• Aviles Street - Begin your St. Augustine Historic Walking Tour on the Oldest Street in America! Join your guide and fellow guests for an overview of what will be explored over the next 90 minutes.
• Plaza de la Constitucion - Located at the heart of our historic city, the Plaza de la Constitución is surrounded by the Cathedral Basilica of St. Augustine, Trinity Episcopal, and the Government House. It faces the Bridge of Lions and features a central pavilion used for city events, private gatherings, and live entertainment.
• Castillo de San Marcos National Monument - As we walk along the waterfront, we’ll discuss the oldest standing fort in the continental United States!
• Old City Gates - Over 200 years old, the gate was built in 1808, but its history extends back another century, when St. Augustine was attacked by Carolinian Governor James Moore and his troops.
• St. George Street - The heart of the city, St. George Street in St. Augustine is a pedestrian-only thoroughfare lined with restaurants, shops, attractions, and steeped in history.
• St. Photios Greek Orthodox National Shrine - The St. Photios Greek Orthodox National Shrine is dedicated to the first colony of Greek, Italian, and Minorcan peoples who arrived in New Smyrna in 1768. The Shrine includes exhibits depicting the life of these Mediterranean immigrants in Florida and their arrival in St. Augustine in 1777.
• Flagler College - Once the Ponce de Leon Hotel, this exclusive luxury hotel in St. Augustine, Florida, was built by millionaire developer and Standard Oil co-founder Henry M. Flagler and completed in 1888. Designed in the Spanish Renaissance style, it was the first major project of the New York architecture firm Carrère & Hastings, which later gained worldwide fame.

• All Fees and Taxes

Embark on a journey through 460 years of history with the most sought-after walking tour in St. Augustine.

Join this captivating small-group adventure and explore America’s oldest city with a well-informed local guide who is both a historian and a new friend, bringing the streets, buildings, and tales to life. Uncover the history of the five different flags that once flew over the Castillo de San Marcos, shaping the city’s distinctive past.

Stroll along the historic harbor, enjoy views of the oldest masonry fort in the United States, and wander through the oldest grid street system in the nation. Along the way, learn about the influential figures who left their legacy in St. Augustine, such as Juan Ponce de León, Pedro Menéndez de Avilés, Henry Flagler, and Dr. Martin Luther King Jr.

This tour is designed to familiarize you with the city, providing the context and confidence to explore St. Augustine independently after the walk. Additionally, it highlights the best places to eat and drink in the renowned “Best Food Town in the South”!

For a full refund, cancel at least 24 hours before the scheduled departure time.