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Peacocks, Presidents and Puzzles - The Winter Park Walking Tour

Orlando, USAby Original Orlando Tours

  • 1.5 hours
  • Free cancellation
  • Instant confirmation
  • Up to 30 travelers
  • Mobile or paper ticket accepted
  • Guide: English

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Overview

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's 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.
  • Gratuities

Itinerary

  1. 1

    Winter Park

    1.5 hours

    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.

Meeting and pickup

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.

Tours departing before 5:00pm, Monday – Saturday meet in the lobby of the Winter Park Chamber of Commerce Building, located at 151 W Lyman Avenue, Winter Park 32789.

End point

The tour ends roughly two blocks from where it begins.

Good to know

  • 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
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  • 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.

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from $42per person

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