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 →

Bob Marley Culture and Dunn's River Falls Experience Montego Bay

Take a journey to Nine Mile, the birthplace of Reggae legend Bob Marley and see where he spent some of his formative years and where …More

Montego Bay, Jamaica

5.0 (2)

Bob Marley Culture and Dunn's River Falls Experience Montego Bay

Take a journey to Nine Mile, the birthplace of Reggae legend Bob Marley and see where he spent some of his formative years and where...

4 to 7 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$186

Why settle for an ordinary trip when you can have an adventure-party combo like no other? Here’s why you should book this experience: Kick off …More

5.0 (2)

Saint Lucia Northern Food Tour

Why settle for an ordinary trip when you can have an adventure-party combo like no other? Here’s why you should book this experience: Kick off...

6 to 10 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$180

Bob Marley's Birthplace & Mausoleum from MontegoBay Private Tour

Enjoy a scenic Journey high up in the calm Hills of Saint Anns parish to the Birthplace and Hometown of the legend Bob Marley. On …More

Montego Bay, Jamaica

5.0 (2)

Bob Marley's Birthplace & Mausoleum from MontegoBay Private Tour

Enjoy a scenic Journey high up in the calm Hills of Saint Anns parish to the Birthplace and Hometown of the legend Bob Marley. On...

6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$167

Be ready for a day of adventure from your hotel lobby; bring a swimsuit and towel. Meet your guide and climb into a comfortable, air-conditioned …More

Montego Bay, Jamaica

5.0 (2)

Dunn's River Fall & Blue Hole Combo Tour from Montego Bay Jamaica

Be ready for a day of adventure from your hotel lobby; bring a swimsuit and towel. Meet your guide and climb into a comfortable, air-conditioned...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$115

Experience the calmer side of Jamaica on a relaxing cruise down the Martha Brae River. Sit back and relax on a bamboo raft, poled by …More

Montego Bay, Jamaica

5.0 (2)

Martha Brae Rafting and Luminous Lagoon from Montego Bay Jamaica

Experience the calmer side of Jamaica on a relaxing cruise down the Martha Brae River. Sit back and relax on a bamboo raft, poled by...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$45

Half-Day Private Guided Ricks Café & Negril Seven Mile Beach Trip

Best private guide which is very flexible on stopping at your favorite or interesting spot on the way. Customizable, clean vehicle and no pressure. Everything …More

Montego Bay, Jamaica

5.0 (2)

Half-Day Private Guided Ricks Café & Negril Seven Mile Beach Trip

Best private guide which is very flexible on stopping at your favorite or interesting spot on the way. Customizable, clean vehicle and no pressure. Everything...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$34

Rasta Safari Atv Local Experience Day Tour

Learn about life in the Jamaican countryside with this adventure excursion, which combines ATV adventure with rural exploration. You'll head out to the countryside on …More

Montego Bay, Jamaica

5.0 (2)

Rasta Safari Atv Local Experience Day Tour

Learn about life in the Jamaican countryside with this adventure excursion, which combines ATV adventure with rural exploration. You'll head out to the countryside on...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$235

Port Of Spain Private Walking Tour With A Guide (Private tour)

Get to know the city through the eyes of a local guide. With no set itinerary, you can customize the tour or leave it to …More

5.0 (2)

Port Of Spain Private Walking Tour With A Guide (Private tour)

Get to know the city through the eyes of a local guide. With no set itinerary, you can customize the tour or leave it to...

3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$67

Discover the Dunn's River Waterfalls and have a great time during this experience that takes you to the interior of Jamaica to enjoy one of …More

Montego Bay, Jamaica

5.0 (2)

Dunn's River Falls Private Tour

Discover the Dunn's River Waterfalls and have a great time during this experience that takes you to the interior of Jamaica to enjoy one of...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$85

Private Ocho Rios highlights and beach day tour

Visitors get to experience Ocho Rios at a very low cost, air conditioned vehicle and with a guide that this is their home town. A …More

Ocho Rios, Jamaica

5.0 (2)

Private Ocho Rios highlights and beach day tour

Visitors get to experience Ocho Rios at a very low cost, air conditioned vehicle and with a guide that this is their home town. A...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$51

Bob Marley's Birth Place( NINE MILE )Tour

Enjoy this day trip to Nine Miles, St. Ann to visit the birth and resting place of the late reggae legend, Bob Marley. At 3,000 …More

