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    Walking History Tour in St. Augustine

    Walk St. Augustine’s historic district with a guide, from founding to the early 1900s

    5.0 stars• 88 reviews
    From$28/ personincl. taxes and fees

    Duration

    90 minutes

    Includes

    Guided walking tour, Guide

    Highlights

    Explore St. Augustine’s historic district on a guided walking tour built for history lovers. Cover nearly two miles as you trace the city’s story from its founding through the early 1900s.

    • Follow a guide through St. Augustine’s historic district
    • Trace the city’s history from its founding to the early 1900s
    • Walk from Castillo de San Marcos National Monument to Flagler College
    • Visit Tolomato Cemetery along the route
    • Cover nearly two miles over 90 minutes
    • Bring comfortable shoes and bottled water

    Things to know

    Ages 3 and up

    Cancellation Policy

    In the event of cancellation due to weather etc, by Spyglass Travel, guests will receive a full refund within 48 hours.

    FAQs

    Arrive 10 minutes before your start time for check-in.

    Your guide will be wearing a purple shirt.

    Meeting details

    We will begin our tour outside in the promenade between the Visitor’s Information Center (10 S. Castillo Drive) and the City Parking Garage (1 Cordova St.)

    Experience provided by Spyglass Travel
    Experience provided by Spyglass Travel

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text 1-877-GREET-WELL

    Report an issue

    Reference #4X43G2

    Adult

    $28.12

    Ages 13 - 55

    0

    Child

    $16.88

    Ages 3 - 12

    0

    Senior

    $22.50

    Ages 56+

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    5.0
    Excellent
    88 reviews•Google Maps
    87
    0
    0
    0
    1

    Kevin clearly knows his stuff when it comes to St. Augustine history, and reviewers can't stop talking about how engaging he makes these tours. Multiple visitors mention he regularly goes over the allotted time because he's genuinely passionate about sharing the city's story, from Henry Flagler's influence on Florida to the architectural details that bring centuries past to life. His background as a paranormal investigator adds credibility to the ghost tours, which guests appreciate for being fact-based rather than gimmicky. Several reviews recommend booking early in your trip so you can use Kevin's insights to plan the rest of your visit. The personal touches stand out too. Kevin (who owns the company with his wife) is flexible with weather-related rescheduling, provides ponchos when needed, and even follows up after tours with additional historical context. The walking pace is described as slow and mobility-friendly. One reviewer mentions a tour with Angie that was equally delightful, though Kevin leads most experiences. Guests consistently say these walking tours beat the trolley alternatives for depth and completeness, making this a solid choice for anyone wanting to truly understand the oldest city in America.

    What people are saying

    Review 1 of 5
    5/5

    Highly recommend...Kevin's knowledge, pace and humor introduced us in the best was possible to St. Augustine!

    Photo of Jennifer Yezzi

    Jennifer Yezzi

    March 10, 2026

    Review 1 of 1
    5/5

    Highly recommend...Kevin's knowledge, pace and humor introduced us in the best was possible to St. Augustine!

    Photo of Jennifer Yezzi

    Jennifer Yezzi

    March 10, 2026

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