Top Caribbean Private Sightseeing Tours

Q: 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: Explorer's Choice: Grenada Private Half Day Island Tour Private Tour Ocho Rios or Runaway Bay Bob Marley Nine Mile 2 Tank Guided Shore Dive in Curacao Puerto Plata Private Tour: Umbrella St, Rum, Fortress St. Kitts Scenic Island Tours for private groups

Q: 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: San Juan’s Historic Streets Audio Guided Walking Tour Montego Bay Private Hotel & Airport Transfer – MBJ Historical attractions of Alexander Hamillton Mother's Gravesite Ricks Cafe Negril and 7 Mile Beach Day Trip Montego Bay Shopping View all kid-friendly Tours →

Q: I need a ride! Which Caribbean Private Sightseeing Tours have Hotel Pickup?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Private Airport Transfers Roundtrip Punta Cana Hotels Souvenir Shopping Tour in Punta Cana. Transportation Included Great River Raft and Full Limestone body Massage In Montego Bay Ricks Cafe Negril and 7 Mile Beach Day Trip Punta Cana Shopping 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 →

Montego Bay Highlights Tour from Montego Bay

Immerse yourself in the vibrant culture and hospitality of the Jamaican people as we explore the charming residential communities and witness the authentic lifestyle of …More

Montego Bay, Jamaica

5.0 (29)

Montego Bay Highlights Tour from Montego Bay

Immerse yourself in the vibrant culture and hospitality of the Jamaican people as we explore the charming residential communities and witness the authentic lifestyle of...

4 hours Hotel pickup offered Free Cancellation

5.0 (29)

from
$45

Bob Marley Mausoleum Nine Mile Tour from Montego Bay

Learn about the reggae legend Bob Marley at Nine Miles Reggae Land. Get to know his family history and experiences throughout his life. Our drivers …More

Montego Bay, Jamaica

5.0 (8)

Bob Marley Mausoleum Nine Mile Tour from Montego Bay

Learn about the reggae legend Bob Marley at Nine Miles Reggae Land. Get to know his family history and experiences throughout his life. Our drivers...

5 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$45

Punta Cana Higuey Cultural City Tour PRIVATE

With Aubain Tours Come to Explorer Higüey in the Dominican Republic and discover hiden gems and our local culture, historical architecture, and tobacco production. Visit …More

Punta Cana, Dominican Republic

4.4 (9)

Punta Cana Higuey Cultural City Tour PRIVATE

With Aubain Tours Come to Explorer Higüey in the Dominican Republic and discover hiden gems and our local culture, historical architecture, and tobacco production. Visit...

4 to 6 hours Hotel pickup offered Free Cancellation

4.4 (9)

from
$46

Montego Bay Bamboo Rafting and Hip Strip Private Tour

Escape the hotel for a few hours in Montego Bay and relax on this private Great River tour. Your driver will pick you up at …More

Montego Bay, Jamaica

4.0 (2)

Montego Bay Bamboo Rafting and Hip Strip Private Tour

Escape the hotel for a few hours in Montego Bay and relax on this private Great River tour. Your driver will pick you up at...

3 hours 10 minutes Hotel pickup offered Free Cancellation

4.0 (2)

from
$46

7 Passenger air condition modern van or 24 seat air condition bus (10 people minimum to book bus) FREE SAMPLES, Native appetisers, and beverages, FREE …More

5.0 (6)

Nassau City Tour

7 Passenger air condition modern van or 24 seat air condition bus (10 people minimum to book bus) FREE SAMPLES, Native appetisers, and beverages, FREE...

1 hour 45 minutes Hotel pickup offered Free Cancellation

5.0 (6)

from
$46

Nine Mile Bob Marley Mausoleum Transportation [ Birthplace ]

Bob Marley's resting place is where the singer spent his early years, and his simple marble tomb is genuinely moving. the home where Bob Marley …More

Montego Bay, Jamaica

4.8 (39)

Nine Mile Bob Marley Mausoleum Transportation [ Birthplace ]

Bob Marley's resting place is where the singer spent his early years, and his simple marble tomb is genuinely moving. the home where Bob Marley...

5 to 6 hours Hotel pickup offered Free Cancellation

4.8 (39)

from
$47

"Discover the hidden gems and unforgettable stories of Puerto Plata on this one-of-a-kind tour! Whether you're a history buff, a culture enthusiast, or just looking …More

Puerto Plata, Dominican Republic

5.0 (118)

Guided Puerto Plata City Tour

"Discover the hidden gems and unforgettable stories of Puerto Plata on this one-of-a-kind tour! Whether you're a history buff, a culture enthusiast, or just looking...

4 hours Free Cancellation

5.0 (118)

from
$47

Luminous Lagoon Tour from Montego Bay ( Glistening Waters)

Luminous Lagoon is a natural phenomal that should be on your bucket list as one of the best things to do in Jamaica. Located in …More

Falmouth, Jamaica

4.4 (23)

Luminous Lagoon Tour from Montego Bay ( Glistening Waters)

Luminous Lagoon is a natural phenomal that should be on your bucket list as one of the best things to do in Jamaica. Located in...

2 to 3 hours Hotel pickup offered Free Cancellation

4.4 (23)

from
$47

Dwight Harvey Tour provides the most anticipated tour journey, taking on some of the top destination spots such as dunns river falls in St.Ann at the most …More

Trelawny, Jamaica

4.8 (4)

Dunns River Falls Private Day Tour

Dwight Harvey Tour provides the most anticipated tour journey, taking on some of the top destination spots such as dunns river falls in St.Ann at the most...

