
Sights & Eats Walking Tours

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Personal Tours by Locals
with Original Orlando Tours
At Original Orlando Tours, we believe that the magic of Orlando extends far beyond its famous theme parks. Beyond the theme parks, we offer immersive, locally guided tours to hidden gems and unique experiences in Central Florida. Our expert guides bring a wealth of knowledge and enthusiasm to every tour, transforming each experience into a captivating journey through Orlando’s most iconic and lesser-known sights.
From food tours that introduce you to the Central Florida area’s diverse culinary scene to historical walks that reveal our roots, we curate adventures for all ages and interests. Whether you’re a first-time visitor or a longtime resident, Original Orlando Tours offers something special for everyone. Join us, and discover the authentic Orlando that even the locals might not know exists!
Explore Central Florida

Arts / Culture / Winter Park
Embark on a Captivating Journey with the Winter Park Arts & Culture Walking Tour!
Price From:
$30.00

Price From:
$41.00
Explore food and fun with a guided tasting at several venues at ICON Park.
Price From:
$30.00

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!
Price From:
$40.00

Welcome to our Winter Park neighborhood on this beautiful day!
Price From:
$24.00

Come along for a spooky tour through the old bricked streets of Winter Park.
Price From:
$10.00

Welcome to one of Florida’s best-kept secrets, the lovely city of Winter Park.
Price From:
$20.00

Private / Theme Park / VIP
Tour like a rock star(fish) and see all the best of SeaWorld Orlando in one day with your personal Original Orlando Tours VIP Private Guide!
Price From:
$475.00

Join us as we walk through the same streets as Fred and Joanne, see their sites and Florida home, and hear the heart-touching stories of a love affair for the ages which began and continued in beautiful Winter Park
Price From:
$20.00


Guest reviews
Rated 5 out of 5 stars. See what guests are saying.
I can't say enough about how cool this tour was for me and my friends. I wanted to book in advance but my plans weren't finalized. I was worried the tour would sell out but luckily we secured our spots. Booking was easy and fast. The tour guide is a local and they were so knowledgeable about the area. We learned a lot of interesting facts and stories about Winter Park, but the real highlight was trying all the delicious food!! OMG. Seriously great food. Like mouth watering food. And a great variety. My friend is gluten-free and the other has a nut allergy and both were accommodated by the venues, just tell the tour guide in advance. After the tour we decided to revisit one of the restaurants because our wristbands gave us a discount. This tour was a real gem and 10/10 would recommend.
Winter Park Walking Food Tour: well organized and an enjoyable few hours. Learned a little about Winter Garden even though I've been there many times. We went to a few restaurants I hadn't been to before, the food was pretty good. The guides were knowledgeable and the party we were with were all friendly. Would recommend it.
The tour company, including Sarah, who was our guide, went out of their way to schedule a time that worked for my wife and I. She was super knowledgeable and shared lots of interesting and funny stories about Mr. Rogers, his life and the time he and his wife spent at Rollins College and elsewhere. It was just the right amount of walking. I would definitely encourage anyone who thinks they might be interested to visit both Rollins College and Winter Park. Both are beautiful.
What fun! We are locals who just wanted to learn more about our community and needed a diversion from " life". Rich did not disappoint. The boat ride gave wind to our souls!
Who knew behind those sneakers and handmade sweaters was a man who skinny-dipped, hated going to the doctor and proposed to his wife in a letter? Mister Rogers was a legend, but he was also human, and this tour captured it perfectly. The stories about his not always happy childhood to his knack for knowing how to relate to the little ones makes this tour a must when visiting Winter Park.
This tour was great! I absolutely love food and this tour provided a great variety of authentic options. It also included a good amount of history of Winter Park that kept me engaged as we were walking from place to place. I’m from the central Florida area but learned quite a bit about this city. My tour guide was very knowledgeable and entertaining. I would gladly take the tour again.
The Flavors of the Winter Park Foodie Tour was a good time. The starting location was easy to find and even had complimentary electric vehicle parking. We were originally skeptical about a food walk in the July Central Florida heat, but the guides were fantastic about finding shade when they stopped to give us some local history. We really enjoyed the history of the Winter Park peacocks and why the town is called “Winter Park”. We wanted more of this. We visited seven different locations and all the sweets, beverages, and samples were tasty and of high quality. The tasting room was the highlight of the tour because the staff member not only provided a history of his products, but he provided versatile ways of using them. We tasted a salad, chips and dip, and ice cream there. The other highlight was a restaurant that provided a special mimosa and salmon chip. We also visited the Winter Park food market and sampled a Jamaican chicken patty. Four of the visits offered sweets. While this was a great tour for adults, families, and kids, I wish there were more filling, food items and less sweets. Would I go back for one of their other tours like the Mister Rogers tour, absolutely!
All great, nice place and expert tour people to show us around the city in the NorthCovid restrictions didn't help but it was as good as it could be
We absolutely loved this tour. The food and drink stops were varied and all delicious. Each place did a quick talk about something about the food while we ate that was very interesting. Also the guide gave us brief overviews on Winter Park in between stops that was also interesting. Right amount of food, time and information. We’ll be back!!!
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