Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Private Eleuthera Island: Swim With Pigs, Turtles & Stingrays Private Exuma Cays Day: Iguana, Shark, Pigs, Sandbar & Lunch 5-Day Private Tour in The Bahamas with Pickup Yacht YES DARLING - Private Boat St Martin, St Barth & Anguilla St Martin Gd-Case, Private Romantic Cruise 4 days View all Tours with Instant Confirmation →

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 →

Guided Hike with Miniature Donkeys to a Secluded Beach

Explore the beauty of nature on a unique guided hike that combines adventure with simply stunning gorgeousness. Led by a knowledgeable local guide, this two-hour …More

5.0 (7)

Guided Hike with Miniature Donkeys to a Secluded Beach

Explore the beauty of nature on a unique guided hike that combines adventure with simply stunning gorgeousness. Led by a knowledgeable local guide, this two-hour...

2 hours Free Cancellation

5.0 (7)

from
$75

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

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

Eco-Tour (Konoko Falls & Fern Gully- from Ocho Rios

The Eco-Tour will give you experience of a lifetime, with this nature Konoko Falls and Park and Fern Gully. At Konoko Falls and Park, you will …More

Ocho Rios, Jamaica

5.0 (2)

Eco-Tour (Konoko Falls & Fern Gully- from Ocho Rios

The Eco-Tour will give you experience of a lifetime, with this nature Konoko Falls and Park and Fern Gully. At Konoko Falls and Park, you will...

1 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$75

Shop til' you drop in Ocho Rios!! Come and experience more of our culture as you shop till you drop during a visit to our …More

Runaway Bay, Jamaica

5.0 (2)

Shopping Tour From Runaway Bay Hotels

Shop til' you drop in Ocho Rios!! Come and experience more of our culture as you shop till you drop during a visit to our...

3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$75

Booking your Luminous Lagoon tour with Premier Transfers and Tours offers a host of advantages. Firstly, they provide professional and knowledgeable guides who will enhance …More

Montego Bay, Jamaica

5.0 (2)

Luminous Lagoon Night Tour

Booking your Luminous Lagoon tour with Premier Transfers and Tours offers a host of advantages. Firstly, they provide professional and knowledgeable guides who will enhance...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$75

Jamaica Negril Beach & Ricks Cafe from Montego Bay or Falmouth

Visit Negril's Seven-Mile Beach and Ricks Cafe with this small-group tour from Montego Bay. You'll start with being at the famous beach, where you can …More

Trelawny, Jamaica

5.0 (2)

Jamaica Negril Beach & Ricks Cafe from Montego Bay or Falmouth

Visit Negril's Seven-Mile Beach and Ricks Cafe with this small-group tour from Montego Bay. You'll start with being at the famous beach, where you can...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$75

Private Luminous Lagoon Tour from Montego Bay

Let's take a night tour from Montego Bay to Falmouth Trelawny, there you will find the the glistening waters, the Luminous Lagoon. After the great …More

Montego Bay, Jamaica

5.0 (2)

Private Luminous Lagoon Tour from Montego Bay

Let's take a night tour from Montego Bay to Falmouth Trelawny, there you will find the the glistening waters, the Luminous Lagoon. After the great...

2 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$75

Bob Marley Nine Mile Museum Tour Ocho Rios from Montego Bay

Get ready for an unforgettable experience with the Bob Marley Nine Miles Tour in St. Ann, Jamaica! This tour takes you to the legendary birthplace …More

Montego Bay, Jamaica

5.0 (2)

Bob Marley Nine Mile Museum Tour Ocho Rios from Montego Bay

Get ready for an unforgettable experience with the Bob Marley Nine Miles Tour in St. Ann, Jamaica! This tour takes you to the legendary birthplace...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$75

Private Sightseeing and Shopping Tour at Montego Bay

This tour is the best of both worlds taking a tour through Montego Bay visiting Sam Sharpe Square learning the history of the town, The …More

Montego Bay, Jamaica

5.0 (1)

Private Sightseeing and Shopping Tour at Montego Bay

This tour is the best of both worlds taking a tour through Montego Bay visiting Sam Sharpe Square learning the history of the town, The...

