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.

A great team-building activity for friends or colleagues
Suitable for both tourists and residents alike
Wear some comfy shoes and be prepared to walk
This private activity is customizable to suit your needs

What To Expect

Governor’s House Cultural Center and Museum

Start your historical journey in front of the Governor’s House Cultural Center and Museum, and discover the humble origins of St. Augustine as a Spanish outpost that later flourished into a Gilded Age jewel.
• Admission Ticket Free

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.
• Admission Ticket Free

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.
• Admission Ticket Free

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.
• Admission Ticket Free

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.
• Admission Ticket Free

Salcedo House & Kitchen

See the Salcedo House & Kitchen and explore how Spanish and British influences have left an indelible mark on the city’s architectural landscape.
• Admission Ticket Free

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.
• Admission Ticket Free

Old City Gates

Pass through the Old City Gates and enter Plaza de la Constitución, the oldest public space in the US, where secrets behind the square’s obelisk will be unveiled.
• Admission Ticket Free

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.
• Admission Ticket Free

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.
• Admission Ticket Free

St. Augustine Sea Wall

Learn about the construction and reconstruction of the St. Augustine Sea Wall, a testament to the citizens’ resilience against massive flooding.
• Admission Ticket Free

Bridge of Lions

Admire the iconic Bridge of Lions, symbolizing St. Augustine’s triumphs and tribulations throughout its history.
• Admission Ticket Free

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.
• Admission Ticket Free

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.
• Admission Ticket Free

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.
• Admission Ticket Free

Sanchez House

Discover the Sanchez House and St Augustine’s oldest house, the Gonzalez Alvarez House, unraveling the layers of history hidden within these architectural gems.
• Admission Ticket Free

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.
• Admission Ticket Free

Gonzalez-Alvarez House

Pass the Gonzalez Alvarez House, St Augustine’s oldest house, and witness the architectural blend of Spanish and British influences that characterize the city.
• Admission Ticket Free

Upham Winter Cottage

Pass by Upham Winter Cottage and other historical palaces in different styles and from different eras, including Palacio Postal, Palacio de Iturbide, and Palacio de Mineria.
• Admission Ticket Free

Prince Murat House

Pass the Prince Murat House, known for its architectural charm, as you journey through the historic district of St. Augustine.
• Admission Ticket Free

Stanbury Cottage

Pass the Stanbury Cottage, also known as the Gingerbread House, and appreciate its architectural uniqueness as part of St. Augustine’s diverse heritage.
• Admission Ticket Free

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.
• Admission Ticket Free

Ponce De Leon Hall

Pass Ponce De Leon Hall and other historic sites, experiencing the triumphs and tribulations etched into St. Augustine’s architectural landscape.
• Admission Ticket Free

Historic Tours of Flagler College

Discover the Historic Tours of Flagler College and delve into the architectural and historical legacy of this educational institution, reflecting the city’s enduring commitment to education and culture.
• Admission Ticket Free

Highlight

Confirmation will be received at time of booking
Not wheelchair accessible
Near public transportation
Most travelers can participate
This is a private tour/activity. Only your group will participate

Include

Lifetime access to this tour in English
VoiceMap app for Android and iOS
Offline access to audio, maps, and geodata

Exclude

Tickets or entrance fees to any museums or other attractions en route
Smartphone and headphones
Transportation
Food and drink