3 to 4 hours Hotel pickup offered Free Cancellation

4.8 (4)

from
$47

Private Buggy Tour in Punta Cana: Cenote and Beach

Feel the adrenaline driving your own off-road buggy on a 100% private and intimate adventure for your group. Explore rural trails surrounded by tropical nature …More

Punta Cana, Dominican Republic

5.0 (1)

Private Buggy Tour in Punta Cana: Cenote and Beach

Feel the adrenaline driving your own off-road buggy on a 100% private and intimate adventure for your group. Explore rural trails surrounded by tropical nature...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$47

Private Martha Brae River Rafting Tour from Montego Bay

If you want a few hours just to relax and refresh your self this is the perfect tour for you. Come enjoy this scenic ride …More

Montego Bay, Jamaica

4.8 (24)

Private Martha Brae River Rafting Tour from Montego Bay

If you want a few hours just to relax and refresh your self this is the perfect tour for you. Come enjoy this scenic ride...

2 to 3 hours Hotel pickup offered Free Cancellation

4.8 (24)

from
$47

Negril 7 Miles Beach, Ricks Cafe and Shopping

This tour allows guest to do shopping and interact with locals and experience beautiful western Jamaica sunset while being entertainment. Guest will have their entire …More

Montego Bay, Jamaica

5.0 (4)

Negril 7 Miles Beach, Ricks Cafe and Shopping

This tour allows guest to do shopping and interact with locals and experience beautiful western Jamaica sunset while being entertainment. Guest will have their entire...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$48

This tour offer you a little of ever thing you would like to see in a short excursion in a few hours of the day …More

Montego Bay, Jamaica

5.0 (164)

The AMAZING Montego Bay Tour

This tour offer you a little of ever thing you would like to see in a short excursion in a few hours of the day...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (164)

from
$48

Treat yourself to a day in paradise with a scenic drive along Jamaica’s coastline to Negril, home of the world-famous Seven Mile Beach. Sink your …More

Montego Bay, Jamaica

5.0 (22)

Negril 7 Mile Beach and Rick's Cafe Tour From Montego Bay Jamaica

Treat yourself to a day in paradise with a scenic drive along Jamaica’s coastline to Negril, home of the world-famous Seven Mile Beach. Sink your...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (22)

from
$48

Private Van Beach hopping 3 hours tour (AC) customizable

*** minimum 7 persons per booking*** Discover the best of Curacao with our personalized minivan tours. Ride in comfort with our 11-passenger, air-conditioned minivan as …More

Willemstad, Curacao

4.4 (14)

Private Van Beach hopping 3 hours tour (AC) customizable

*** minimum 7 persons per booking*** Discover the best of Curacao with our personalized minivan tours. Ride in comfort with our 11-passenger, air-conditioned minivan as...

3 hours Hotel pickup offered Free Cancellation

4.4 (14)

from
$48

* New Product *Private Island Cruiser (10) persons tour 3 Hours

*** Minimum 7 persons per booking *** This tour is private and customizable You may pick your stops in advance so we can customize the …More

Willemstad, Curacao

5.0 (5)

* New Product *Private Island Cruiser (10) persons tour 3 Hours

*** Minimum 7 persons per booking *** This tour is private and customizable You may pick your stops in advance so we can customize the...

3 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$48

Private Bob Marley's Resting place, Dunn's River and shopping

When traveling with Oe Tours there is no rush to our services. We try our best to make our customers as comfortable as possible. We …More

Runaway Bay, Jamaica

5.0 (4)

Private Bob Marley's Resting place, Dunn's River and shopping

When traveling with Oe Tours there is no rush to our services. We try our best to make our customers as comfortable as possible. We...

4 to 7 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$48

Port of Spain Private Walking Tour with a Local

Skip the standard sightseeing tour and discover Port of Spain through the eyes of a local. With Lokafy, every tour is private, unscripted, and personalized …More

3.7 (3)

Port of Spain Private Walking Tour with a Local

Skip the standard sightseeing tour and discover Port of Spain through the eyes of a local. With Lokafy, every tour is private, unscripted, and personalized...

2 to 6 hours Free Cancellation

3.7 (3)

from
$48

Beach Day in Negril & Ricks Cafe Experience

Lets journey to one of Jamaica top destination spots, Negril Beach & Ricks Cafe. The anticipated fun goes beyond expectation from beautiful sight seeings while …More

Montego Bay, Jamaica

3.0 (2)

Beach Day in Negril & Ricks Cafe Experience

Lets journey to one of Jamaica top destination spots, Negril Beach & Ricks Cafe. The anticipated fun goes beyond expectation from beautiful sight seeings while...

6 to 8 hours Hotel pickup offered Free Cancellation

3.0 (2)

from
$48

Seven Mile Beach and Ricks Cafe Private Tour.

Among the most beautiful beaches in Jamaica, Seven mile beach is a shining star. Powdery white sand, crystal clear water and loads of watersports set …More

Montego Bay, Jamaica

5.0 (6)

Seven Mile Beach and Ricks Cafe Private Tour.

Among the most beautiful beaches in Jamaica, Seven mile beach is a shining star. Powdery white sand, crystal clear water and loads of watersports set...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$49

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?

Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include:

View all Tours with 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?