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Walking History Tour of St. Augustine's Historic District

Walking History Tour of St. Augustine's Historic District

Overview

Our tour takes a unique approach to tours in St. Augustine. We limit our groups smaller to create a more personal experience. Our certified guides offer the most experienced and entertaining historical narrative of the city of St. Augustine, locations of historic events and the citizens who helped create and maintain the oldest city in the nation.
We will cover the founding of the city, the first Spanish period (1565-1763), the British Period (1763-1784), the second Spanish period (1784-1821), the American territorial period (1821-1845), and the Flagler Era (Gilded Age, 1884-1913).
This is a walking tour which covers a 1.7 mile route over the 90 minutes of the experience. It takes place during the day in Florida, so plan accordingly.
Wear comfortable walking shoes, bring water, sunscreen and maybe an umbrella as well. There will be restrooms available at the beginning, end, and at the midway point as well.
This is the perfect tour for the history enthusiast!

City: St Augustine

Wed 11 Jun

Other dates

You can choose the date already on the booking website

Starting at $25.00

Make a reservation

Wed 11 Jun

Starting at $25.00

Make a reservation

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What's Included

Historical Narrative of the city of St. Augustine

Additional Info

Wheelchair accessible
Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Transportation options are wheelchair accessible
All areas and surfaces are wheelchair accessible
Not recommended for travelers with poor cardiovascular health
Travelers should have at least a moderate level of physical fitness

What To Expect

Tolomato Cemetery

See the oldest cemetery in the city, even predating the arrival of the Spanish in 1562. And visit the Love Tree as well, but at your own risk!

Grace United Methodist Church

See one of the Flagler Era churches which played a major part in Henry Flagler's revitalization of the city in the late 1800s.

Memorial Presbyterian Church

See the most beautiful building in the city and hear the heartbreaking story of how it came to be.

Historic Tours of Flagler College

The college is the former Ponce de Leon hotel, which set the standard for opulence during the gilded age, right here in St. Augustine.

Plaza de la Constitucion

Founded in 1599 by Royal Decree, the plaza boast the Government House the seat of power in Florida for nearly 250 years. Hear how it came to be, what became of the Governors who lived there and how it was lovingly recreated in 1933 as part of the WPA projects.

Castillo de San Marcos National Monument

Our licensed fort guide will give the complete history of the forts of St. Augustine and discuss its construction and importance in the history of the city and the nation, while touring the exterior of the structure.

Show 3 more stops

Cancellation Policy

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

Traveler Photos

Reviews (987)

mathmacke

Mar 2025

St Augustine Trolley tours are everywhere, but we went on some great walking tours in Spain last year and decided to stick with walking. We are glad we did. Kevin went into much greater detail than we would have had on the moving trolley and even recommended some of the other tour sites while we were walking. Kevin is knowledgeable but also has a passion for the history of the city and this passion came through in his detailed descriptions of the impact that Henry Flagler had on the state as a whole. As a bonus, he recommended O'Steens for fish and it was a great local place that we enjoyed. The tour lasted around 2 hours, and all the walking was on flat surfaces.

Response from Host

Mar 2025

So glad you enjoyed our type of tour. I prefer walking tours as well; it has a more intimate feeling. Thank you so much and enjoy the rest of your visit.

edward_h

Mar 2025

Truly informative and fun. Great info and Kevin was excellent. He is really plugged into the history but also gets under the hood with great insight and hidden gems

Response from Host

Mar 2025

Thank you. Its important to me to share all our city has to offer, besides our great history. Have a great time visiting.

UnicornArthur

Mar 2025

Kevin with Spyglass Travel is a font of information. I really wanted a historical look into all of the monuments and buildings of St. Augustine and he provided a friendly and deep introspective look into everything around us. I highly recommend this tour and Kevin is a consummate professional who really understands his subject.

Response from Host

Mar 2025

I'm a history nerd, no doubt. I'm glad I got to share our amazing history with you. Thank you for the kind words. Have a great time exploring!