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

6 Reviews 4.50 out of 5 stars Based on 6 traveler reviews collected by Cool St. Augustine and TripAdvisor |
Recommended by 100% of reviewers
100% of reviewers gave this experience a rating of 4 or higher.
| St Augustine, USA
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from $9.99 per person

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The beautiful Flagler College, once the glamorous Ponce de Leon Hotel, is full of history
Castillo de San Marcos National Monument star-shaped defences strecth down to the sea
This humble building is the Oldest Wooden Schoolhouse, which dates to 18th century. It displays the school life and conditions of the time
Constructed during the Gilded Age, the Lightner Museum is full of opulent collections
The Bridge of Lions across the Matanzas River in St. Augustine takes you to the city's Cathedral Basilica. It is named for the stone lions that guard it
Don't miss out!
On average, this is booked 25 (0) days in advance.
1 hour 30 minutes (approx.)
Mobile ticket
Offered in: English
and 1 more
Spanish
Instant confirmation

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.

What's Included

  • Flexible Usage (unlimited access)
  • App and Tour Download
  • Audio Guide
  • Smartphone (bring your own)
See 1 more

Meeting Location

Meeting point

11 South Castillo Drive
St. Augustine, FL 32084, USA

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Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

1750 Fort Alley
St. Augustine, FL 32084, USA

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.

What To Expect

Book Online

Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your tour begins.
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Safe & secure • Easy breezy • Hassle-free

Castillo de San Marcos National Monument (pass by)

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.
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Oldest Wooden School House (pass by)

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.
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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.
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5 minutes • Admission Ticket Free

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.
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5 minutes • Admission Ticket Free

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.
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5 minutes • Admission Ticket Free

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.
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5 minutes • Admission Ticket Free

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.
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5 minutes • Admission Ticket Free

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.
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5 minutes • Admission Ticket Free

Lightner Museum (pass by)

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.
Read more

The Oldest House Museum Complex (pass by)

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.
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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.
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5 minutes • Admission Ticket Free

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.
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5 minutes • Admission Ticket Free

Ximenez-Fatio House Museum (pass by)

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.
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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.
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5 minutes • Admission Ticket Free

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.
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5 minutes • Admission Ticket Free

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.
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5 minutes • Admission Ticket Free

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Additional Info

  • Confirmation is instant and will be received at time of booking
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • 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

Frequently Asked Questions (6)

Q: What is the cancellation policy for the Self-Guided Walking Tour of St. Augustine’s Old Town?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (EDT). Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

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Activity code: C-403897P14

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Reviews

4.50
6 reviews

Average 4.50 out of 5 stars based on 6 traveler reviews collected by Cool St. Augustine and partner sites such as Cool Destinations and TripAdvisor

5 stars
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4 stars
3
3 stars
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2 stars
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1 star
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Don't miss out!
On average, this is booked 25 (0) days in advance.
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Frequently Asked Questions (6)

Activity name

The answers provided below were previously given in response to questions from Cool St. Augustine customers.

Filter by:

Q: What is the cancellation policy for the Self-Guided Walking Tour of St. Augustine’s Old Town?
A:
You can cancel up to 24 hours in advance of the tour for a full refund.
  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (EDT).
Apr 2025
Q: What's included in the price?
A:
The following is included:
  • Flexible Usage (unlimited access).
  • App and Tour Download.
  • Audio Guide.
The following is NOT included:
  • Smartphone (bring your own).
Apr 2025
Q: What is the minimum age for this tour?
A:

There is no minimum age for this tour, so bring your wee one along for an adventure. This tour requires at least one adult to accompany children..

Apr 2025
Q: My date is not available in the calendar, I am just checking to see if it is available?
A:

If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.

If you find a date and time that works for you, book it NOW because things always sell out at this time of year.

Apr 2025
Q: Is this an accessible tour?
A:

Accessibility information for the Self-Guided Walking Tour of St. Augustine’s Old Town is as follows:

  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
Apr 2025
Q: Where is the meeting point for this activity?
A:

Detailed check-in instructions – including meeting point address, Google map, and parking information – for Self-Guided Walking Tour of St. Augustine’s Old Town will be included in your confirmation email from Cool St. Augustine. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

 

 

Mar 2024

What's Included

Activity name

  • Flexible Usage (unlimited access)
  • App and Tour Download
  • Audio Guide
  • Smartphone (bring your own)

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • 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

Report Product Issue

Activity name