Monticello’s homes and historic streets tell the story of a small Southern town’s journey from an optimistic frontier settlement to the Civil War. On this self-guided walking tour, you’ll follow the true story of Mary Adeline Walker and her husband William (central characters in the Palmetto Pioneers book series) through Monticello’s remarkably preserved historic district.
The tour begins at the Jefferson County Courthouse Circle, the political and social heart of 1840s Monticello, where citizens first learned Florida had achieved statehood in 1845. As you walk, you’ll discover how Jefferson County became one of Florida’s political centers and how its position as one of the state’s largest slave-holding counties influenced its swift support for secession.
Throughout the journey, you’ll learn how Monticello’s early settlers, nicknamed “Palmetto Pioneers“ for their South Carolina origins, transformed a Florida frontier outpost into a thriving cotton-shipping town.
This tour starts at the parking lot at the corner of E Washington and Courthouse Circle. Before arrival, please install the mobile app and use the code provided on your confirmation ticket. Detailed starting point instructions are available after downloading.
The tour ends at CowHaus Coffee Company on North Jefferson.
You’ll pass by Monticello Historic Main Street, known for its preserved 19th-century storefronts and small-town charm.
You’ll pass by Christ Episcopal Church, appreciated for its historic architecture and quiet grounds.
You’ll pass by CowHaus Coffee Company, a popular stop known for its small-batch roasts.
You’ll pass by Monticello Jefferson County Chamber of Commerce, noted for supporting local businesses and community events.
For a full refund, cancel at least 24 hours before the scheduled departure time.
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You can cancel up to 24 hours in advance of the experience for a full refund.
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