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 →

Negril's 7 Mile Beach, Margaritaville and Ricks Cafe COMBO Tour

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 (2)

Negril's 7 Mile Beach, Margaritaville and Ricks Cafe COMBO Tour

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 (2)

from
$75

Lethe River Rafting Transport & Limestone Massage frm 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 (2)

Lethe River Rafting Transport & Limestone Massage frm 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...

4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$70

Falmouth Mystic from Montego Bay Luminous Lagoon Night Tour

The Luminous Lagoon in Falmouth, Jamaica is one of the few places in the world where you can witness the magical phenomenon of bioluminescence. The …More

Negril, Jamaica

5.0 (2)

Falmouth Mystic from Montego Bay Luminous Lagoon Night Tour

The Luminous Lagoon in Falmouth, Jamaica is one of the few places in the world where you can witness the magical phenomenon of bioluminescence. The...

1 hour 45 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$90

This is a cashless and hassle free day tour, that goes through the mountainous terrain of Jamaica south coast, and passes our unique pan-fried pepper …More

Montego Bay, Jamaica

4.8 (4)

Explore Montego Bay Jamaica Tour from Montego Bay to Y S Falls

This is a cashless and hassle free day tour, that goes through the mountainous terrain of Jamaica south coast, and passes our unique pan-fried pepper...

8 to 10 hours Hotel pickup offered Free Cancellation

4.8 (4)

from
$179

Private Transportation from Montego Bay to White River Tubing and Blue Hole

- Great Tour for Family - Travelers Seeking Adventure - Affordable Price for a Customized Adventure Tour - Tour Provides a Dedicated and down to …More

Montego Bay, Jamaica

5.0 (2)

Private Transportation from Montego Bay to White River Tubing and Blue Hole

- Great Tour for Family - Travelers Seeking Adventure - Affordable Price for a Customized Adventure Tour - Tour Provides a Dedicated and down to...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$98

Ricks Cafe & Negril Highlights From Montego Bay

Negril Jamaica is known as “the laid back capital of the world”. During this tour you will get visit some of Negril’s most famous spots …More

Montego Bay, Jamaica

4.3 (7)

Ricks Cafe & Negril Highlights From Montego Bay

Negril Jamaica is known as “the laid back capital of the world”. During this tour you will get visit some of Negril’s most famous spots...

5 to 6 hours Hotel pickup offered Free Cancellation

4.3 (7)

from
$55

River Tubing, Horseback Riding and Blue Hole from Montego Bay

This is a customized hassle free, on the budget day tour. Boarding from Montego Bay along the coast to Ocho Rios. Pickup from all major …More

Falmouth, Jamaica

5.0 (4)

River Tubing, Horseback Riding and Blue Hole from Montego Bay

This is a customized hassle free, on the budget day tour. Boarding from Montego Bay along the coast to Ocho Rios. Pickup from all major...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$265

This tour allows adventurous travellers to experience the beauty of the North Coast of Trinidad, beyond the typical Maracas and Las Cuevas Bay. The main …More

5.0 (2)

Private Hike Tour to Paria Waterfall

This tour allows adventurous travellers to experience the beauty of the North Coast of Trinidad, beyond the typical Maracas and Las Cuevas Bay. The main...

7 to 10 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$136

Tubing Or Kayaking River Tour in Jamaica

We provide exceptional private taxi service to travelers in Jamaica we have a record that exceeds our travelers need. Our air conditioned vehicles are in …More

Montego Bay, Jamaica

5.0 (2)

Tubing Or Kayaking River Tour in Jamaica

We provide exceptional private taxi service to travelers in Jamaica we have a record that exceeds our travelers need. Our air conditioned vehicles are in...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$180

Appleton and Y.S Falls Tour from Negril Hotels

Come discover how Appleton has been making rum for 265 years. Immerse yourself in an authentic, multi-sensory rum experience. …More

Negril, Jamaica

5.0 (2)

Appleton and Y.S Falls Tour from Negril Hotels

Come discover how Appleton has been making rum for 265 years. Immerse yourself in an authentic, multi-sensory rum experience....

