Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Buggy Tour in Punta Cana with Stops at the Beach and a Cave St.Kitts See It All The Local Behind The Scenes Tour Of St. Kitts View all Tours with Instant Confirmation →

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

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Buggy Tour in Punta Cana with Stops at the Beach and a Cave Private Catamaran Cruise with Slide & unlimited drinks 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 →

Jamaica River Rapid Tubing (Transportation Only)

The Rio Bueno River Tubing experience is an undeniably family-oriented experience and has something for everyone. Make sure to have your camera at the ready …More

Montego Bay, Jamaica

5.0 (1)

Jamaica River Rapid Tubing (Transportation Only)

The Rio Bueno River Tubing experience is an undeniably family-oriented experience and has something for everyone. Make sure to have your camera at the ready...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$80

Experience the best of Jamaica with our all-in-one tour package! Dive into the exhilarating Dunns River Falls, where you can climb the breathtaking waterfall and …More

Trelawny, Jamaica

5.0 (1)

Private Tour in Dunns River Falls

Experience the best of Jamaica with our all-in-one tour package! Dive into the exhilarating Dunns River Falls, where you can climb the breathtaking waterfall and...

1 hour 10 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$60

Discover the South Coast of Jamaica on a scenic tour that stop at YS Falls. This is a Private Tour and you will only travel …More

Montego Bay, Jamaica

5.0 (1)

Ys Falls Private Tour

Discover the South Coast of Jamaica on a scenic tour that stop at YS Falls. This is a Private Tour and you will only travel...

5 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$130

Montego Bay Shore Excursion: Private Custom Sightseeing Tour

Explore Montego Bay, Jamaica with a private driver and van which you can hire for a full-day or half-day. The vans can hold a capacity …More

Montego Bay, Jamaica

5.0 (1)

Montego Bay Shore Excursion: Private Custom Sightseeing Tour

Explore Montego Bay, Jamaica with a private driver and van which you can hire for a full-day or half-day. The vans can hold a capacity...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$380

Private Luminous Lagoon Night Cruise from Montego Bay

Meet your guide during pickup at your hotel. Depart on your evening ride to the Luminous Lagoon, in the Trelawny Parish on Jamaica’s north coast. …More

Montego Bay, Jamaica

5.0 (1)

Private Luminous Lagoon Night Cruise from Montego Bay

Meet your guide during pickup at your hotel. Depart on your evening ride to the Luminous Lagoon, in the Trelawny Parish on Jamaica’s north coast....

1 hour Hotel pickup offered Free Cancellation

5.0 (1)

from
$80

Negril Seven Mile Beach and Ricks Cafe Day Tour

We offer the best private excursions and tours on the island. With our collection of modern and fully air-conditioned vehicles along with our professional drivers, …More

Montego Bay, Jamaica

5.0 (1)

Negril Seven Mile Beach and Ricks Cafe Day Tour

We offer the best private excursions and tours on the island. With our collection of modern and fully air-conditioned vehicles along with our professional drivers,...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$80

Private Appleton Estate Rum Tour & Tasting from Runaway Bay

Go on a journey to the picturesque south coast of Jamaica during this 8-hour rum tasting tour from Runaway Bay. Visit the exotic Appleton Estate, …More

Runaway Bay, Jamaica

5.0 (1)

Private Appleton Estate Rum Tour & Tasting from Runaway Bay

Go on a journey to the picturesque south coast of Jamaica during this 8-hour rum tasting tour from Runaway Bay. Visit the exotic Appleton Estate,...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$200

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

Lucea, Jamaica

5.0 (1)

Pelican Bar and Ys Falls 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...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$103

Dunn's River Falls Climb and Martha Brae Rafting {Entry Included}

Get this air-conditioned ride to take you along the gorgeous northern coast of Jamaica to Martha Brae and Dunns River Falls. Immerse yourself in the …More

Montego Bay, Jamaica

5.0 (1)

Dunn's River Falls Climb and Martha Brae Rafting {Entry Included}

Get this air-conditioned ride to take you along the gorgeous northern coast of Jamaica to Martha Brae and Dunns River Falls. Immerse yourself in the...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$210

River Tubing and Blue Hole Excursion from Falmouth

Every one should book this experience when visiting Jamaica . This tour has the right balanced of exciting moments and relaxing moments. The blue hole …More

Trelawny, Jamaica

5.0 (1)

River Tubing and Blue Hole Excursion from Falmouth

Every one should book this experience when visiting Jamaica . This tour has the right balanced of exciting moments and relaxing moments. The blue hole...

