easy
1.5–2 hours
Open to all fitness levels; little to no physical exertion required.
Discover the secret stories behind Winter Park's glamorous past with this insider tour. From celebrity tales to historic landmarks, it’s a lively journey into Florida’s high society.
Reserve your spot early to ensure availability, especially during peak seasons.
The tour involves walking through scenic neighborhoods, so comfortable footwear is recommended.
Capture stunning architecture and scenic spots along the route.
Bring water to stay refreshed during the walk.
Winter Park became a popular winter retreat for wealthy Northerners in the early 20th century, shaping its reputation as an upscale community.
Efforts focus on preserving historic architecture and maintaining green spaces, ensuring the city’s charm remains intact.
Ideal for walking through scenic neighborhoods and standing for extended periods.
spring specific
Stay hydrated during the walk.
Capture memorable moments and stunning sights.