Tour Like A Local
The Local Expert in Tours, Activities, and Things to Do
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:
$39.00
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.
Rich and Sarah gave a phenomenal tour of Winter Park! We had never been to the area and went in with no expectations, but fell in love with the town and want to return. Our tour provided a number of delicious bites, fun stories, and a comfortable sense of belonging. We were graciously welcomed by all of the shops we visited, and the staff went above and beyond to share their knowledge and flavorful foods with us. I purchased something to take home at almost every store they took us into. My favorite stop was the olive oil shop where we witnessed and participated in an oil tasting paired with numerous other selections. Highly recommend!
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City F.
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City F.
Rich and Sarah gave a phenomenal tour of Winter Park! We had never been to the area and went in with no expectations, but fell in love with the town and want to return. Our tour provided a number of delicious bites, fun stories, and a comfortable sense of belonging. We were graciously welcomed by all of the shops we visited, and the staff went above and beyond to share their knowledge and flavorful foods with us. I purchased something to take home at almost every store they took us into. My favorite stop was the olive oil shop where we witnessed and participated in an oil tasting paired with numerous other selections. Highly recommend!
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!
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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Ruth A.
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Ruth A.
Beautiful tour! My family and I had an amazing time. Such a nice, peaceful, family activity to do this time of the year.
My wife loves Christmas Lights! We took the Christmas Night Boat ride. She actual had the best time viewing the various light decorated lake front homes. Hope to take one of the day tours to see the houses that the light belong to. Narration was great! He was excited for us to have a great time!
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Bill D.
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Bill D.
My wife loves Christmas Lights! We took the Christmas Night Boat ride. She actual had the best time viewing the various light decorated lake front homes. Hope to take one of the day tours to see the houses that the light belong to. Narration was great! He was excited for us to have a great time!
We had such a fun time on the Christmas Boat Tour. It was a bit chilly, perfect for the season; and was welcomed with tasty hot cocoa. Once the tour started on the Winter Park Chain of Lakes; Christmas songs were played, Christmas Trivia, the story of the Night Before Christmas & a goody bag was provided, along with beautiful homes dressed in Christmas lights. A perfect evening to celebrate the Christmas Season was had by all 🎄🎄
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Denise D.
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Denise D.
We had such a fun time on the Christmas Boat Tour. It was a bit chilly, perfect for the season; and was welcomed with tasty hot cocoa. Once the tour started on the Winter Park Chain of Lakes; Christmas songs were played, Christmas Trivia, the story of the Night Before Christmas & a goody bag was provided, along with beautiful homes dressed in Christmas lights. A perfect evening to celebrate the Christmas Season was had by all 🎄🎄
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!!!read moreread less
EricNOrlando
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EricNOrlando
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!!!
Loved the Flavors of Winter Park foodie walking tour! The guides are so kind and knowledgeable. You get to stop at all the best places in Winter Park. Highly recommend this for someone who is looking for a local experience in Orlando!
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Amy F.
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Amy F.
Loved the Flavors of Winter Park foodie walking tour! The guides are so kind and knowledgeable. You get to stop at all the best places in Winter Park. Highly recommend this for someone who is looking for a local experience in Orlando!
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.read moreread less
Hayley S.
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Hayley S.
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.
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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Graziella S.
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Graziella S.
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.
Great experience, sampled several restaurants, food was good and customer service was excellent. Very professional!read moreread less
Paula A.
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Paula A.
Great experience, sampled several restaurants, food was good and customer service was excellent. Very professional!
What an informative and fun tour!
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Adriana D.
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Adriana D.
What an informative and fun tour!
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!!
We had a great tour of Winter Park, learned many things about the town and its history. The eating venues that we visited on the tour were well prepared and greeted the group very friendly. Throughout the tour the group exercised social distancing and wore masked where needed. The professionalism of the tour guides was exemplary. Will definitely join other tours that are offered.
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Nicholas G.
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Nicholas G.
We had a great tour of Winter Park, learned many things about the town and its history. The eating venues that we visited on the tour were well prepared and greeted the group very friendly. Throughout the tour the group exercised social distancing and wore masked where needed. The professionalism of the tour guides was exemplary. Will definitely join other tours that are offered.
I took the Flavors of Icon Park tour. Our tour guide, Jordan was very knowledgeable and told us fun facts about each restaurant that we stopped at. The food and drinks were delicious and I loved that they all had scratch kitchens. Jordan was very friendly and made the tour interesting and fun. We got to ride the observation wheel at the end of the tour and had a great view of the city, and the parks in the distance.read moreread less
Susan O.
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Susan O.
I took the Flavors of Icon Park tour. Our tour guide, Jordan was very knowledgeable and told us fun facts about each restaurant that we stopped at. The food and drinks were delicious and I loved that they all had scratch kitchens. Jordan was very friendly and made the tour interesting and fun. We got to ride the observation wheel at the end of the tour and had a great view of the city, and the parks in the distance.
Had a really enjoyable tour on Winter Park, the tour guides were very knowledgeable and the food stops were excellent.read moreread less
nicholasg636
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nicholasg636
Had a really enjoyable tour on Winter Park, the tour guides were very knowledgeable and the food stops were excellent.
We did the Winter Park Foodie Tour, and wow what a great experience! Michael and Rich led the tour around Park Ave where we had several stops that included history, amazing food, drinks, and wine. Even though we live here we discovered some new favorites and got to meet the general manager of a restaurant group who hosted us with incredible samples. This is a great way for locals and tourists to discover the hidden gems of Winter Park.
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Whitney H.
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Whitney H.
We did the Winter Park Foodie Tour, and wow what a great experience! Michael and Rich led the tour around Park Ave where we had several stops that included history, amazing food, drinks, and wine. Even though we live here we discovered some new favorites and got to meet the general manager of a restaurant group who hosted us with incredible samples. This is a great way for locals and tourists to discover the hidden gems of Winter Park.
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.read moreread less
Janet M.
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Janet M.
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.
Fabulous! We had a great time! Learned a lot and had some fantastic food while meeting new awesome people! Can't wait to do the next tour!!
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Lori P.
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Lori P.
Fabulous! We had a great time! Learned a lot and had some fantastic food while meeting new awesome people! Can't wait to do the next tour!!
Sunny’s Spotlight
popular destination guides
Winter Park
Orlando
Winter Garden
International Drive
