Sights & Eats Walking Tours
Daycation Experiences
Group Tours
VIP Tours
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.
Beautiful tour! My family and I had an amazing time. Such a nice, peaceful, family activity to do this time of the year.
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Ruthann J.
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Ruthann J.
Beautiful tour! My family and I had an amazing time. Such a nice, peaceful, family activity to do this time of the year.
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!read moreread less
Christy H.
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Christy H.
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!
An absolutely awesome evening. Sarah was our tour guide and she is fantastic!! The food is amazing. Come hungry because you will leave stuffed. 10/10 would recommend to all my friends and family! We will be back!!read moreread less
TheCompleteCouple
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TheCompleteCouple
An absolutely awesome evening. Sarah was our tour guide and she is fantastic!! The food is amazing. Come hungry because you will leave stuffed. 10/10 would recommend to all my friends and family! We will be back!!
Amazing tour. Informative, humorous, loving and nostalgic. Everything Mr. Rogers would approve of.
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Anthony D.
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Anthony D.
Amazing tour. Informative, humorous, loving and nostalgic. Everything Mr. Rogers would approve of.
Went on the ghost tour with a group of friends - it was fun, entertaining and I learned so much about the history of winter park that I never knew! Highly recommend! I will probably sign up for the food tour soon :)
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Mallory P.
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Mallory P.
Went on the ghost tour with a group of friends - it was fun, entertaining and I learned so much about the history of winter park that I never knew! Highly recommend! I will probably sign up for the food tour soon :)
We had a wonderfully delightful ride. The lakes were like glass, the lights were beautiful, the air was cooler, and trivia was fun. Great job.
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David B.
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David B.
We had a wonderfully delightful ride. The lakes were like glass, the lights were beautiful, the air was cooler, and trivia was fun. Great job.
This tour was great! Found out so many interesting things out about the family who was very wealthy! The boat ride was great too!
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Renee' T.
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Renee' T.
This tour was great! Found out so many interesting things out about the family who was very wealthy! The boat ride was great too!
We thoroughly enjoyed our Christmas boat tour. A special thanks to Sarah Bradley who when above and beyond for our group! Happy New Year!
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Cheryl M.
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Cheryl M.
We thoroughly enjoyed our Christmas boat tour. A special thanks to Sarah Bradley who when above and beyond for our group! Happy New Year!
Educational and amazing. My family loved the tour. Can’t wait for the next one!
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Dan M.
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Dan M.
Educational and amazing. My family loved the tour. Can’t wait for the next one!
Staff is very courteous, professional and knowledgeable about the city and its history. Very interesting to hear stories and actual incidents about a city you live in but had no idea existed. I definitely would recommend them and would go again.
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graz32093
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graz32093
Staff is very courteous, professional and knowledgeable about the city and its history. Very interesting to hear stories and actual incidents about a city you live in but had no idea existed. I definitely would recommend them and would go again.
We really enjoyed the tour. Rich’s wealth of knowledge and the easy way he tells the history ofWinter Park and his many insights into little known family dynamics of the Rodgers’ family was engaging. Some especially fond memories were hallways of Rollins College and the statue of Mr Rogers and the kids. We loved every minute. Time well spent. Reminds us that there is always something new to discover. The boat tour and lunch on our own rounded out a memorable day.read moreread less
Joe &.
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Joe &.
We really enjoyed the tour. Rich’s wealth of knowledge and the easy way he tells the history ofWinter Park and his many insights into little known family dynamics of the Rodgers’ family was engaging. Some especially fond memories were hallways of Rollins College and the statue of Mr Rogers and the kids. We loved every minute. Time well spent. Reminds us that there is always something new to discover. The boat tour and lunch on our own rounded out a memorable day.
Original Orlando Tours makes the holidays so special.Rich , Dan , Michael and Sarah do such a great job. We will be getting more tickets next year for our family , its great. I have also used their walking tours ...
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Terry P.
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Terry P.
Original Orlando Tours makes the holidays so special.Rich , Dan , Michael and Sarah do such a great job. We will be getting more tickets next year for our family , its great. I have also used their walking tours ...
Rich and Sarah were awesome we enjoyed the tour very much, I never realized how involved Fred Roger's was in winter parkread moreread less
Chris M.
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Chris M.
Rich and Sarah were awesome we enjoyed the tour very much, I never realized how involved Fred Roger's was in winter park
Rich took us on the most amazing tour! He is a wealth of knowledge and provided personal anecdotes about Mr. Rogers and his family. We enjoyed every minute of this wonderful tour!read moreread less
Anne K.
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Anne K.
Rich took us on the most amazing tour! He is a wealth of knowledge and provided personal anecdotes about Mr. Rogers and his family. We enjoyed every minute of this wonderful tour!
Great food, of course, but Rich threw in tidbits of history and celebrity sightings to make this 2.5-hour tour fly by. Do it!!!read moreread less
souix16
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souix16
Great food, of course, but Rich threw in tidbits of history and celebrity sightings to make this 2.5-hour tour fly by. Do it!!!
Rich was a fantastic guide, with great stories about Mr. Rogers, the history of Winter Park, and Rollins College.read moreread less
Catherine C.
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Catherine C.
Rich was a fantastic guide, with great stories about Mr. Rogers, the history of Winter Park, and Rollins College.
We began our tour at the Winter Park Chamber of Commerce. Our tour guide gave us great insight into the history of the town from how the peacock became the honorary symbol of the city to how the area became the playground to the affluent snow birds. The restaurants we sampled were very welcoming and the portions were decent size to get you excited to return!read moreread less
sooperboy
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sooperboy
We began our tour at the Winter Park Chamber of Commerce. Our tour guide gave us great insight into the history of the town from how the peacock became the honorary symbol of the city to how the area became the playground to the affluent snow birds. The restaurants we sampled were very welcoming and the portions were decent size to get you excited to return!
The Winter Park Old Fashion Christmas Cruise has become one of our favorite holiday experiences! Original Orlando Tours is family owned and they do a phenomenal job with the Christmas Cruise. This experience is extremely popular and sells out quickly, so do not hesitate when tickets go on sale! You will have a fabulous time!
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Anita L.
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Anita L.
The Winter Park Old Fashion Christmas Cruise has become one of our favorite holiday experiences! Original Orlando Tours is family owned and they do a phenomenal job with the Christmas Cruise. This experience is extremely popular and sells out quickly, so do not hesitate when tickets go on sale! You will have a fabulous time!
Sunny’s Spotlight
popular destination guides
Winter Park
Orlando
Winter Garden
International Drive
