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 →

Flavors of Bonaire, Local Snacks/Pub Tour

Join us for an unforgettable Food & Drink journey through the town of Kralendijk. This local food and drink tour will take you off the …More

5.0 (3)

Flavors of Bonaire, Local Snacks/Pub Tour

Join us for an unforgettable Food & Drink journey through the town of Kralendijk. This local food and drink tour will take you off the...

3 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$100

Falmouth Private Van Sightseeing Transport

Explore Falmouth, Jamaica with a private driver and van which you can hire for a full-day or half-day. The vans can hold a capacity of …More

Trelawny, Jamaica

5.0 (3)

Falmouth Private Van Sightseeing Transport

Explore Falmouth, Jamaica with a private driver and van which you can hire for a full-day or half-day. The vans can hold a capacity of...

6 hours Free Cancellation

5.0 (3)

from
$507

Bob Marley Nine Mile Sightseeing Tour from Ocho Rios

Our Bob Marley Nine Mile Excursion is a tour for die-hard Bob Marley fans and for those seeking a better understanding of a young man …More

Kingston, Jamaica

5.0 (3)

Bob Marley Nine Mile Sightseeing Tour from Ocho Rios

Our Bob Marley Nine Mile Excursion is a tour for die-hard Bob Marley fans and for those seeking a better understanding of a young man...

6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$110

Private Group Tour: Blue Hole, Dunn’s River, & ATV Experience

Experience the best of Jamaica with all entry fees included! Your private adventure includes: • ATV rides on scenic trails, offering thrilling off-road excitement amidst …More

Montego Bay, Jamaica

5.0 (3)

Private Group Tour: Blue Hole, Dunn’s River, & ATV Experience

Experience the best of Jamaica with all entry fees included! Your private adventure includes: • ATV rides on scenic trails, offering thrilling off-road excitement amidst...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$300

White River Tubing and Ocho Rios Private Tour with Hotel pickup

White River Calypso Tubing and Ocho Rios Sightseeing Tours. You will be driving and riding in style with the number 1 tour operator/driver. You will …More

Kingston, Jamaica

5.0 (3)

White River Tubing and Ocho Rios Private Tour with Hotel pickup

White River Calypso Tubing and Ocho Rios Sightseeing Tours. You will be driving and riding in style with the number 1 tour operator/driver. You will...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$84

Taste of Otrobanda: SelfGuided Food Culture & Murals tour.

All you need is your phone and a healthy appetite to take this tasty food tour. You will see, taste and experience this bario through …More

5.0 (3)

Taste of Otrobanda: SelfGuided Food Culture & Murals tour.

All you need is your phone and a healthy appetite to take this tasty food tour. You will see, taste and experience this bario through...

1 hour 30 minutes Free Cancellation

5.0 (3)

from
$57

Great River Rafting Tour With Limestone Body Massage From Negril

Located in the hills of Hanover great river is an amazing river tour where guest are piloted on a 30 ft hand crafted bamboo raft, …More

Negril, Jamaica

5.0 (3)

Great River Rafting Tour With Limestone Body Massage From Negril

Located in the hills of Hanover great river is an amazing river tour where guest are piloted on a 30 ft hand crafted bamboo raft,...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$140

Experience the hidden gems of Curaçao with a dynamic local tour guide and get a sense of how the locals go to the beach. This …More

5.0 (3)

The Hidden Gems of Curacao

Experience the hidden gems of Curaçao with a dynamic local tour guide and get a sense of how the locals go to the beach. This...

160 to 240 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$125

Private La Soufriere Drive-In Volcano Minibus Tour St Lucia

Fun Day All Day is an excursion offered by the first female owned and run by females taxi and tour services in St. Lucia …More

Cap Estate, St Lucia

5.0 (3)

Private La Soufriere Drive-In Volcano Minibus Tour St Lucia

Fun Day All Day is an excursion offered by the first female owned and run by females taxi and tour services in St. Lucia...

