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Winter Park
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Peacocks, Presidents and Puzzles - The Winter Park Walking Tour

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2 travellers
You’ll have 2 starting options
See Important Information for details
  • 1
    Winter Park
    Stop: 90 minutes -
    On this fascinating Winter Park history tour, you’ll learn why this picturesque village became (and still is!) a mecca for wealthy businessmen, politicians, celebrities and their families over the years, as you wander along with the shops, restaurants, and historic buildings along Park Avenue, the thriving center of town. Wandering under the treed canopies and passing European-styled cafés, we’ll recount the personal stories of this Central Florida treasure and share the intriguing history behind the walls you see.
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You'll end at
North Park Avenue & West Morse Boulevard
N Park Ave & W Morse Blvd, Winter Park, FL 32789, USAThe tour ends roughly two blocks from where it begins.
See address & details
Important Information
Departure Point
1: 401 S Park Ave, Winter Park, FL 32789, USA
2: 151 W Lyman Ave, Winter Park, FL 32789, USA
Departure Time
1:00 PM
1h 30m
Return Details
North Park Avenue & West Morse Boulevard, N Park Ave & W Morse Blvd, Winter Park, FL 32789, USA
  • 90 Minute Guided VIP Tour of Key Locations in Winter Park.
  • 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.
  • Gratuities
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Additional Info
  • Confirmation will be received at time of booking
  • Not recommended for travelers with back problems
  • No heart problems or other serious medical conditions
  • Not recommended for pregnant travelers
  • Near public transportation
  • Stroller accessible
  • Surfaces are wheelchair accessible
  • Transportation is wheelchair accessible
  • Wheelchair accessible
  • Most travelers can participate
  • This is a private tour/activity. Only your group will participate
Cancellation Policy
For a full refund, cancel at least 24 hours in advance of the start date of the experience.


About the operator

This tour has not yet been reviewed, but you can read what other travellers have to say about this operator.

By: Original Orlando Tours
11 reviews
I had no idea that Mr. Rogers had such a connection to Winter Park.
It was a delight to take this tour and to walk in the footsteps of Fred Rogers. It was interesting to learn why he
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I love Mr. Rogers even more now!
Who knew behind those sneakers and handmade sweaters was a man who skinny-dipped, hated going to the doctor and
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Foodie tour
Great time. Learned about places where I live. Wife’s birthday and tour group took special care of her at every
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Great for Locals and Non-Locals Alike
This tour is great for someone who loves to experience new places and try new things. As an Orlando area native
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Windermere, Florida
Best Foodie Tour I’ve Done
We do the food tours pretty much everywhere we if there’s time and a tour available, and this was by far my
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Hidden Gems
I am a local who has lived in the Orlando area for more than 20 years. I've never been to some of these venues
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New York City, New York
Highlight of My Trip!
I can't say enough about how cool this tour was for me and my friends. I wanted to book in advance but my plans
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Orlando, Florida
Loved This Walking Food Tour of Winter Park!
We began our tour at the Winter Park Chamber of Commerce. Our tour guide gave us great insight into the history of
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Oviedo, Florida
A fun and unique time in Winter Park!
My friends and I were looking for something unique to do in Winter Park. The foodie tour was super fun and we
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Orlando, Florida
Perfect day!!!
We absolutely loved this tour. The food and drink stops were varied and all delicious. Each place did a quick talk
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Orlando, Florida
Amazing Food Tour
This tour was great! I absolutely love food and this tour provided a great variety of authentic options. It also
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Key Details
  • Duration: 1h 30m
  • Mobile Ticket Accepted
  • Instant confirmation
  • Languages Offered: English
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