Montego Bay, Jamaica

5.0 (2)

Bob Marley's Birth Place( NINE MILE )Tour

Enjoy this day trip to Nine Miles, St. Ann to visit the birth and resting place of the late reggae legend, Bob Marley. At 3,000...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$100

Private Yacht with snorkelling from Montego Bay

Welcome to luxury on your very own private yacht while you explore the hidden islands off the coast of the Montego Bay shoreline. A warm …More

Montego Bay, Jamaica

5.0 (2)

Private Yacht with snorkelling from Montego Bay

Welcome to luxury on your very own private yacht while you explore the hidden islands off the coast of the Montego Bay shoreline. A warm...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$4,000

Montego Bay Highlights with Local Guide & Private Transportation

Prepare for an extraordinary adventure with our customizable "Montego Bay Highlights Tour." This immersive experience will take you deep into the heart and soul of …More

Montego Bay, Jamaica

5.0 (2)

Montego Bay Highlights with Local Guide & Private Transportation

Prepare for an extraordinary adventure with our customizable "Montego Bay Highlights Tour." This immersive experience will take you deep into the heart and soul of...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$45

Nine Miles located in the rural hills of St Ann is the birthplace and final resting place of Bob Marley. Bob Marley grew up in …More

Trelawny, Jamaica

5.0 (2)

Bob Marley Nine Mile Private Tour

Nine Miles located in the rural hills of St Ann is the birthplace and final resting place of Bob Marley. Bob Marley grew up in...

5 to 7 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$95

Bob Marley Nine Miles Tour From Montego Bay

From the man who brought us timeless songs like “One love”, “Redemption Songs”, see where it all began for the legendary Bob Marley, visit his …More

Montego Bay, Jamaica

5.0 (2)

Bob Marley Nine Miles Tour From Montego Bay

From the man who brought us timeless songs like “One love”, “Redemption Songs”, see where it all began for the legendary Bob Marley, visit his...

3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$256

Famous Lethe Rafting Tour & Limestone Body Massage

Lethe rafting id definitely a top pick and a unique Jamaican experience. Relax in your bamboo raft as your captain sails the beautiful and serene …More

Lucea, Jamaica

5.0 (2)

Famous Lethe Rafting Tour & Limestone Body Massage

Lethe rafting id definitely a top pick and a unique Jamaican experience. Relax in your bamboo raft as your captain sails the beautiful and serene...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$170

St Lucia Northern Tour: Pigeon Island, Marigot Bay & Rum Stop

Your private guide will be awaiting you with a sign at the cruise terminal. This is a four (4) hour tour. Leaving Castries we will …More

Marigot Bay, St Lucia

5.0 (2)

St Lucia Northern Tour: Pigeon Island, Marigot Bay & Rum Stop

Your private guide will be awaiting you with a sign at the cruise terminal. This is a four (4) hour tour. Leaving Castries we will...

4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$110

Jet Ski, Bamboo Rafting and Limestone Foot Massage Private Tour

A beach with an atmosphere! Located in Montego Bay, a great place to meet for drinks, good food and go swimming, catching the rays of …More

Montego Bay, Jamaica

5.0 (2)

Jet Ski, Bamboo Rafting and Limestone Foot Massage Private Tour

A beach with an atmosphere! Located in Montego Bay, a great place to meet for drinks, good food and go swimming, catching the rays of...

4 to 8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$270

Experience our Tropical Island Private Tour of Martinique! Begin your visit at the Capital City's Saint-Louis Cathedral and Schoelcher Library. Enjoy the panoramic views and …More

Fort-de-France, Martinique

5.0 (2)

Tropical Island Private Tour of Martinique

Experience our Tropical Island Private Tour of Martinique! Begin your visit at the Capital City's Saint-Louis Cathedral and Schoelcher Library. Enjoy the panoramic views and...

5 hours 30 minutes Hotel pickup offered

5.0 (2)

from
$191

Negril Seven Mile beach, Catamaran Cruise,Parasailing,with Sunset at Ricks Cafe

You; our travellers are our number one priority, therefore we go above and beyond to ensure that you receive exceptional transfer and tour services, by …More

Lucea, Jamaica

5.0 (2)

Negril Seven Mile beach, Catamaran Cruise,Parasailing,with Sunset at Ricks Cafe

You; our travellers are our number one priority, therefore we go above and beyond to ensure that you receive exceptional transfer and tour services, by...

6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$220

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?