8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$295

Private Guided Kingston Day Tour from Ocho Rios

Get personalized attention and enjoy a flexible itinerary during this private tour of Kingston's highlights from Ocho Rios. Spend a day visiting important sites such …More

Kingston, Jamaica

5.0 (3)

Private Guided Kingston Day Tour from Ocho Rios

Get personalized attention and enjoy a flexible itinerary during this private tour of Kingston's highlights from Ocho Rios. Spend a day visiting important sites such...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$245

Private Montego Bay Highlights Guided Tour from Falmouth

Take an unique guided tour through Montego Bay while staying in falmouth hotel or docking at the cruise port. This beautiful Jamaican city has much …More

Falmouth, Jamaica

5.0 (3)

Private Montego Bay Highlights Guided Tour from Falmouth

Take an unique guided tour through Montego Bay while staying in falmouth hotel or docking at the cruise port. This beautiful Jamaican city has much...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$185

Luminous Lagoon Night Cruise From Montego Bay

On this excursion you will see things that will make you appreciate the beauty Mother Nature has created for us to witness and experience! Truly, …More

Montego Bay, Jamaica

5.0 (3)

Luminous Lagoon Night Cruise From Montego Bay

On this excursion you will see things that will make you appreciate the beauty Mother Nature has created for us to witness and experience! Truly,...

45 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$58

Falmouth Shore Excursion: Blue Hole near Ocho Rios

When your cruise ship docks in Falmouth, hop off for a tour to the Blue Hole in Ocho Rios. Swim in the pristine fresh waters …More

Trelawny, Jamaica

5.0 (3)

Falmouth Shore Excursion: Blue Hole near Ocho Rios

When your cruise ship docks in Falmouth, hop off for a tour to the Blue Hole in Ocho Rios. Swim in the pristine fresh waters...

4 to 5 hours Free Cancellation

5.0 (3)

from
$301

2x1: Monkeys Land Plus Drive a Dune Buggy in Puerto Plata

visit to a local home visit. The next 45 minutes are spent in a guided tour of Monkey jungle where you will interact in proximity …More

Puerto Plata, Dominican Republic

5.0 (3)

2x1: Monkeys Land Plus Drive a Dune Buggy in Puerto Plata

visit to a local home visit. The next 45 minutes are spent in a guided tour of Monkey jungle where you will interact in proximity...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$199

Whenever you're touring with FutureTours, let's just say you'll instantly become Grenadian............minutes and hours no longer exist because you're free to just let go and …More

Grand Anse, Grenada

5.0 (3)

Historical Tours of Grenada

Whenever you're touring with FutureTours, let's just say you'll instantly become Grenadian............minutes and hours no longer exist because you're free to just let go and...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$250

Welcome to Jamaica!!! Ready to experience the REAL Jamaica? Catch A Cab N Tours is here with an experienced, local guide to provide transit and …More

Negril, Jamaica

5.0 (3)

Cliff jumping and Sunsets

Welcome to Jamaica!!! Ready to experience the REAL Jamaica? Catch A Cab N Tours is here with an experienced, local guide to provide transit and...

2 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$25

Shopping with us is the best way to go, we go where you want to shop and we stay as long as you shop. …More

Montego Bay, Jamaica

5.0 (3)

Montego Bay Shopping

Shopping with us is the best way to go, we go where you want to shop and we stay as long as you shop....

2 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$17

Visit Rose Hall Great House on this private evening tour from your hotel/villa. Learn about the legend of the White Witch of Rose Hall and …More

Montego Bay, Jamaica

5.0 (3)

Rose Hall Great House Private Day Tour

Visit Rose Hall Great House on this private evening tour from your hotel/villa. Learn about the legend of the White Witch of Rose Hall and...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$65

Montego Bay Highlights Private Full Day Tour from Falmouth

Immerse yourself in the vibrant culture of Jamaica and bask in the hospitality of its people as we embark on a journey through the residential …More

Runaway Bay, Jamaica

5.0 (3)

Montego Bay Highlights Private Full Day Tour from Falmouth

Immerse yourself in the vibrant culture of Jamaica and bask in the hospitality of its people as we embark on a journey through the residential...

5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$62

Prince taxi & Tours St.Thomas Virgin Islands-Island Scenic Tour

With are Private transportation services we make booking easy,fast and comfortable!! For the most affordable prices and are drivers are really knowledgeable about the island!! …More

5.0 (3)

Prince taxi & Tours St.Thomas Virgin Islands-Island Scenic Tour

With are Private transportation services we make booking easy,fast and comfortable!! For the most affordable prices and are drivers are really knowledgeable about the island!!...

2 hours Free Cancellation

5.0 (3)

from
$55

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?