Old World Winter Park Shopping Tour

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Tour Overview

Winter Park is a prestigious Orlando neighborhood village just a short ride, but a world apart, from the congested Orlando tourist zone!

Our Winter Park tour immerses you in the history, lakefront mansions and delights of Park Avenue, a European styled “high street” line with towering oaks, quaint shops, cafes and delicious restaurants.

Winter Park received its name as the winter time home of the country’s northern elite families. Over the years, Winter Park has continued to be one of the top shopping tour destinations for locals to enjoy its distinctive charm and cuisine. Rollins College, alma mater of many distinguished alumni, including Fred Rogers of Mister Rogers fame, lies at the southern end of Park Avenue. Our Winter Park Tour allows you to sample all these sites, scene and beauty of this unique Hamlet.

On this Original Orlando shopping tour, you’ll have a time to explore Winter Park’s shops and cafes at your own pace, a destination for many of Orlando’s local residents looking to experience a bit of European cachet in Central Florida.

Afterwards we’ll make a brief stop at the Nieman Marcus Last Call outlet store on your Winter Park tour before bringing you and your treasures back to your hotel!

This tour is subject to availability and will be followed up for confirmation upon booking.

Old World Winter Park Shopping Tour Includes:

  • Round-trip transportation from your hotel
  • Shopping tour time on Park Avenue
  • Visit to the Nieman Marcus Last Call store
  • Assortment of cold drinks
  • Professional guide with local commentary
  • This Original Orlando Tours Explorer Tour includes an Orlando discount booklet for each guest
  • Confirmation will be sent within 48 hours of booking, subject to availability
  • A minimum of 4 people per booking is required
    • Children Ticket: 4-12
    • Adult Ticket: 13+
  • The minimum age of all our guests is 4 years old

Exclusions and Extras:

  • Lunch is not provided
  • This tour is not wheelchair accessible


Approximately 4 hours total. Please note that Orlando traffic conditions can vary widely while I-4 is under construction. This tour typically operates all year.

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 72 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:

The world famous “Temple” orange was discovered in Winter Park and developed in the surrounding groves. The original tree still stands on private property within the city. Mr. Rogers met fellow music student and his future wife, Sara Joanne Byrd, on the campus of Rollins College in Winter Park.


This Winter Park tour is only offered in English. Florida weather is unpredictable and may impact the tour. If the weather is deemed unsafe by our guide due to weather conditions prior to commencement of the tour, Original Orlando Tours will offer a substitute tour at the original day and time, offer a credit to be used on any future Original Orlando Tours adventure, or fully refund the tour fee, the choice of which is at the option of our special guests impacted by the weather disruption. There are no refunds once the tour has commenced (i.e., the vehicle has left your departure point). This tour also includes an Orlando discount savings booklet. We suggest wearing a hat, comfortable shoes and sunscreen to make your tour an enjoyable one in warm months as well as a jacket in cooler weather.

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Not Available
Tour Type: Daily Tour
Duration: 4 Hours
Maximum number of people: 12


100% of guests recommend

4.8 of 5 guest rating

based on 3 reviews

  • "Shop till you drop!"
    Wow Winter Park is breathtaking! Such an old word feel yet modern too. Our tour guide knew so much history and trivia, the food was delicious!
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  • "Bargains are at Nieman Marcus- Fun Tour"
    This was my first trip to Winter Park and I really enjoyed it. There are lots of cafes and little shops but the shops on Park Avenue are kinda pricy. We found some great markdowns though at the NM outlet. I liked doing this trip better than fighting the crowds at the FL Mall plus you see more of the actual city.
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  • Cora from Surrey

    1 Review
    "Wonderful Day!"
    Just a lovely little village! Enjoyed it immensely!
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