St. Augustine Historic Walking Tour

Learn about the oldest city in America!

Beautiful views of our harbor and famous Castillo de San Marcos

Get the best recommendations for eats and drinks in town!

Welcome to St. Augustine! Let us introduce you to America’s oldest city on this 90 minute loop of our northern Historic District. We’ll discuss architecture, city planning, pirates, and our favorite restaurants to give you the best first experience of our beautiful city!


Small groups guaranteed!

Explore the oldest grid system in America

Learn about how incredible people like Henry Flagler and Martin Luther King Jr. shaped our city’s history

We’ll note our favorite eating and drinking establishments around town!

Discounts on our culinary tours if you want to keep on exploring with us!

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Trip Details


$30 Per Person


Departure Time

10:00 AM
12:30 PM
3:00 PM

Please give yourself ample time to find parking! Recommendations will be on your confirmation email.

Meeting Point

Meeting point is on historic Aviles Street, south of the Plaza de la Constitucion. After your reservation is made, you will receive a confirmation with maps and the exact address of the meeting location.


Seven days a week, rain or shine


Approximately 90 minutes

Group Size

All historic tours are semi-private with 10 people or less.

Participation Requirements

We will be walking for the full 60 minutes but it’s a flat and easy walk. We recommend sneakers or comfortable sandals.


Approximately 1.3 miles

Overview of Your Tour

Embark on a fascinating journey through time as we explore the oldest city
in America – St. Augustine. Join us on this 90 minute stroll to learn about
the history of this city that was controlled by three different countries
for 450 years. As we walk, we’ll also help you discover the best places to
eat and drink in St. Augustine.

We’ll take you along the beautiful harbor of St. Augustine, where you’ll
see the oldest fort made of stones in the whole country. We’ll explore how
the city’s streets were planned in 1598, and you’ll walk where people like
the pirate Robert Searle, Henry Flagler, Theodore Roosevelt, Robert Frost,
and even Martin Luther King Jr. walked many years ago. Our goal is to make
you feel comfortable in the city so that you can go and enjoy everything
St. Augustine has to offer, including its delicious food and drinks.

Frequently Asked Questions

An easy walk of a little more than a mile. The beauty of Florida is its flat!

Absolutely! We will be giving you recommendations on the best restaurants, bars and attractions in St. Augustine so you know what to do while you’re in town.

This is a great guided walking tour for a family! An easy walk with fun stories to entertain all age groups!

Have more questions? Check out our FAQ page!

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