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 →

Rick's Cafe and Seven Mile Beach Private Transportation

Experience the best of Negril on this unforgettable trip to Seven Mile Beach and the iconic Rick’s Café! Start with a scenic coastal drive before …More

Montego Bay, Jamaica

5.0 (2)

Rick's Cafe and Seven Mile Beach Private Transportation

Experience the best of Negril on this unforgettable trip to Seven Mile Beach and the iconic Rick’s Café! Start with a scenic coastal drive before...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$62

Blue Hole and Dunn's River Falls Tour from MontegoBay or Falmouth

Combine stops at two of Jamaica's top natural attractions—Dunn's River Falls and the Blue Hole—in a single tour from Montego Bay. With all transportation provided, …More

Trelawny, Jamaica

5.0 (2)

Blue Hole and Dunn's River Falls Tour from MontegoBay or Falmouth

Combine stops at two of Jamaica's top natural attractions—Dunn's River Falls and the Blue Hole—in a single tour from Montego Bay. With all transportation provided,...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$65

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

Day Trip to Bob Marley Nine Mile from Montego Bay or Falmouth

Visit the birthplace and hometown of reggae legend Bob Marley during this day trip. Explore the remote village of Nine Miles, located in St. Ann …More

Montego Bay, Jamaica

5.0 (2)

Day Trip to Bob Marley Nine Mile from Montego Bay or Falmouth

Visit the birthplace and hometown of reggae legend Bob Marley during this day trip. Explore the remote village of Nine Miles, located in St. Ann...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$68

Kingston Reggae Tour: Marley Museum, Trench Town & Devon House

Dive deep into the heart of reggae history and the life of the legendary Bob Marley by booking this unforgettable tour. Visit **Tuff Gong Recording …More

Kingston, Jamaica

5.0 (2)

Kingston Reggae Tour: Marley Museum, Trench Town & Devon House

Dive deep into the heart of reggae history and the life of the legendary Bob Marley by booking this unforgettable tour. Visit **Tuff Gong Recording...

4 hours Free Cancellation

5.0 (2)

from
$260

Full-Day Charter Virgin Gorda British Virgin Islands

Embark on the "Full-Day Charter in Virgin Gorda" with Grandeur Charters BVI, cruising aboard the elegant 48ft Cranchi Atlantique monohull yacht, Aqua Symphony. Your luxury …More

Tortola, British Virgin Islands

5.0 (2)

Full-Day Charter Virgin Gorda British Virgin Islands

Embark on the "Full-Day Charter in Virgin Gorda" with Grandeur Charters BVI, cruising aboard the elegant 48ft Cranchi Atlantique monohull yacht, Aqua Symphony. Your luxury...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$5,000

Luminous Lagoon and Glistening Water Tour from Montego Bay

*Private Tours from Montego Bay guarantee the best and most anticipated tour journey, taking on some of the top destination spots such as Luminous Lagoon. …More

Montego Bay, Jamaica

5.0 (2)

Luminous Lagoon and Glistening Water Tour from Montego Bay

*Private Tours from Montego Bay guarantee the best and most anticipated tour journey, taking on some of the top destination spots such as Luminous Lagoon....

1 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$41

We will await for you at the Cruise Port Main Gate, shuttle you to company, quick run down on the wrangler usage, and give you …More

5.0 (2)

Private Jeep Wrangler island Tour

We will await for you at the Cruise Port Main Gate, shuttle you to company, quick run down on the wrangler usage, and give you...

3 to 5 hours Free Cancellation

5.0 (2)

from
$320

Some people want something simple but yet seem like they have done it all. We pick the best spots for our tours. Get your cameras …More

Choc, St Lucia

5.0 (2)

St Lucia Panoramic Views

Some people want something simple but yet seem like they have done it all. We pick the best spots for our tours. Get your cameras...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$87

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

Mystic Luminous Lagoon Private Tour with Transportation

Starting daily at sunset, our famous Luminous Lagoon you will see things that will make you appreciate the beauty Mother Nature. As the boat start …More

Montego Bay, Jamaica

5.0 (2)

Mystic Luminous Lagoon Private Tour with Transportation

Starting daily at sunset, our famous Luminous Lagoon you will see things that will make you appreciate the beauty Mother Nature. As the boat start...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$121

This tour is a great way to see the Island [especially the eastern end] as you will be traveling from the far western end to …More

5.0 (2)

Sightseeing Shopping and Beach Tour

This tour is a great way to see the Island [especially the eastern end] as you will be traveling from the far western end to...

