Florida Peninsula

Old Dixie: Cassadaga to Kissimmee

Orlando before the Mouse

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Drive
Cassadaga → Kissimmee
Distance
~75 miles
Time
1 days
Highways
US 17-92
Avoids
I-4
Region
Florida Peninsula

US 17-92 is the old Dixie Highway spine through the middle of Florida, and it remembers everything I-4 paved over: a Spiritualist camp town where mediums post office hours, the celery empire that built Sanford, the oldest incorporated Black municipality in America and its most famous daughter, Zora Neale Hurston, and the greatest Tiffany glass hoard on earth. It ends at a monument literally built from the states, in the town the Mouse made a suburb.

📍 Eatonville's historic markers and Sanford's downtown district plaques do heavy lifting on a short route.

The drive, segment by segment

Spirits & Celery

Cassadaga → Sanford · ~20 mi

A morning with the mediums, then Sanford's brick downtown, the town celery built and the ferry-and-rail hub before Orlando mattered.

Zora's Eatonville

Sanford → Orlando · ~25 mi

Maitland's art colony, Eatonville's living history, Winter Park's Tiffany trove, and the old motel-row 17-92 into Orlando.

Old 17-92 South

Orlando → Kissimmee · ~30 mi

The pre-Disney tourist strip, ending at Kissimmee's courthouse square and the strangest patriotic monument in the South.

Worth a detour

Spurs & side-roads

More back-roads routes

More in the Florida Peninsula: A1A: Flagler's Coast · The Space & Treasure Coast · Cross Creek & the Springs · The Nature Coast · The Florida Cracker Trail · The Big Water · The Tamiami Trail · The Overseas Highway

Browse all 85 routes → · Ready-made itineraries →