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.
I was initially super skeptical about booking a food tour but I’m so glad I did & that I pick this one to do it! The food and restaurant to which the company picked were amazing! The tour guides Richard & Sarah were so kind and knew so much material. Both were also super approachable when it came time to ask questions which is always a plus. I would definitely both another tour with this company well worth the money!read moreread less
Kaylyn
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Kaylyn
I was initially super skeptical about booking a food tour but I’m so glad I did & that I pick this one to do it! The food and restaurant to which the company picked were amazing! The tour guides Richard & Sarah were so kind and knew so much material. Both were also super approachable when it came time to ask questions which is always a plus. I would definitely both another tour with this company well worth the money!
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.read moreread less
Lauren L.
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Lauren L.
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.
Fantastic holiday lights tour!
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Marna B.
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Marna B.
Fantastic holiday lights 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.
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.
Original Orlando Tours Christmas boat ride in Winter Park is a wonderful experience. The lights along the lake and ambiance of the night is a great way to celebrate the holiday season!
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Maria T.
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Maria T.
Original Orlando Tours Christmas boat ride in Winter Park is a wonderful experience. The lights along the lake and ambiance of the night is a great way to celebrate the holiday season!
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.
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.
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.read moreread less
Brad K.
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Brad K.
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.
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!
My husband and I went on the food tour with Sarah as our guide, she was super friendly and knowledgeable about not only the food but the history of restaurants and Florida itself! We had a tasty fun time and will definitely try another tour next time we are in town. Thank you Sarah:)
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laura g.
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laura g.
My husband and I went on the food tour with Sarah as our guide, she was super friendly and knowledgeable about not only the food but the history of restaurants and Florida itself! We had a tasty fun time and will definitely try another tour next time we are in town. Thank you Sarah:)
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.
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.
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 ...
This is a must do. Excellent Mister Rogers tour with Michael! He is very knowledgeable and shared lots of information about Rollins and the area. This is an active walking tour, so wear comfortable shoes and breathable clothing. Will book other tours with them.
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Florida A.
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Florida A.
This is a must do. Excellent Mister Rogers tour with Michael! He is very knowledgeable and shared lots of information about Rollins and the area. This is an active walking tour, so wear comfortable shoes and breathable clothing. Will book other tours with them.
Family owned and focused on high customer experience, Original Orlando Tours delivers great bus and walking tour experiences with unique and memorable itineraries!
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Winter P.
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Winter P.
Family owned and focused on high customer experience, Original Orlando Tours delivers great bus and walking tour experiences with unique and memorable itineraries!
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 🎄🎄
A great Saturday morning activity filled with info and some great treats. My friends and I had a great time on the Flavors of Winter Park tour, sampling some Winter Park hidden gems and definitely have a few new favorite spots. Thanks OOT!
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Peter I.
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Peter I.
A great Saturday morning activity filled with info and some great treats. My friends and I had a great time on the Flavors of Winter Park tour, sampling some Winter Park hidden gems and definitely have a few new favorite spots. Thanks OOT!
Sunny’s Spotlight
popular destination guides
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