8 hours 30 minutes Free Cancellation

5.0 (2)

from
$119

This is a perfect opportunity to learn more about the Jamaican cultural and experience the real jamaica and understand how the local live and their …More

Negril, Jamaica

5.0 (2)

Negril Country Side Tour & Rick's Cafe

This is a perfect opportunity to learn more about the Jamaican cultural and experience the real jamaica and understand how the local live and their...

5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$41

e-Scavenger hunt by car or scooter: 'Explore the Rincon Valley'

Looking for something to do in Rincon Bonaire? Not too long and not too strenuous? Then this fun car or scooter scavenger hunt is the …More

5.0 (2)

e-Scavenger hunt by car or scooter: 'Explore the Rincon Valley'

Looking for something to do in Rincon Bonaire? Not too long and not too strenuous? Then this fun car or scooter scavenger hunt is the...

3 to 4 hours Free Cancellation

5.0 (2)

from
$35

Bamboo Rafting and Limestone Foot Massage Private Tour

This River Rafting Adventure is located in the cool hills of Lethe, Take a journey in the rural parts of Montego Bay Jamaica and rap …More

Montego Bay, Jamaica

5.0 (2)

Bamboo Rafting and Limestone Foot Massage Private Tour

This River Rafting Adventure is located in the cool hills of Lethe, Take a journey in the rural parts of Montego Bay Jamaica and rap...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$125

Private Full Day Blue Hole and Dunns River Shore Excursion from Falmouth

Enjoy this 8 hour private shore excursion from your cruise port in Falmouth. Spend the day climbing water falls and interacting with nature followed by lunch …More

Trelawny, Jamaica

5.0 (2)

Private Full Day Blue Hole and Dunns River Shore Excursion from Falmouth

Enjoy this 8 hour private shore excursion from your cruise port in Falmouth. Spend the day climbing water falls and interacting with nature followed by lunch...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$129

Immerse yourself in the unforgettable allure of Anguilla on your private boat, a day that will linger in your memory. Let Pierre be your expert …More

5.0 (2)

Anguilla Private Yacht Charter Tour

Immerse yourself in the unforgettable allure of Anguilla on your private boat, a day that will linger in your memory. Let Pierre be your expert...

8 hours Free Cancellation

5.0 (2)

from
$3,766

Horseback Ride/Swim, Blue Hole Falls, Bamboo Rafting, Rick's Cafe

PLEASE NOTE: THIS TOUR LASTED FOR 2 DAÝS, ( Day 1: Horseback Riding/Swim & Blue Hole Falls , Day 2: Lethe River Bamboo Rafting & …More

Lucea, Jamaica

5.0 (2)

Horseback Ride/Swim, Blue Hole Falls, Bamboo Rafting, Rick's Cafe

PLEASE NOTE: THIS TOUR LASTED FOR 2 DAÝS, ( Day 1: Horseback Riding/Swim & Blue Hole Falls , Day 2: Lethe River Bamboo Rafting &...

2 days Hotel pickup offered Free Cancellation

5.0 (2)

from
$460

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

Dunns River Falls and Zipline Adventure from Kingston

Entry fee is included! Embark on an exciting journey to one of Jamaica’s national treasures – Dunn’s River Falls! Experience the beauty of the beach, …More

Kingston, Jamaica

5.0 (2)

Dunns River Falls and Zipline Adventure from Kingston

Entry fee is included! Embark on an exciting journey to one of Jamaica’s national treasures – Dunn’s River Falls! Experience the beauty of the beach,...

5 hours Free Cancellation

5.0 (2)

from
$275

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?