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 →

Private Swimming Pig Beach Day of 50ft or 33ft Boat 1-10 Guests

Our Private Pigs option gives you the pigs to yourself. No large groups getting the way! We reserve a private 45 min session with pig …More

5.0 (1)

Private Swimming Pig Beach Day of 50ft or 33ft Boat 1-10 Guests

Our Private Pigs option gives you the pigs to yourself. No large groups getting the way! We reserve a private 45 min session with pig...

6 hours Free Cancellation

5.0 (1)

from
$4,400

Gardens and Nature Chauffeur Adventures St. Lucia

Embark on a breathtaking journey to the lush Gardens of the South in St. Lucia with Island Chauffeur Taxi Tours, where natural beauty and tranquility …More

Soufriere, St Lucia

5.0 (1)

Gardens and Nature Chauffeur Adventures St. Lucia

Embark on a breathtaking journey to the lush Gardens of the South in St. Lucia with Island Chauffeur Taxi Tours, where natural beauty and tranquility...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$110

Montego Bay ATV Tour with private Transportation and Lunch Stop

Get ready for an unforgettable Jamaican adventure! Experience the excitement of an ATV off-road ride as you explore the rugged countryside and scenic hills of …More

Montego Bay, Jamaica

5.0 (1)

Montego Bay ATV Tour with private Transportation and Lunch Stop

Get ready for an unforgettable Jamaican adventure! Experience the excitement of an ATV off-road ride as you explore the rugged countryside and scenic hills of...

2 hours 20 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$180

Three Beach Hopping Family Motorboat day

Cruise the coastline of both Dutch and French St. Maarten on a three-beach multigenerational, family adventure by intimate Motorboat for your private group. Listen to …More

Grand Case, St Maarten

5.0 (1)

Three Beach Hopping Family Motorboat day

Cruise the coastline of both Dutch and French St. Maarten on a three-beach multigenerational, family adventure by intimate Motorboat for your private group. Listen to...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$3,500

Cigar Rolling Lesson and Wine Blending Class

Remember your time in the Bahamas with your own unique wine blend, corked and labeled by you as well as a cigar rolled with your …More

Nassau, Bahamas

5.0 (1)

Cigar Rolling Lesson and Wine Blending Class

Remember your time in the Bahamas with your own unique wine blend, corked and labeled by you as well as a cigar rolled with your...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$436

Private Guided Tour: Unveiling Old San Juan's History

We provide a guaranteed private tour of Old San Juan and it´s vicinities in our luxury Audi SUV. Our guides are professional historians, who have …More

5.0 (1)

Private Guided Tour: Unveiling Old San Juan's History

We provide a guaranteed private tour of Old San Juan and it´s vicinities in our luxury Audi SUV. Our guides are professional historians, who have...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$462

At Trust Tours Jamaica, we offer the best cruise ship excursions in Montego Bay by combining authentic Jamaican experiences with top-notch service and safety. What …More

Negril, Jamaica

5.0 (1)

Cruise Ship Excursion in Montego Bay

At Trust Tours Jamaica, we offer the best cruise ship excursions in Montego Bay by combining authentic Jamaican experiences with top-notch service and safety. What...

3 to 11 hours Free Cancellation

5.0 (1)

from
$26

4 Hours Private Night Life Experience in Montego Bay

Ready for an unforgettable night out in Montego Bay? Book with us and let our team of experienced city natives guide you through the vibrant …More

Montego Bay, Jamaica

5.0 (1)

4 Hours Private Night Life Experience in Montego Bay

Ready for an unforgettable night out in Montego Bay? Book with us and let our team of experienced city natives guide you through the vibrant...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$66

Leave your worries on dry land and escape to the laid-back seclusion of Jamaica’s Pelican Bar, a rustic chill spot on stilts surrounded by the …More

Montego Bay, Jamaica

5.0 (1)

Pelican Bar Private Tour

Leave your worries on dry land and escape to the laid-back seclusion of Jamaica’s Pelican Bar, a rustic chill spot on stilts surrounded by the...

