Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Private Half Day Stingray City, Snorkeling and Starfish Beach Tour Electric Adventures Buggy Rental ATV Half Day City Tour in Nassau: Guided Tour With Free Samples 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: Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Electric Adventures Buggy Rental ATV Half Day City Tour in Nassau: Guided Tour With Free Samples The Old, The New and The Now; The Updated San Juan City 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 →

This is a unique tour which inclusive of entry fee. A tour that move at easy pace and is not rushed. You are picked up …More

Falmouth, Jamaica

5.0 (2)

Blue Hole & Secret Falls Private Tour

This is a unique tour which inclusive of entry fee. A tour that move at easy pace and is not rushed. You are picked up...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$95

Rosehall Great House and Montego Bay Half Day Private Tour

We start from the Tourism Mecha of Montego Bay and witness the jaw dropping beauty and learn about the rich history of the city from …More

Montego Bay, Jamaica

5.0 (4)

Rosehall Great House and Montego Bay Half Day Private Tour

We start from the Tourism Mecha of Montego Bay and witness the jaw dropping beauty and learn about the rich history of the city from...

5 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$97

Come check out this hidden treasure in the hills of Ocho Rios. With gorgeous views of lush greenery and cascading waterfalls, refreshing water to jump …More

Runaway Bay, Jamaica

5.0 (4)

Blue Hole Waterfalls Tour from Falmouth

Come check out this hidden treasure in the hills of Ocho Rios. With gorgeous views of lush greenery and cascading waterfalls, refreshing water to jump...

5 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$87

Blue Hole Waterfalls Tour from Ocho Rios

Come check out this hidden treasure in the hills of Ocho Rios. With gorgeous views of lush greenery and cascading waterfalls, refreshing water to jump …More

Kingston, Jamaica

5.0 (4)

Blue Hole Waterfalls Tour from Ocho Rios

Come check out this hidden treasure in the hills of Ocho Rios. With gorgeous views of lush greenery and cascading waterfalls, refreshing water to jump...

4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$81

Ricks Cafe and Negril Seven Miles Beach Irie taxi

Head out for a scenic 1 hour and 30 minutes drive (depends on your location) to Negril in your private car or minivan/bus. Feel free …More

5.0 (4)

Ricks Cafe and Negril Seven Miles Beach Irie taxi

Head out for a scenic 1 hour and 30 minutes drive (depends on your location) to Negril in your private car or minivan/bus. Feel free...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$27

Horseback Riding & Swim in the ocean, Bluehole Falls [ocho rios ]

Enjoy a 45 minute - 1 hour of Horseback riding and swim in the ocean of Ocho Rios here in Jamaica. This combination tour provides …More

Runaway Bay, Jamaica

5.0 (2)

Horseback Riding & Swim in the ocean, Bluehole Falls [ocho rios ]

Enjoy a 45 minute - 1 hour of Horseback riding and swim in the ocean of Ocho Rios here in Jamaica. This combination tour provides...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$246

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

We will Greet you at our meeting point. From there, the tour will proceed to what is considered the island’s national monument, the Berkeley Memorial. …More

4.1 (9)

Panoramic Sightseeing Tour of St Kitts

We will Greet you at our meeting point. From there, the tour will proceed to what is considered the island’s national monument, the Berkeley Memorial....

2 hours Free Cancellation

4.1 (9)

from
$40

Private Half Day River Rafting Combo Tour

Book my tour for an unforgettable Montego Bay experience! Enjoy thrilling river rafting, shop for unique souvenirs at the craft market, and relax with delicious …More

Montego Bay, Jamaica

5.0 (3)

Private Half Day River Rafting Combo Tour

Book my tour for an unforgettable Montego Bay experience! Enjoy thrilling river rafting, shop for unique souvenirs at the craft market, and relax with delicious...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$170

You should book this ATV and shopping adventure for a thrilling and unique experience that combines the excitement of off-road exploration with the opportunity to …More

Negril, Jamaica

5.0 (2)

Half Day Private ATV & Shopping Adventure in Negril Jamaica

You should book this ATV and shopping adventure for a thrilling and unique experience that combines the excitement of off-road exploration with the opportunity to...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$190

With this 3 hours private course you will get personal attention from on our qualified instructors. With our step by step teaching model, we help …More

5.0 (4)

Kitesurfing 3 hours private lesson

With this 3 hours private course you will get personal attention from on our qualified instructors. With our step by step teaching model, we help...

