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.
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.
Fantastic holiday lights tour!
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Marna B.
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Marna B.
Fantastic holiday lights tour!
My friends and I were looking for something unique to do in Winter Park. The foodie tour was super fun and we actually learned a lot. The tour guide was knowledgeable and I got to visit spots in Winter Park that I’ve been missing out on for all these years. Getting 10% off at each shop was great!! I’m bringing my family next month.read moreread less
365vicki94
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365vicki94
My friends and I were looking for something unique to do in Winter Park. The foodie tour was super fun and we actually learned a lot. The tour guide was knowledgeable and I got to visit spots in Winter Park that I’ve been missing out on for all these years. Getting 10% off at each shop was great!! I’m bringing my family next month.
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.
This tour is great for someone who loves to experience new places and try new things. As an Orlando area native who frequents Winter Park for the cuisine, I'd only been to one of the stops on the tour prior. Each place provided something unique. The historical information was just an added bonus that brought additional value to the tour. I would absolutely recommend this to anyone who is looking for a unique way to spend a day in Winter Park.read moreread less
TiffPaw
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TiffPaw
This tour is great for someone who loves to experience new places and try new things. As an Orlando area native who frequents Winter Park for the cuisine, I'd only been to one of the stops on the tour prior. Each place provided something unique. The historical information was just an added bonus that brought additional value to the tour. I would absolutely recommend this to anyone who is looking for a unique way to spend a day in Winter Park.
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!
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.
I had fantastic day with the Orlando Walking Tours! We did the Food Tour in Icon Park! It was so factual and interactive throughout, we were definitely full after visiting 4 different restaurants. Each stop we got a really good in detail description about the history behind the restaurant and what food we were about to try. Safe to say I went to bed with a happy and full tummy! Price is $65 per person. Thanks again Rich!
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Emily S.
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Emily S.
I had fantastic day with the Orlando Walking Tours! We did the Food Tour in Icon Park! It was so factual and interactive throughout, we were definitely full after visiting 4 different restaurants. Each stop we got a really good in detail description about the history behind the restaurant and what food we were about to try. Safe to say I went to bed with a happy and full tummy! Price is $65 per person. Thanks again Rich!
Did the Flavors of Icon Park Foodie Walking Tour and cannot say enough good things! The tour is such an amazing way to experience Icon Park - while eating all the yummy food ever. The ticket price is such a great value with the amount of food and the Wheel ride. Tour guides were knowledgeable! 10/10 would recommend for locals and visitors alike!
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Come F.
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Come F.
Did the Flavors of Icon Park Foodie Walking Tour and cannot say enough good things! The tour is such an amazing way to experience Icon Park - while eating all the yummy food ever. The ticket price is such a great value with the amount of food and the Wheel ride. Tour guides were knowledgeable! 10/10 would recommend for locals and visitors alike!
Our Women’s Club traveled to Winter Park for our annual bus trip. Rich and his family owns Orlando Tours and provided a walking tour and a tour of the beautiful Tiffany museum- Morse Museum. Rich was easy to work with and was able to provide alternate plans when needed. It’s easy to book his tours and the communication was excellent. They have a great understanding of what visitors like and were quite helpful! We highly recommend Orlando Tours.
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Donna H.
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Donna H.
Our Women’s Club traveled to Winter Park for our annual bus trip. Rich and his family owns Orlando Tours and provided a walking tour and a tour of the beautiful Tiffany museum- Morse Museum. Rich was easy to work with and was able to provide alternate plans when needed. It’s easy to book his tours and the communication was excellent. They have a great understanding of what visitors like and were quite helpful! We highly recommend Orlando Tours.
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.
We have had the great opportunity to enjoy 2 of the food walking tours that Original Orlando Tours offers. We highly recommend the food tours! Great time both times and great food! We will be taking the ghost tour next.
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Christopher B.
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Christopher B.
We have had the great opportunity to enjoy 2 of the food walking tours that Original Orlando Tours offers. We highly recommend the food tours! Great time both times and great food! We will be taking the ghost tour next.
Great time. Learned about places where I live. Wife’s birthday and tour group took special care of her at every stop. Thank you guys.read moreread less
Chawk
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Chawk
Great time. Learned about places where I live. Wife’s birthday and tour group took special care of her at every stop. Thank you guys.
My two young kids and I went on the Winter Park Ghost tour and we LOVED it! Rich was our tour guide. He was great about making it a personal experience and interacting with everyone equally. He's a great story teller - the stories weren't too spooky but they definitely gave us the goosebumps we were looking for!
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Mikayla K.
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Mikayla K.
My two young kids and I went on the Winter Park Ghost tour and we LOVED it! Rich was our tour guide. He was great about making it a personal experience and interacting with everyone equally. He's a great story teller - the stories weren't too spooky but they definitely gave us the goosebumps we were looking for!
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!
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!!
The night-time boat tour with Orlando Tours was GREAT! It was so peaceful on the lakes at night and the Christmas music along with all the Christmas lights were perfect for the season. Great hot chocolate and such a friendly team. We loved it and are already planning to do it again next year! 2 thumbs up!
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Jerry R.
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Jerry R.
The night-time boat tour with Orlando Tours was GREAT! It was so peaceful on the lakes at night and the Christmas music along with all the Christmas lights were perfect for the season. Great hot chocolate and such a friendly team. We loved it and are already planning to do it again next year! 2 thumbs up!
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!
Sunny’s Spotlight
popular destination guides
Winter Park
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