5 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$97

Zipline, YS Falls & Pelican Bar Private Tour From Montego Bay

The many attractions on the South Coast of Jamaica are demurely tucked away in the sleepy countryside towns of Westmoreland and St. Elizabeth. This is …More

Black River, Jamaica

5.0 (1)

Zipline, YS Falls & Pelican Bar Private Tour From Montego Bay

The many attractions on the South Coast of Jamaica are demurely tucked away in the sleepy countryside towns of Westmoreland and St. Elizabeth. This is...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$133

Private transportation from Montego Bay to Black River Safari and Pelican Bar

Expect the best Private and Customize Tour to South Coast from Montego Bay. Absorb the mystic experience on a private guided tour along the south …More

Montego Bay, Jamaica

5.0 (1)

Private transportation from Montego Bay to Black River Safari and Pelican Bar

Expect the best Private and Customize Tour to South Coast from Montego Bay. Absorb the mystic experience on a private guided tour along the south...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$111

Private Tour to YS Falls, Appleton Rum Tour and Pelican Bar from Montego Bay

Take a ride through the mountains and over to Jamaica’s scenic South Coast to one of Jamaica’s most beautiful and spectacular waterfalls; the YS Falls. …More

Montego Bay, Jamaica

5.0 (1)

Private Tour to YS Falls, Appleton Rum Tour and Pelican Bar from Montego Bay

Take a ride through the mountains and over to Jamaica’s scenic South Coast to one of Jamaica’s most beautiful and spectacular waterfalls; the YS Falls....

10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$295

Black River Safari/YS Falls plus Floyd's Pelican Bar Private Tour

Soak up the island vibes along Jamaica’s South Coast on this personalized excursion from your resort—a great choice for first-time visitors or those with limited …More

Montego Bay, Jamaica

5.0 (1)

Black River Safari/YS Falls plus Floyd's Pelican Bar Private Tour

Soak up the island vibes along Jamaica’s South Coast on this personalized excursion from your resort—a great choice for first-time visitors or those with limited...

6 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$122

Experience the beauty of snorkeling in Jamaica, dive into-crystal clear water turquoise waters and explore colorful coral reefs fill with tropical fish. Whether you visited …More

Montego Bay, Jamaica

5.0 (1)

Snorkeling Water Activity In Montego Bay Jamaica

Experience the beauty of snorkeling in Jamaica, dive into-crystal clear water turquoise waters and explore colorful coral reefs fill with tropical fish. Whether you visited...

2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$125

Private YS Falls and Black River Safari from Montego Bay and Grand Palladium

Explore the South Coast of Jamaica on this private, full-day tour from Montego Bay and the Grand Palladium. This scenic sightseeing adventure travels to the …More

Montego Bay, Jamaica

5.0 (1)

Private YS Falls and Black River Safari from Montego Bay and Grand Palladium

Explore the South Coast of Jamaica on this private, full-day tour from Montego Bay and the Grand Palladium. This scenic sightseeing adventure travels to the...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$247

Rick's Cafe seven mile beach private tour

Come feel alright with all that Jamaica has to offer! Our guides will bring a peace of mind as we are committed to creating a …More

Lucea, Jamaica

5.0 (1)

Rick's Cafe seven mile beach private tour

Come feel alright with all that Jamaica has to offer! Our guides will bring a peace of mind as we are committed to creating a...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$110

Cruise Ship passengers: From ocho rios pier to Bob Marley museum

Step into the heart of reggae history at the Bob Marley Museum in Kingston, Jamaica, where the spirit of the legendary Bob Marley lives on! …More

Ocho Rios, Jamaica

5.0 (1)

Cruise Ship passengers: From ocho rios pier to Bob Marley museum

Step into the heart of reggae history at the Bob Marley Museum in Kingston, Jamaica, where the spirit of the legendary Bob Marley lives on!...

4 hours Free Cancellation

5.0 (1)

from
$240

Come out and experience what nature has to show you at this remarkable spot, where you will witness a phenomenon that only occurs in certain …More

Montego Bay, Jamaica

5.0 (1)

Luminous Lagoon Tour from Montego Bay

Come out and experience what nature has to show you at this remarkable spot, where you will witness a phenomenon that only occurs in certain...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$95

Dunns River Falls Private Tour with Transportation + Ticket

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

Trelawny, Jamaica

5.0 (1)

Dunns River Falls Private Tour with Transportation + Ticket

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

1 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$80

Negril Beach Experience and Rick's Café Combo Tour Negril

Your day trip starts with pickup from your hotel. On the stress-free drive to Negril, soak up scenic views along the coast. Tell your driver …More

Montego Bay, Jamaica

5.0 (1)

Negril Beach Experience and Rick's Café Combo Tour Negril

Your day trip starts with pickup from your hotel. On the stress-free drive to Negril, soak up scenic views along the coast. Tell your driver...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$119

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?