St. Augustine Historic Walking Tour
St. Augustine: 460 Years in 90 Minutes Walking Tour
Explore 460 years of history on this 90-minute walking tour through America’s oldest city. Discover the stories of Ponce de León, Pedro Menéndez, Henry Flagler, and Dr. Martin Luther King Jr., while getting insider tips on the best local spots to eat, drink, and experience St. Augustine like you live here.
Highlights
Click the Tabs to Find Out More
Trip Details
Price
$30 Per Person
Departure Time
8:30 AM “Beat the Crowds!”
10:30 AM
12:30 PM
3:00 PM
5:30 PM “History Under the Lights!” (Nov 16, 2025 – Jan 11th, 2026)
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.
Availability
Seven days a week, rain or shine
Duration
Approximately 90 minutes
Group Size
All historic tours are semi-private with 10 people or less.
Participation Requirements
We will be walking for most of the 90 minutes. It gets hot in Florida so come hydrated and make sure to have sunscreen and a wide brimmed hat in the Summer. The tour has a few stairs involved. Guests should have a moderate fitness level to complete this tour. We recommend sneakers or comfortable sandals.
Distance
Approximately 1.3 miles
Overview of Your Tour
St. Augustine isn’t just America’s oldest city. It is a place where every street whispers a story that spans almost five centuries. This 90-minute walking tour invites you to do more than hear about history. You’ll stand in it, feel it beneath your feet, and see it rise up in the stones around you.
From the city’s original streets laid out in 1598, to the towering stone fortress that has guarded this harbor for centuries, every step connects you to more than 460 years of resilience, discovery, and culture. You’ll walk in the legacy of Ponce de León, the father of Florida, feel the footsteps of the city’s founder Pedro Menéndez de Avilés, trace the bold vision of Henry Flagler, and hear the echoes of Dr. Martin Luther King Jr. as he marched for change.
During the brief period of British Florida, you’ll also discover the lesser-known legacy of the Minorcans, a resilient community whose struggles and perseverance became the cultural glue that held this city together, even as their story nearly faded with time. These are the threads that weave St. Augustine into something far deeper than a collection of dates and monuments.
But this tour is more than just the past. It is about helping you fall in love with St. Augustine today. We will point out our favorite spots to eat and drink, the hidden corners most visitors miss, and insider stories that bring the city to life in ways no guidebook or map ever could . By the time we are done, you will not just know St. Augustine. You will feel at home here, already planning your next trip back, because you will realize a single visit could never hold it all.
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!
