A private, two-hour walking tour that traces downtown Orlando’s historic core and its ghost stories. Visit Cheyenne Saloon, Church Street Station, the Grand Bohemian, the Angebilt Building and St. James Cathedral with a local guide.
More ways to explore the area's outdoor wonders
Step off Church Street as the city’s neon hum softens and the old brick façades begin to move in the corner of your eye. The tour starts at the Cheyenne Saloon, where the creak of floorboards and the smell of aged wood seem to sketch shapes in the dark. Over two hours a guide threads local lore into streets and doorways — from the ironwork of the Angebilt Building to the polished lobby of the Grand Bohemian Hotel.
Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for most fitness levels; involves two hours of mostly flat walking and several brief standing stops
Wildlife
History
Orlando’s downtown grew up around the railroad and citrus trade in the late 1800s and expanded through boom-era hotels and early 20th-century office buildings like the Angebilt.
Conservation
Stick to sidewalks and marked paths to protect fragile urban tree roots and avoid disturbing historic façades; support locally owned businesses that steward downtown heritage.
Reserve your spot on the Orlando’s Shadows: A Haunting Journey Through Time - Private today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Comfortable footwear
Paved sidewalks and short blocks—wear supportive shoes for two hours of standing and walking.
Bring a small light
A compact flashlight or headlamp helps when guides point out architectural details at night.
Hydrate and dress for humidity
Central Florida evenings can stay warm and muggy—carry water and a breathable layer.
Respect sacred spaces
When passing St. James Cathedral and other active sites, keep voices low and avoid disruptive behavior.
Comfortable walking shoes
Support for paved sidewalks and extended standing periods.
Reusable water bottle
Stay hydrated in Florida’s humidity; many downtown restaurants offer refills.
summer
Light jacket or breathable layer
Evenings can cool or feel damp—layering keeps you comfortable.
fall
Compact flashlight or phone light
Useful for reading plaques and seeing architectural details after dark.