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.
Sarah was enthusiastic and knowledgeable about her subject, and had a great sense of humor, too. Very entertaining!read moreread less
AnitaWins
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AnitaWins
Sarah was enthusiastic and knowledgeable about her subject, and had a great sense of humor, too. Very entertaining!
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.
Wonderful Christmas Boat Tour. Highly recommended! Enjoyed seeing the beautiful Christmas lights on the lakes while listening to Christmas carols and drinking delicious hot cocoa. Amazing evening.
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Jenn K.
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Jenn K.
Wonderful Christmas Boat Tour. Highly recommended! Enjoyed seeing the beautiful Christmas lights on the lakes while listening to Christmas carols and drinking delicious hot cocoa. Amazing evening.
Enjoyed seeing the lights and all the Christmas decorations.
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Lucy H.
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Lucy H.
Enjoyed seeing the lights and all the Christmas decorations.
The Winter Park Old Fashioned Christmas Cruise is a holiday must!
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John S.
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John S.
The Winter Park Old Fashioned Christmas Cruise is a holiday must!
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!
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.
My wife and I had the pleasure of going on the Walking Tour of Mr. Rogers Neighborhood in Winter Park. Our tour guide was Rich Bradley and we feel we had the ultimate authority on Mr. Rogers and Winter Park. We learned so much from Rich and would recommend his company for any/all tours that they offer. First class all the way!!!
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Steve P.
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Steve P.
My wife and I had the pleasure of going on the Walking Tour of Mr. Rogers Neighborhood in Winter Park. Our tour guide was Rich Bradley and we feel we had the ultimate authority on Mr. Rogers and Winter Park. We learned so much from Rich and would recommend his company for any/all tours that they offer. First class all the way!!!
Not having been a huge fan of Mr. Rogers, I was very pleasantly surprised by this tour. Our tour guide was extremely knowledgeable and brought a new understanding of the life of a man who was genius of his time! I would highly recommend taking this tour as it was very informative and gave me a new perspective on the life that Mr. Rogers led as well as the history of Winter Park.
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Ann D.
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Ann D.
Not having been a huge fan of Mr. Rogers, I was very pleasantly surprised by this tour. Our tour guide was extremely knowledgeable and brought a new understanding of the life of a man who was genius of his time! I would highly recommend taking this tour as it was very informative and gave me a new perspective on the life that Mr. Rogers led as well as the history of Winter Park.
These folks really know how to treat their guests. I HIGHLY recommend this tour. Venue choices were wonderful, the hosts treat us very well and food was fabulous. (Remember - this is a "tasting" and you will get full if you indulge in all the food and drinks. ) Take money with you , 'cause they arrange for discounts at the venue too on the day of tour and you will want to take some of these great items home with you. I WILL be going back and taking all my friends.read moreread less
pamc768
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pamc768
These folks really know how to treat their guests. I HIGHLY recommend this tour. Venue choices were wonderful, the hosts treat us very well and food was fabulous. (Remember - this is a "tasting" and you will get full if you indulge in all the food and drinks. ) Take money with you , 'cause they arrange for discounts at the venue too on the day of tour and you will want to take some of these great items home with you. I WILL be going back and taking all my friends.
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:)
I’m a local and I thoroughly enjoyed this tour—got to try lots of things I didn’t know about. Have been living in the area 19 years
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Nathan
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Nathan
I’m a local and I thoroughly enjoyed this tour—got to try lots of things I didn’t know about. Have been living in the area 19 years
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!
I did the Flavors of Winter Park Foodie Tour this past weekend and it was really wonderful! We made about 6 stops and learned about the history of the area. The tour was well organized, and the guides were fantastic. The food itself was amazing - enjoyed getting to know some local businesses in the area!This activity is perfect for all ages! Highly recommend and looking forward to my next tour with them!read moreread less
Amy B.
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Amy B.
I did the Flavors of Winter Park Foodie Tour this past weekend and it was really wonderful! We made about 6 stops and learned about the history of the area. The tour was well organized, and the guides were fantastic. The food itself was amazing - enjoyed getting to know some local businesses in the area!This activity is perfect for all ages! Highly recommend and looking forward to my next tour with them!
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.
Fabulous! Highly recommended. We will definitely be back to take advantage of another tour offering! Great value. Superlative hospitality. Fun & Entertaining.
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S H.
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S H.
Fabulous! Highly recommended. We will definitely be back to take advantage of another tour offering! Great value. Superlative hospitality. Fun & Entertaining.
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!
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.
Sunny’s Spotlight
popular destination guides
Winter Park
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