3 to 5 hours Free Cancellation

5.0 (1)

from
$60

YS Falls and Pelican Bar COMBO from Montego Bay

Our drivers create an authentic, one-of-a-kind experience as we take you through the beautiful sites, offering a new perspective on the history and local culture …More

Montego Bay, Jamaica

5.0 (1)

YS Falls and Pelican Bar COMBO from Montego Bay

Our drivers create an authentic, one-of-a-kind experience as we take you through the beautiful sites, offering a new perspective on the history and local culture...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$137

Dunns River Falls and Horseback Riding Tour from Montego Bay

You will experience horseback riding on the land and in the ocean, enjoy the beautiful scenery in Llandovery, and have a chance to visit the …More

Montego Bay, Jamaica

5.0 (1)

Dunns River Falls and Horseback Riding Tour from Montego Bay

You will experience horseback riding on the land and in the ocean, enjoy the beautiful scenery in Llandovery, and have a chance to visit the...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$175

Experience grouper fishing with Grand Cayman’s #1 Grouper Fishing Charter Company! Unlike ordinary fishing charters, we specialize in offshore grouper fishing, taking guests on an …More

Grand Cayman, Cayman Islands

5.0 (1)

Offshore Grouper fishing

Experience grouper fishing with Grand Cayman’s #1 Grouper Fishing Charter Company! Unlike ordinary fishing charters, we specialize in offshore grouper fishing, taking guests on an...

5 hours Free Cancellation

5.0 (1)

from
$1,500

This is the most wonderful tour in Jamaica right now on the north coast of thd island just come and experience it Consisting of a …More

Ocho Rios, Jamaica

5.0 (1)

All day Tour of Ocho Rios

This is the most wonderful tour in Jamaica right now on the north coast of thd island just come and experience it Consisting of a...

2 days Hotel pickup offered

5.0 (1)

from
$250

Private Dunn's River and Blue hole tour from Ocho Rios

Come experience the heart-pumping adventure that is sure to turn up the thrill in every thrill seeker. No matter what your family fun vacation looks …More

Kingston, Jamaica

5.0 (1)

Private Dunn's River and Blue hole tour from Ocho Rios

Come experience the heart-pumping adventure that is sure to turn up the thrill in every thrill seeker. No matter what your family fun vacation looks...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$80

Sight seeing tour through the hills of JAMAICA

This tour offers an authentic Jamaican cultural and lifestyle experience, taking visitors beyond the typical tourist spots and into the countryside to explore the island's …More

Negril, Jamaica

5.0 (1)

Sight seeing tour through the hills of JAMAICA

This tour offers an authentic Jamaican cultural and lifestyle experience, taking visitors beyond the typical tourist spots and into the countryside to explore the island's...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$160

Dunn’s River Falls Tour from Montego Bay/ Falmouth/ Palladium

Take a ride in our comfortable A/C bus to the famous Dunn's River Falls in Ocho Rios. where you will get to climb 600ft up …More

Lucea, Jamaica

5.0 (1)

Dunn’s River Falls Tour from Montego Bay/ Falmouth/ Palladium

Take a ride in our comfortable A/C bus to the famous Dunn's River Falls in Ocho Rios. where you will get to climb 600ft up...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$100

Sunset Cruise in Punta Cana: Private Catamaran w/ BBQ & Open Bar

Savor in romance and relaxation aboard our exclusive private sunset catamaran cruise in Punta Cana, Bávaro. Sail along the scenic coastline as the sun sets, …More

Punta Cana, Dominican Republic

5.0 (1)

Sunset Cruise in Punta Cana: Private Catamaran w/ BBQ & Open Bar

Savor in romance and relaxation aboard our exclusive private sunset catamaran cruise in Punta Cana, Bávaro. Sail along the scenic coastline as the sun sets,...

3 hours 30 minutes Hotel pickup offered

5.0 (1)

from
$169

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

Airport transportation to hotel or Airbnb Or Hotel or Airbnb transportation to Airport Transportation 7seat minivan Luggage van required We can also make arrangements for …More

Nassau, Bahamas

5.0 (1)

Airport Transportation

Airport transportation to hotel or Airbnb Or Hotel or Airbnb transportation to Airport Transportation 7seat minivan Luggage van required We can also make arrangements for...

1 hour Hotel pickup offered Free Cancellation

5.0 (1)

from
$100

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?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Private Sightseeing Tours are:

View all kid-friendly Tours →

Which Caribbean Private Sightseeing Tours have 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?