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.
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.
We found this tour to be exceptional! It was a pleasant walk and the information that our guide had was incredible! The time went quickly because we were fascinated. We love Mr. Rogers and to see Winter Park in his context was great. The boat tour at the end through the canals was wonderful. I would recommend this to everybody visiting in the area.read moreread less
usnamom2001
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usnamom2001
We found this tour to be exceptional! It was a pleasant walk and the information that our guide had was incredible! The time went quickly because we were fascinated. We love Mr. Rogers and to see Winter Park in his context was great. The boat tour at the end through the canals was wonderful. I would recommend this to everybody visiting in the area.
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!
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!
Thank you Michael for all your help!
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Tom B.
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Tom B.
Thank you Michael for all your help!
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.
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Tiffany P.
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Tiffany P.
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.
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 🎄🎄
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!
Did the old fashioned Christmas boat tour on Mo day and it was such a great experience.
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Suzi B.
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Suzi B.
Did the old fashioned Christmas boat tour on Mo day and it was such a great experience.
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 for group activities in the past and have gotten such great feed back on how much they are enjoyed. Check them out , you won't be disappointed.
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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 for group activities in the past and have gotten such great feed back on how much they are enjoyed. Check them out , you won't be disappointed.
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 C.
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laura C.
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:)
It was a delight to take this tour and to walk in the footsteps of Fred Rogers. It was interesting to learn why he chose Rollins College. And to learn that it was here where this quiet man was initially encouraged to perform on stage. If you are in Winter Park, take this tour, and imagine Fred strolling in front of the shops while courting a young pianist name JoAnn, talking of their future together. How simple, and yet how important, to be someone’s neighbor.read moreread less
Jan P.
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Jan P.
It was a delight to take this tour and to walk in the footsteps of Fred Rogers. It was interesting to learn why he chose Rollins College. And to learn that it was here where this quiet man was initially encouraged to perform on stage. If you are in Winter Park, take this tour, and imagine Fred strolling in front of the shops while courting a young pianist name JoAnn, talking of their future together. How simple, and yet how important, to be someone’s neighbor.
Excellent Christmas boat experience as always. Very fun and a highlight every year.
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Louis A.
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Louis A.
Excellent Christmas boat experience as always. Very fun and a highlight every 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!
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.
What an informative and fun tour!
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Adriana D.
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Adriana D.
What an informative and fun tour!
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.
We had such a great time on the Flavors of Winter Park tour! We have both lived in the Orlando area for quite some time and are familiar with Winter Park but we learned so much! The tour wasn't just food, it was also about the history of the area and some fun facts sprinkled in here and there. We stopped at 8 Park Ave spots and got varying sizes of samples. Some spots included Choulala and Blu on the Avenue. It's definitely an activity i'll recommend to friends, locals and out of towners, and something i'd do again. Thank you Original Orlando Tours!read moreread less
Kelly W.
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Kelly W.
We had such a great time on the Flavors of Winter Park tour! We have both lived in the Orlando area for quite some time and are familiar with Winter Park but we learned so much! The tour wasn't just food, it was also about the history of the area and some fun facts sprinkled in here and there. We stopped at 8 Park Ave spots and got varying sizes of samples. Some spots included Choulala and Blu on the Avenue. It's definitely an activity i'll recommend to friends, locals and out of towners, and something i'd do again. Thank you Original Orlando Tours!
Sunny’s Spotlight
popular destination guides
Winter Park
Orlando
Winter Garden
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