




- Orlando, Florida
- 1 hr 30 min
- Sightseeing
- Free cancellation
About this experience
Welcome to one of Florida’s best-kept secrets, the lovely city of Winter Park! Chartered in 1887, Winter Park is more than 100 years old and has the pedigree to prove it. Home of the first college in Florida, host to multiple U.S. Presidents swapping the chills of Washington for a tropical paradise, and the southern magnet of many celebrity visitors, Winter Park has a rich history just waiting to be explored and discovered! Whether you are a visitor or a seasoned Central Floridian, you encounter intriguing tales of the past, savor the present, and envision the future as we guide you through the incredible brick-lined streets of Winter Park!
What is included
- Fun facts about the buildings, historical figures and celebrity connections to Winter Park.
- 10% discount for your next Original Orlando Tours adventure (valid for 30 days).
- Earn Sunny Perks Reward Points for gift cards or other discounts.
- 90 Minute Guided VIP Tour of Key Locations in Winter Park.
Not included
- Gratuities
How it compares
| Experience | Rating | From | Length |
|---|---|---|---|
| Peacocks, Presidents and Puzzles - The Winter Park Walking Tour (this tour) | New | $42 | 1 hr 30 min |
| The Escape Game Orlando: Epic 60-Minute Adventures on I-Drive | 5.0 (948) | $46.85 | 1 hr 15 min |
| Bill Drill: All-Ages Tactical Adventure in Orlando | 5.0 (304) | $99 | 2 hours |
| Basic Drill: Introductory Indoor Tactical Experience Orlando | 5.0 (277) | $69 | 1 hr 30 min |
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Meeting point
Tours which depart after 5:00pm or on Sundays originate from the benches in front of the City of Winter Park Administrative Building, located at 401 South Park Avenue (southwest corner of South Park Avenue and West Lyman Avenue), Winter Park 32789.
Additional information
- Not recommended for travelers with spinal injuries
- Not recommended for travelers with poor cardiovascular health
- Not recommended for pregnant travelers
- Public transportation options are available nearby
- Infants and small children can ride in a pram or stroller
- All areas and surfaces are wheelchair accessible
- Suitable for all physical fitness levels
- Transportation options are wheelchair accessible
- Wheelchair accessible
Cancellation policy
For a full refund, cancel at least 24 hours before the scheduled departure time.





