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America‘s Oldest City: A Self-Guided Walking Tour of St Augustine

America‘s Oldest City: A Self-Guided Walking Tour of St Augustine

Overview

From its jaw-dropping Bridge of Lions to the resilient fortress of Castillo de San Marcos, St. Augustine is like a historical theme park where the exhibits are real, and the stories are legendary! On this walking tour, you‘ll take in more than 350 years of fascinating history with Context Travel expert and storyteller, Jennifer Geraghty. As you walk, she‘ll bring the city‘s colorful characters to life, recount epic battles, and point out the many historical firsts that shaped the city.

Wander through historic districts, spotting architectural influences, and visiting iconic sites like the Ximenez-Fatio House and the Cathedral Basilica.

Get unlimited use of this tour before your booking date and after it. You can use the virtual tour option at home, too.

Once you have booked, you will receive instructions and a unique code to download the tour. The app displays directions to the starting point; when you’re in the right place, tap start.

City: St Augustine

Sun 27 Apr

Other dates

You can choose the date already on the booking website

Starting at $19.99

Make a reservation

Sun 27 Apr

Starting at $19.99

Make a reservation

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What's Included

Lifetime access to this tour in English

VoiceMap app for Android and iOS

Offline access to audio, maps, and geodata

Additional Info

Public transportation options are available nearby
Suitable for all physical fitness levels

What To Expect

Cathedral Basilica of St. Augustine

See the Cathedral Basilica of Saint Augustine, the oldest parish church and birthplace of Christianity in the US, as you trace the city's religious roots and architectural influences.

St. George Street

Stroll down St. George Street, the historical heart of St Augustine, and witness the architectural wonders such as the Prince Murat Cottage and the Stanbury Cottage, known as the Gingerbread House.

Pena-Peck House and Woman's Exchange of St Augustine

Pass by the Peña-Peck House, an architectural gem, as you explore St. Augustine's Historic District and learn to spot Spanish and British influences in the city's diverse architecture.

St. Photios Greek Orthodox National Shrine

Experience the rich cultural tapestry of St. Augustine as you pass by St Photios Shrine Greek Orthodox National Shrine, delving into the city's diverse heritage.

Oldest Wooden School House

Learn about the Oldest Wooden Schoolhouse and its survival against hurricanes, showcasing the resilience of St. Augustine against the forces of nature.

Castillo de San Marcos National Monument

Marvel at the formidable Castillo de San Marcos, a marvel of military defence, as you discover why its "cheese-like" walls made the fort impenetrable to the English during its 23-year construction.

Castillo de San Marcos National Monument

See the Castillo de San Marcos National Monument, reliving epic battles and legendary stories that have become an integral part of St. Augustine's history.

Bridge of Lions

Admire the iconic Bridge of Lions, symbolizing St. Augustine's triumphs and tribulations throughout its history.

Spanish Military Hospital Museum

Be captivated by ghostly legends and astonishing stories as you pass by the Spanish Military Hospital and the Oldest Wooden Schoolhouse, showcasing the historical and mysterious aspects of the city.

Ximenez-Fatio House Museum

Pass by the Ximenez-Fatio House, a glimpse into St. Augustine's past, and understand its significance in the city's architectural and cultural evolution.

Father Miguel O'Reilly House Museum

Explore the historical significance of the Father Miguel O'Reilly House as you navigate the streets of St. Augustine, discovering the city's captivating tales.

St Francis Barracks

Pass by Saint Francis Barracks, a historic site, and gain insights into the city's military history and its role in shaping St. Augustine.

Trinity Episcopal Parish

Pass by Trinity Parish Church, a historical landmark, and gain insights into its significance in St. Augustine's religious and architectural history.

Show 10 more stops

Cancellation Policy

All sales are final. No refund is available for cancellations.

Traveler Photos

Reviews (4)

466denniseh

Feb 2025

The information that was given was great. Wish there was more information about more history other places or just about the town. Fill info. Otherwise well worthy the money. We had a great time even educating other people on our walk.

R8494HBstanm

Jan 2025

My wife and I walked at our own pace with one earbud each listening to the history and directions. The GPS feature is great!

SilvertonFox

Jun 2024

This tour of Saint Augustine was so much fun! Not only did we find out about the history of the "Ancient City," we also learned little-known fun facts about the people and places that changed the city from a Spanish outpost into a gem of the Gilded Age. We also got to go off the beaten path a bit and see parts of Saint Augustine we might otherwise have missed. The tour guide was amazing. Highly recommended.