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.
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
Tiffany P.
×
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 a very enjoyable night with the taste of icon foodie tour. Jordan was a very knowledgeable and friendly tour guide! She gave us all sorts of cool trivia about each restaurant we went to, and some fun facts about the owners. The food was great. We also enjoyed the icon wheel ride. We got to see all of Orlando at night. The weather was perfect. It was fun for us as a group of friends who enjoy food tasting in new places. Thank you again Jordan for making it such an unforgettable experience. I can’t wait to go back to these restaurants.
read moreread less
susan o.
×
susan o.
We had a very enjoyable night with the taste of icon foodie tour. Jordan was a very knowledgeable and friendly tour guide! She gave us all sorts of cool trivia about each restaurant we went to, and some fun facts about the owners. The food was great. We also enjoyed the icon wheel ride. We got to see all of Orlando at night. The weather was perfect. It was fun for us as a group of friends who enjoy food tasting in new places. Thank you again Jordan for making it such an unforgettable experience. I can’t wait to go back to these restaurants.
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!!
read moreread less
Lori P.
×
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!!
Rich was a fantastic guide, with great stories about Mr. Rogers, the history of Winter Park, and Rollins College.read moreread less
Catherine C.
×
Catherine C.
Rich was a fantastic guide, with great stories about Mr. Rogers, the history of Winter Park, and Rollins College.
I had a FANTASTIC time 4/25/26 on the Winter Park walking tour. Delicious food and the tour guides had great insight on the area. I will 100% do another tour in the future.
read moreread less
Faith R.
×
Faith R.
I had a FANTASTIC time 4/25/26 on the Winter Park walking tour. Delicious food and the tour guides had great insight on the area. I will 100% do another tour in the future.
We do the food tours pretty much everywhere we if there’s time and a tour available, and this was by far my favorite right here in our own backyard. The samples were filling and delicious, but we also talked afterwards how much we learned about the food and Winter Park, and the fun we had along the way. Kudos to our guides and Original Orlando. We have a new-go to when guests come to town too.read moreread less
Kelmarshmco
×
Kelmarshmco
We do the food tours pretty much everywhere we if there’s time and a tour available, and this was by far my favorite right here in our own backyard. The samples were filling and delicious, but we also talked afterwards how much we learned about the food and Winter Park, and the fun we had along the way. Kudos to our guides and Original Orlando. We have a new-go to when guests come to town too.
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!!!
read moreread less
Steve P.
×
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!!!
Beautiful tour! My family and I had an amazing time. Such a nice, peaceful, family activity to do this time of the year.
read moreread less
Ruth A.
×
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 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
×
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.
This was so very worth it! Dani was our guide and she was with us the entire day, telling us all the back stories and letting us know the details of the rides when anyone was uncertain about riding . We did the Motorbike ride three times that day! We also walked backstage , met Spider-Man , and Dani walked us to the very front of the line anywhere we went . The experience includes a breakfast buffet and lunch buffet in a private air conditioned area and also dinner which you can take at your choice of several restaurant options at the park. The ease of the experience and amazing guide we were lucky to have , made it an unforgettable experience ! We will do it again for sure .read moreread less
catnip
×
catnip
This was so very worth it! Dani was our guide and she was with us the entire day, telling us all the back stories and letting us know the details of the rides when anyone was uncertain about riding . We did the Motorbike ride three times that day! We also walked backstage , met Spider-Man , and Dani walked us to the very front of the line anywhere we went . The experience includes a breakfast buffet and lunch buffet in a private air conditioned area and also dinner which you can take at your choice of several restaurant options at the park. The ease of the experience and amazing guide we were lucky to have , made it an unforgettable experience ! We will do it again for sure .
The Old fashioned Christmas boat tour was very fun. The trivia, music, and lights made it a very memorable experience!!
read moreread less
lori t.
×
lori t.
The Old fashioned Christmas boat tour was very fun. The trivia, music, and lights made it a very memorable experience!!
We thoroughly enjoyed our Christmas boat tour. A special thanks to Sarah Bradley who when above and beyond for our group! Happy New Year!
read moreread less
Cheryl M.
×
Cheryl M.
We thoroughly enjoyed our Christmas boat tour. A special thanks to Sarah Bradley who when above and beyond for our group! Happy New Year!
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.
read moreread less
Terry P.
×
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.
Michael was a charismatic host! It was so much fun to explore the City. They chose great restaurants and they were so accommodating.read moreread less
Tom B.
×
Tom B.
Michael was a charismatic host! It was so much fun to explore the City. They chose great restaurants and they were so accommodating.
We went on the Ghosts of Winter Park tour hosted by Sarah and Rich. It was so much fun! The guides were great and kept the group engaged and were always easy to hear and follow. Stories were all interesting and surprisingly ones we’d never heard, even as locals. We can’t believe we’ve never done this fun night out before, and are excited to try the WP foodie tour next!
read moreread less
Sarah M.
×
Sarah M.
We went on the Ghosts of Winter Park tour hosted by Sarah and Rich. It was so much fun! The guides were great and kept the group engaged and were always easy to hear and follow. Stories were all interesting and surprisingly ones we’d never heard, even as locals. We can’t believe we’ve never done this fun night out before, and are excited to try the WP foodie tour next!
Thank you Michael for all your help!
read moreread less
Tom B.
×
Tom B.
Thank you Michael for all your help!
I've been on two of their Winter Park walking tours so far. So much fun! The history tour was so immersive and the foodie tour was to die for. I learned of some food spots I didn't even know existed. The tour guides were very nice and knowledgeable. I highly recommend!read moreread less
Sarah B.
×
Sarah B.
I've been on two of their Winter Park walking tours so far. So much fun! The history tour was so immersive and the foodie tour was to die for. I learned of some food spots I didn't even know existed. The tour guides were very nice and knowledgeable. I highly recommend!
A great tour. You will not regret booking this. Gun and informative
read moreread less
Arnold b.
×
Arnold b.
A great tour. You will not regret booking this. Gun and informative
Sunny’s Spotlight
popular destination guides
Winter Park
Orlando
Winter Garden
International Drive
