Mister Rogers Walking Tour + Boat Trip

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historic old world winter park boat tour

Tour Overview

Welcome to our Winter Park neighborhood on this beautiful day! While many well known celebrities have passed through this beautiful village over its rich history, probably no one impacted, and was impacted by, Winter Park more than Fred McFeely Rogers, lovingly known the world over to millions of people as the unforgettable host of Mister Rogers’ Neighborhood for over 50 years now.

Come along on our Mister Rogers Walking Tour as we visit the heart of town where Fred and his lifetime sweetheart, Sara Joanne Byrd Rogers, fell in love while in college and spent many years later in life! You’ll learn fascinating tidbits about how Fred was motivated by a mural in Winter Park to begin a lifetime ministry of serving others. Walk in the same places that Fred and Joanne did through different seasons of their life, as you come to better understand what inspired this legendary man to leave his unique mark on the world.

Learn about notable locations such as Fred’s dorm, the plaque that shaped his life, and many more meaningful spots.

This tour also includes a cruise on the Winter Park Scenic Boat Tour as part of your visit where you’ll see awe-inspiring mansions and estates of past and current business leaders and celebrities, including one of the homes that Fred lived in!


Tour Includes:

  • 90 Minute – 2 Hour Guided Walking Tour in the Winter Park Footsteps of Fred Rogers.
  • 1 Hour Cruise Along the Canals and Lakes of Winter Park.
  • Heavily discounted prices for children! 
  • Legendary stories from Mister Rogers’ time in Winter Park as a student and later as a humble television celebrity.
  • Historical information about the Winter Park area, a big part of Fred and Joanne’s world.
  • 10% discount for your next Original Orlando Tours adventure (valid for 30 days).
  • Every person age 2 and above on the tour must have a ticket. Children 6 and under must wear a life jacket on the boat.
    • Adult Ticket: 13+
    • Child Ticket: 4-12
    • Infant Ticket: 2-3
  • Please reserve in advance.
  • Confirmations will be sent within 48 hours of booking, subject to availability.

Exclusions and Extras:

  • Tour guide gratuity is not included in the booking price.


The tour lasts approximately 3 hours.

Tours which depart after 5:00pm and 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. Mister Rogers tours departing at all other times (i.e. 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. There is free parking near both buildings and along the local streets in the area. If coming from the I-Drive or Orlando tourist zones, you may want to allow at least 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 operates on various days and times each month. Check the schedule on this page for exact details.

Please arrive 15 minutes before your scheduled tour to check in.  There are no refunds or partial credits for guests who are late to the tour or no-shows. Tours depart rain or shine!

Private and Large Groups:

A private tour (ten or more) can be designed for your group to deliver a customized, extraordinary evening!  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:

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. 


This Mister Rogers 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.

Not Available
Tour type: Daily Tour
Duration: 3.25 Hours
Maximum number of people: Unlimited


100% of guests recommend

5 of 5 guest rating

based on 4 reviews

  • Calinda R.

    1 Review
    "Literally - I laughed, I cried!!!!!!!!!!!!!!"
    What a day (in the neighborhood)!!! Fred Rogers was an amazing man. I had no idea how much so. The tour of his world rocked me emotionally for 90 minutes. I can't really explain it other than to say that his story is beautifully told, and it will inspire you and move you, for sure. This tour continues with a boat tour of Winter Park which gives you another perspective and has a few more tie-ins to Fred's time there. Aaargh...I'm still emotional!!! Anyway, loved it and now looking forward to seeing the Mr. Rogers movie.
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  • "We Need More Fred Rogers"
    After learning about Fred (and Joanne), you come away realizing how much we miss this guy and could use more people like him today. Great tour, kudos to Dan and Rich, and the boat cruise at the end just put the icing on the cake. Wonderful day!
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  • Cilla from Milton Keynes

    1 Review
    "Spot on chaps!"
    Came to write a review and read the two before me, and I really can't add much more to it. Brilliant tour, lovely man who the world dearly misses, and delightful day all around. Do yourself a favor and don't leave this visit out of your holiday plans.
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  • "Remarkable man and good tour"
    This was such a good tour. It was informative, funny, sad but inspiring more than anything else. The boat cruise was the right ending to a great day.
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