Flavors of Winter Park Foodie Walking Tour

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Tour Overview

Take a bite out of the best of Winter Park and stroll down Park Avenue on our unique Flavors of Winter Park Foodie Walking Tour!

Park Avenue is home to many internationally themed and locally owned boutique restaurants who are thrilled to share samples of their cuisine with you! Over the course of two and a half hours, you will learn about the rich history of the area as well as enjoy a delicious selection of food and drinks along the way.

This foodie walking tour will leave you satisfied with food and nourished with history, and you are guaranteed to make some good memories along the way. The best way to experience Winter Park is on foot as you are able to take in the sights, sounds and tastes that locals love. The brick streets and canopy trees create an atmosphere unlike any other in Florida, and the offerings along the way will have you coming back for more afterwards!

Whether this is your first time in Winter Park or you are a local who has been visiting for years, you will fall back in time while hearing fascinating tales about how this beautiful town evolved, and where to find its gastronomical gems!

Tour Includes:

  • Two and a half hour walking tour of Winter Park’s famous Park Avenue with local historical commentary.
  • Food samples at up to seven local venues.
  • Water and other beverages provided at various stops on the tour.
  • Personal demonstrations and presentations at each stop.
  • The tour is limited to 16 guests per tour.
    • COVID restrictions limit group sizes to 6.
  • Every person above age 3 on the tour must have a ticket; tastings can not be shared.
    • Children Ticket: 4-12
    • Adult Ticket: 13+
  • 10% discount all day on purchases and meals after the tour given by each tour stop location.
  • 10% discount for your next Original Orlando Tours adventure (valid for 30 days).
  • Confirmation will be sent within 48 hours of booking, subject to availability.

Exclusions and Extras:

  • Optional tour guide gratuity is not included in the booking price.


This tour lasts approximately 2 hours 30 minutes in total.

Tours originate from the lobby of the Winter Park Chamber of Commerce Building, located at 151 W Lyman Avenue, Winter Park 32789. There is free parking across the street from the building and along the local streets in the area. Please note that Orlando traffic conditions can vary widely while I-4 is under construction. If coming from the I-Drive or Orlando tourist zones, you may want to allow at least 30-45 minutes travel time depending on your departure location; check your GPS, Waze, Google Maps or other apps so you can be sure to join our tour in plenty of time.

This tour typically operates on the last two Saturday mornings of the month. Check the schedule on this page for exact dates. Please arrive between 10:15am and 10:20am; tours depart promptly at 10:30am. There are no refunds or partial credits for guests who are late to the tour or no-shows.

Private and Large Groups

A private tour (ten or more) can be designed for your group to deliver a customized, extraordinary day!  For groups of ten or more, please contact Sarah at sbradley@originalorlando.com or (407) 986-8687 to create your unforgettable visit!

Cancellation Policy

You may receive a full or partial refund by notifying us via email at info@originalorlando.com of the cancellation. No refunds shall be issued for cancellations not received at least 24 hours in advance of the starting time and date of your tour. Please review your Terms and Conditions document for other cancellation provisions.

Sunny’s Local Tips and Bits:

Winter Park’s Park Avenue restaurants are often compared to the relaxing sidewalk cafes of Europe. But it’s not just the location and feel of the venues – an extraordinary number of European chefs have brought traditional recipes to create homemade dishes for their guest. Many of these culinary artists prepare samples at the stops on this tour!


This foodie walking tour is only offered in English. Florida weather varies throughout the year, so you may want to check the forecast and plan to dress accordingly. Tours operate rain or shine! We suggest wearing comfortable shoes and bringing an umbrella if there is a chance of rain.

If you have food allergies, please let Original Orlando Tours know when you receive your ticket confirmation. Adjustments will be made where possible.


Not Available
Tour type: Daily Tour
Duration: 2.5 Hours
Maximum number of people: 16


100% of guests recommend

5 of 5 guest rating

based on 7 reviews

  • Lisa Wellesley

    1 Review
    "OMG! Great food, great tour, great times!"
    We thought we knew Winter Park, but we found out how little we actually did know and we certainly didn't know some of these restaurants. I have a bunch of new favorites that we will be going back to. Loved learning the history of Winter Park too!
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  • "Loved it!!"
    Last month I paid over $100 for a similar tour in NYC and this one blew that one away at half the price. I was pleasantly surprised at the food selection and quality. I will be definitely be back. Thank you!
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  • "Perfect"
    Right amount of time and food. Fascinating stories along the way. Thumbs up from me.
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  • "Fun tour in my own backyard"
    My husband and I took the Winter Park Walking Food Tour for something different to do even though we live in Winter Park. We had so much fun playing tourists and learned new historical facts and new places to eat. So interesting! Loved that it’s a family business and several of them were part of the tour. Highly recommend for a fun and unique activity!!
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  • Callie Gomez

    1 Review
    "Delicious (and safe)!"
    This was a perfect get out of the house for us. The stops were excellent and tasty and the stories about Winter Park along the way really added to the tour. I was impressed and at ease with the safety protocols (masks, temp checks, etc.). This was a nice break for us to get out and have some safe fun.
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  • Helen Korbitz, NYC

    1 Review
    "A+ And We Do Food Tours!!!"
    We do foodie tours every place we travel and this was one of our favorites, probably number 1! Why? Terrific guides who also used our time to give us context and background about Winter Park. A manageable walking route in a very beautiful town. Friendly hosts at each stop offering samples of really delicious food. And a 10% discount at the places we stopped all day. Dan, Michael and Sarah were really super guides - thank you all for making our day!
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  • "Fun food and history tour!"
    We had a fun tour with food and local history. Knowledgeable guides pointed out historical buildings and took us to a number of food spots where we sampled macarons, gelato, olive oil, smoked salmon appetizers, and more! A great mix of local history AND delicious food!
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