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$87

Secret Falls, Blue Hole, and Horseback Riding from Ocho Rios

During this excursion, you will take a scenic drive to experience the natural, pristine beauty of Jamaica. During your tour, you will ride through the hills …More

Runaway Bay, Jamaica

4.2 (17)

Secret Falls, Blue Hole, and Horseback Riding from Ocho Rios

During this excursion, you will take a scenic drive to experience the natural, pristine beauty of Jamaica. During your tour, you will ride through the hills...

3 to 5 hours Hotel pickup offered Free Cancellation

4.2 (17)

from
$160

Benta River & Falls Private Tour From Montego Bay

Take a journey through the picturesque valleys of Westmoreland, Jamaica on route to one of the islands many hidden gems. Benta River & Falls is …More

Montego Bay, Jamaica

5.0 (4)

Benta River & Falls Private Tour From Montego Bay

Take a journey through the picturesque valleys of Westmoreland, Jamaica on route to one of the islands many hidden gems. Benta River & Falls is...

2 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$145

Rio Nuevo Bamboo Rafting In Ocho Rios Including Fee

Booking your Rio Nuevo Bamboo Rafting experience with us ensures a seamless and unforgettable adventure. With years of expertise in organizing tours and excursions, they …More

Ocho Rios, Jamaica

5.0 (2)

Rio Nuevo Bamboo Rafting In Ocho Rios Including Fee

Booking your Rio Nuevo Bamboo Rafting experience with us ensures a seamless and unforgettable adventure. With years of expertise in organizing tours and excursions, they...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$75

RastaSafari and Negril tour with French Guide

The entire tour will be in French which will hep make the connection between you and the locals. I will make sure you get the …More

Montego Bay, Jamaica

5.0 (4)

RastaSafari and Negril tour with French Guide

The entire tour will be in French which will hep make the connection between you and the locals. I will make sure you get the...

10 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$285

The 27 Waterfalls of Damajagua: this is a unique site in all of the caribbean, as it's a series of crystalline waterfalls . here you …More

5.0 (2)

Damajagua Waterfalls Adventure

The 27 Waterfalls of Damajagua: this is a unique site in all of the caribbean, as it's a series of crystalline waterfalls . here you...

4 hours Free Cancellation

5.0 (2)

from
$89

Rafting at Lethe brings a unique twist – with an experience that will be immersed in culture through Reggae music & country roads. The melodies …More

Montego Bay, Jamaica

4.5 (6)

Bamboo Rafting With foot massage

Rafting at Lethe brings a unique twist – with an experience that will be immersed in culture through Reggae music & country roads. The melodies...

3 hours Hotel pickup offered Free Cancellation

4.5 (6)

from
$49

Dwight Harvey Tours ensure the best and most anticipated tour taking you to your destination in Negril. Visitors will get to experience their vacation of …More

Lucea, Jamaica

5.0 (4)

Negril Beach & Rick's Cafe Tour

Dwight Harvey Tours ensure the best and most anticipated tour taking you to your destination in Negril. Visitors will get to experience their vacation of...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$40

Private African-Taino Food Tasting & Historic Old San Juan Tour

First we will take you to Old San Juan where you will stroll through the city including the Capitol Building Grounds, the Walkway of the …More

5.0 (3)

Private African-Taino Food Tasting & Historic Old San Juan Tour

First we will take you to Old San Juan where you will stroll through the city including the Capitol Building Grounds, the Walkway of the...

5 hours Free Cancellation

5.0 (3)

from
$225

Tropical Rainforest Wonders Full Day Experience from San Juan

Join us on the ultimate off-the-beaten-path Rain & Cloud forest and nature lover's experience in Puerto Rico: our full-day to Toro Negro and Tres Picachos …More

5.0 (3)

Tropical Rainforest Wonders Full Day Experience from San Juan

Join us on the ultimate off-the-beaten-path Rain & Cloud forest and nature lover's experience in Puerto Rico: our full-day to Toro Negro and Tres Picachos...

8 hours Free Cancellation

5.0 (3)

from
$305

Private Blue Hole Mineral Spring Tour From Montego Bay

Experience the thrill of jumping off the cliff (or climb down a ladder) 22 ft. to swim in Blue Hole's cool mineral water reputed to …More

Montego Bay, Jamaica

5.0 (2)

Private Blue Hole Mineral Spring Tour From Montego Bay

Experience the thrill of jumping off the cliff (or climb down a ladder) 22 ft. to swim in Blue Hole's cool mineral water reputed to...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$138

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?

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

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?