3 hours

5.0 (4)

from
$425

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

Customize Day Tour In Ochi (Horseback Riding,Rafting,Blue Hole, Dunns River )

This tour is unique because you have the entire day in Ocho Rios and can choose between different tours and attractions plus you get to …More

Negril, Jamaica

5.0 (2)

Customize Day Tour In Ochi (Horseback Riding,Rafting,Blue Hole, Dunns River )

This tour is unique because you have the entire day in Ocho Rios and can choose between different tours and attractions plus you get to...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$67

Devon House is a heritage site located in Kingston, the new capital city of Jamaica. It was built in the 19th century by Jamaica’s first …More

Ocho Rios, Jamaica

5.0 (2)

Devon House & Ice Cream from Ocho Rios

Devon House is a heritage site located in Kingston, the new capital city of Jamaica. It was built in the 19th century by Jamaica’s first...

6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$174

Dunns River Falls, Zipline, Bamboo Rafting & Horseback Tour

Ultimate Adventure - 4-in-1 Tour! Embark on an epic journey with 876 Adventures LLC and experience four exhilarating activities in a single day! First, conquer …More

Montego Bay, Jamaica

5.0 (2)

Dunns River Falls, Zipline, Bamboo Rafting & Horseback Tour

Ultimate Adventure - 4-in-1 Tour! Embark on an epic journey with 876 Adventures LLC and experience four exhilarating activities in a single day! First, conquer...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$100

Off Road ATV Guided Ocho Rios Tour and Shopping

This is an experience of a lifetime. Navigate the rugged and beautiful Jamaican terrain at a comfortable pace on your easy to use 4-wheel ATV …More

Ocho Rios, Jamaica

4.7 (6)

Off Road ATV Guided Ocho Rios Tour and Shopping

This is an experience of a lifetime. Navigate the rugged and beautiful Jamaican terrain at a comfortable pace on your easy to use 4-wheel ATV...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (6)

from
$150

Appleton Estate Rum Tour and Tasting from Falmouth

Go on a journey to the picturesque south coast of Jamaica on a visit to the Appleton Estate, home of the finest rum in the …More

Falmouth, Jamaica

4.5 (2)

Appleton Estate Rum Tour and Tasting from Falmouth

Go on a journey to the picturesque south coast of Jamaica on a visit to the Appleton Estate, home of the finest rum in the...

6 to 8 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$315

Shopping and Dunns River falls from Montego Bay to Ochi Rios

This tour takes us along the North Coast corridor to visit the parish of St. Ann's to enjoy some local shopping then water hike in …More

Montego Bay, Jamaica

5.0 (3)

Shopping and Dunns River falls from Montego Bay to Ochi Rios

This tour takes us along the North Coast corridor to visit the parish of St. Ann's to enjoy some local shopping then water hike in...

5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$150

Private CMV Jeep Off Roading Tour in Montserrat

Explore unique sites across our island paradise where only Jeeps wranglers can explore while enjoying the time of your life in open Jeep style. You …More

5.0 (2)

Private CMV Jeep Off Roading Tour in Montserrat

Explore unique sites across our island paradise where only Jeeps wranglers can explore while enjoying the time of your life in open Jeep style. You...

3 to 4 hours

5.0 (2)

from
$145

Fire Fly and Beach Private Tour in Ocho Rios with Pick Up

Fire Fly & Beach is a combo tour that allows you to enjoy Jamaica’s beautiful white sand beach and her rich history. Stop at Noel …More

Ocho Rios, Jamaica

5.0 (2)

Fire Fly and Beach Private Tour in Ocho Rios with Pick Up

Fire Fly & Beach is a combo tour that allows you to enjoy Jamaica’s beautiful white sand beach and her rich history. Stop at Noel...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$70

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?