The Winter Park Traveling Trivia Party Walking Tour!

Sir Anthony Hopkins filmed which movie on this Winter Park street? Who has a bigger population, Winter Park Florida or Winter Park Colorado? What was the major story in the news in London at the time this building was erected in the fall of 1888?

These might be just some of the trivia we’ll play as we tour the town and play for prizes.

Best of all, everyone wins something as we finish the night at a Winter Park pub with a free drink for all players who complete the game!

per adult from




1 hour 30 minutes


Mobile ticket

Select Date and Travellers

No tour options available.

  • What's included :
    • 10% discount for your next Original Orlando Tours adventure (valid for 30 days).
    • 90 Minute Guided VIP Tour of Key Locations in Winter Park.
    • Earn Sunny Perks Reward Points for gift cards or other discounts.
    • Fun facts about the buildings, historical figures and celebrity connections to Winter Park.
    • Potential to win a prize for winning the game of trivia!
    • Free drink for travelers above the age of 21.
    What's excluded :
    • Gratuities
  • This is a typical itinerary for this product

    Stop At: Winter Park, Winter Park, Florida

    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.

    Duration: 1 hour 30 minutes

  • Departure Point :
    1: 401 S Park Ave, Winter Park, FL 32789, USA
    2: 151 W Lyman Ave, Winter Park, FL 32789, USA
    Departure Time :
    7:00 PM
    Return Detail :
    North Park Avenue & West Morse Boulevard, N Park Ave & W Morse Blvd, Winter Park, FL 32789, USA
    Hotel Pickup :
    • 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 tour/activity will have a maximum of 30 travelers
    • Face masks provided for travelers
    • Hand sanitizer available to travelers and staff
    • Guides required to regularly wash hands
    • Paid stay-at-home policy for staff with symptoms
    • Original Orlando Tours are updating our COVID-19 Safety Measures as the situation evolves in accordance with local and national guidelines.
  • You can present either a paper or an electronic voucher for this activity.
  • For a full refund, cancel at least 24 hours in advance of the start date of the experience.



Age Req.


Fitness Req.


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Organised by Original Orlando Tours

Activity ID: V-214627P10

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