Azul in Vega Baja, and finish …More

4.8 (45)

Lagoon Cave and Secluded Beaches Tour in Puerto Rico

This intermediate semi-adventure explores Puerto Rico's north coast. Visit Playa La Cueva Las Golondrinas in Manatí, swim at Charco Azul in Vega Baja, and finish...

6 to 7 hours Hotel pickup offered Free Cancellation

4.8 (45)

from
$145

Appleton Estate Rum Factory And YS Falls Inclusive Tours From Montego Bay

This is a hassle free Combine Tour to Ys falls and Appleton Rum Factory that leaves you with knowledge and memorable moments of our island. …More

Montego Bay, Jamaica

5.0 (5)

Appleton Estate Rum Factory And YS Falls Inclusive Tours From Montego Bay

This is a hassle free Combine Tour to Ys falls and Appleton Rum Factory that leaves you with knowledge and memorable moments of our island....

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$145

Bush Hiking, explore Wild Plants & Fresh Fruits in Montego Bay

Do not miss the opportunity to adventure off into the only hiking tour available in Montego Bay. Journey into the bushes of St. James Parish …More

Montego Bay, Jamaica

5.0 (9)

Bush Hiking, explore Wild Plants & Fresh Fruits in Montego Bay

Do not miss the opportunity to adventure off into the only hiking tour available in Montego Bay. Journey into the bushes of St. James Parish...

2 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$145

This a small group tour to ensure that each participant gets the best experience! Great for adults and children!. Explore the island via bus/car/van whilst …More

St John's, Antigua and Barbuda

4.9 (11)

Outback Antigua Tour

This a small group tour to ensure that each participant gets the best experience! Great for adults and children!. Explore the island via bus/car/van whilst...

4 to 6 hours Hotel pickup offered Free Cancellation

4.9 (11)

from
$145

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?