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Self-Guided Walking Tour of St. Augustine’s Old Town

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$9.11

REG. $9.99

Overview

Explore the historic heart of St. Augustine, the oldest continuously inhabited European-founded city in the United States, on this self-guided walking tour through its most iconic streets, plazas, and landmarks. Starting near the Castillo de San Marcos, you’ll follow a route through Old Town, St. George Street, Aviles Street, and the city’s civic core. Along the way, you’ll uncover how Spanish colonists, Indigenous peoples, enslaved Africans, and later civil rights leaders shaped a city defined by survival, adaptation, and cultural exchange. This immersive audio experience is designed for independent travelers who want more than surface-level sightseeing. Stories unfold as you walk, connecting fortifications to daily life, power to resistance, and past events to the living city around you. Unlike a group tour, this experience lets you explore at your own pace—pause, rewind, or linger wherever you like.

Meeting and Pickup

Meeting point

The parking lot is found at the entrance to the Castillo De San Marcos National Monument. It is immediately across the coastal highway from the Colonial Quarter and Best Western hotel, where the road meets the Matanzas River.

End Point

End point

The tour ends in the Colonial Quarter, near the starting location. Cross the highway to reach the Castillo De San Marcos National Monument parking lot.

Language Offered

English-AUDIO

English-WRITTEN

Spanish-AUDIO

Spanish-WRITTEN

Itinerary

1. Castillo de San Marcos National Monument

Stand before the oldest masonry fort in the continental U.S. This is a striking, star-shaped stronghold that has withstood centuries of battles, sieges, and shifting empires. It is more than a military marvel. The coquina-built fortress tells powerful stories of conquest, resistance, and survival that still echo through its walls.

2. Oldest Wooden School House

Step back into the 18th century at one of the oldest surviving wooden schoolhouses in America—complete with hand-forged nails and original materials. This humble landmark offers a glimpse into colonial education and daily life in a city shaped by perseverance and tradition.

3. Tolomato Cemetery

One of St. Augustine’s oldest burial grounds lies behind wrought-iron gates. Tolomato Cemetery is where Spanish settlers, free Black Catholics, and early residents were laid to rest. Quiet and evocative, this sacred site speaks to the city’s layered spiritual and cultural history.

Duration: 5 mins

4. Flagler College

Once a lavish Gilded Age resort for America’s elite, this architectural gem—designed by famed innovators Carrère and Hastings—now houses Flagler College. Step inside to admire soaring ceilings, Tiffany glass, and the opulence that helped transform St. Augustine into a destination of dreams.

Duration: 5 mins

5. Cathedral Basilica of St. Augustine

Marvel at the oldest Catholic parish in the U.S. The Cathedral Basilica is where Spanish mission roots meet soaring stained glass, and bell chimes echo centuries of devotion. This serene landmark blends faith, resilience, and artistry in the heart of America’s oldest city.

Duration: 5 mins

6. St. George Street

St. George Street is the beating heart of St. Augustine’s Old Town, and it bustles with charm, history, and local flavor. Wander past centuries-old buildings, artisan shops, and hidden courtyards where the past and present mingle with every step.

Duration: 5 mins

7. Plaza de la Constitucion

This centuries-old public square has witnessed triumph, tragedy, and transformation, from colonial rule to civil rights protests. Plaza de la Constitución is framed by historic landmarks and shaded by ancient oaks, and is a powerful place to pause and reflect on the evolving story of St. Augustine.

Duration: 5 mins

8. Government House Museum

Once the seat of colonial governors, this stately building has served many roles over the centuries, from royal court to post office. Today, the Government House Museum exhibits trace the city’s layered past, offering a window into life under Spanish, British, and American rule.

Duration: 5 mins

9. Lightner Museum

The Lightner Museum is housed in a former Gilded Age resort built by Henry Flagler and dazzles with its eclectic collections, from Victorian curiosities to fine art. Step inside to explore elegance, innovation, and the opulence of an era long gone.

10. The Oldest House Museum Complex

The González-Alvarez House is a well-preserved residence known as the oldest house in Florida. It reflects over 300 years of architectural and cultural evolution. Walk through its rooms to uncover the daily lives of colonial families who once called this place home.

11. Father Miguel O'Reilly House Museum

One of the city’s oldest surviving structures, this stone home belonged to Father Miguel O’Reilly, who was a pivotal figure in St. Augustine’s Catholic heritage. Today, it offers an intimate look at faith, education, and resilience in colonial Florida.

Duration: 5 mins

12. Aviles Street

Stroll the oldest public street in the U.S., where centuries of history line a narrow, picturesque lane filled with art galleries, cafés, and hidden courtyards. Every cobblestone whispers of Spanish soldiers, settlers, and stories long passed.

Duration: 5 mins

13. The Ximenez-Fatio House Museum

This beautifully restored boarding house reveals the lives of 19th-century women entrepreneurs and travelers in early Florida. Step inside the Ximenez-Fatio House Museum for a rare glimpse into the domestic and social world of a frontier city on the rise.

14. Bridge of Lions

Guarded by marble lions and spanning the Matanzas River, this iconic drawbridge connects the historic district to Anastasia Island. The Bridge of Lions provides a scenic crossing with sweeping views. It’s both a practical link and a symbol of the city’s enduring grace.

Duration: 5 mins

15. Monson Motor Lodge Pool - Civil Rights Monument

The Monson Motor Lodge Site bore witness to protests that helped spark change nationwide. It was once a segregated hotel at the center of the Civil Rights Movement. The owners sparked headlines worldwide when they poured acid into the pool in an attempt to stop protestors. Though the building is gone, the location remains a powerful testament to courage and justice.

Duration: 5 mins

16. Colonial Quarter

Travel back through time in this immersive living history experience, where costumed interpreters, blacksmith forges, and reconstructed buildings bring colonial St. Augustine to life. It’s part museum, part time machine, and all of it is unforgettable.

Duration: 5 mins

Inclusion

Flexible Usage (unlimited access)

Audio Guide

App and Tour Download

Exclusion

Smartphone (bring your own)

Cancellation Policy

Refundable tickets

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

100% refund if cancelled 1+ days before the start date
0% refund if cancelled less than 1 day(s) before the start date

Additional Info

Public transportation options are available nearby

Suitable for all physical fitness levels

Works entirely offline once downloaded—no cell service required

GPS-triggered audio plays automatically based on your location

Flexible - Buy once, use any day/time—access never expires

Get the Drives & Detours app and download the tour ahead of time

Children 10 and under are free

Supplied by Drives & Detours

Reviews

4.3

★★★★★ ★★★★★

Based on 7 reviews

Total reviews and rating from Viator & Tripadvisor

5 stars

4 stars

3 stars

2 stars

1 stars

Self-Guided Walking Tour of St. Augustine’s Old Town Discount Tickets

Select your ticket

Overview

Meeting and Pickup

End Point

Language Offered

Itinerary

1. Castillo de San Marcos National Monument

2. Oldest Wooden School House

3. Tolomato Cemetery

4. Flagler College

5. Cathedral Basilica of St. Augustine

6. St. George Street

7. Plaza de la Constitucion

8. Government House Museum

9. Lightner Museum

10. The Oldest House Museum Complex

11. Father Miguel O'Reilly House Museum

12. Aviles Street

13. The Ximenez-Fatio House Museum

14. Bridge of Lions

15. Monson Motor Lodge Pool - Civil Rights Monument

16. Colonial Quarter

Inclusion

Exclusion

Cancellation Policy

Additional Info

Reviews

4.3

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