2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$75

Private Negril day tour and Ricks Cafe from Montego Bay Area

Head to the picturesque town of Negril from Montego Bay on this guided all-day tour. Along the way to Negril , learn about different points …More

Negril, Jamaica

5.0 (1)

Private Negril day tour and Ricks Cafe from Montego Bay Area

Head to the picturesque town of Negril from Montego Bay on this guided all-day tour. Along the way to Negril , learn about different points...

1 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$75

Nightlife in Montego Bay Lounge 2727 Club Elevate Pier 1

In this city, night life comes alive. Having the Caribbean's liveliest party scenes, Montego Bay hosts clubs such as Pier 1 Lounge 27/27, Club Elevate …More

Montego Bay, Jamaica

5.0 (1)

Nightlife in Montego Bay Lounge 2727 Club Elevate Pier 1

In this city, night life comes alive. Having the Caribbean's liveliest party scenes, Montego Bay hosts clubs such as Pier 1 Lounge 27/27, Club Elevate...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$75

Montego Bay Night Life Lounge 27/27 Pier One and Taboo

As you step into the vibrant ambiance of the Lounge 2727, Taboo and Pier One in Montego Bay, you'll be welcomed by the infectious beats …More

Montego Bay, Jamaica

5.0 (1)

Montego Bay Night Life Lounge 27/27 Pier One and Taboo

As you step into the vibrant ambiance of the Lounge 2727, Taboo and Pier One in Montego Bay, you'll be welcomed by the infectious beats...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$75

Dunns River Falls Private Hiking Tour from Ocho Rios

The experience of the Dunn's River Falls is a must. You will be hiking a mountain as the cool spring water flows towards you as …More

Ocho Rios, Jamaica

4.0 (1)

Dunns River Falls Private Hiking Tour from Ocho Rios

The experience of the Dunn's River Falls is a must. You will be hiking a mountain as the cool spring water flows towards you as...

2 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$75

Come and not only dream of a paradise, give yourself the opportunity to live in it. The enchanting Isla Saona is your dream come true. …More

Punta Cana, Dominican Republic

3.7 (3)

Full day - Saona Island from punta cana

Come and not only dream of a paradise, give yourself the opportunity to live in it. The enchanting Isla Saona is your dream come true....

8 hours 30 minutes Free Cancellation

3.7 (3)

from
$75

Irie Blue Hole is a must experience when visiting Jamaica. Travel in a private vehicle from your Montego Bay hotel through the neighboring community of …More

Montego Bay, Jamaica

3.0 (2)

Irie Blue Hole and Secret Falls Tours

Irie Blue Hole is a must experience when visiting Jamaica. Travel in a private vehicle from your Montego Bay hotel through the neighboring community of...

4 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$75

Get to know the ancient and modern city! Get to know the Old and modern City! Taste flavors of typical foods- fruits, drinks, rum cake, …More

Explore and Taste Nassau

Get to know the ancient and modern city! Get to know the Old and modern City! Taste flavors of typical foods- fruits, drinks, rum cake,...

4 hours Free Cancellation

from
$75

Glistening Bioluminescent Waters and Dinner at Jerk hut

Take a dip or boat ride at Bioluminescent Blue Lagoon. Then take a trip to the most authentic rustic local food hotspot where you get …More

Trelawny, Jamaica

5.0 (3)

Glistening Bioluminescent Waters and Dinner at Jerk hut

Take a dip or boat ride at Bioluminescent Blue Lagoon. Then take a trip to the most authentic rustic local food hotspot where you get...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$75

Colonial Santo Domingo and hidden natural beauties City Tour

We will take you to the 15th-century Santo Domingo called Zona Colonial, where we will visit unique locations for photos and enter some of the …More

4.5 (8)

Colonial Santo Domingo and hidden natural beauties City Tour

We will take you to the 15th-century Santo Domingo called Zona Colonial, where we will visit unique locations for photos and enter some of the...

3 to 4 hours Hotel pickup offered Free Cancellation

4.5 (8)

from
$75

Blue Hole Mineral Spring Private Tour With Ricks Cafe

This is a unique tour. A tour that move at easy peace and is not rushed. You are picked up in the comfort of your …More

Montego Bay, Jamaica

5.0 (1)

Blue Hole Mineral Spring Private Tour With Ricks Cafe

This is a unique tour. A tour that move at easy peace and is not rushed. You are picked up in the comfort of your...

5 to 7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$74

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?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?