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.
Enjoyed the walking foodie tour. Great mix of different types of foods on offer in Winter Park. Tour guides were very knowledgable giving a mix of knopwledge about the history of Winter Park and its origins, as well as the food and beverage proprietors. Would definitely recommend to those wanting to experience something different from the theme parks, etc.
read moreread less
Stevo P.
×
Stevo P.
Enjoyed the walking foodie tour. Great mix of different types of foods on offer in Winter Park. Tour guides were very knowledgable giving a mix of knopwledge about the history of Winter Park and its origins, as well as the food and beverage proprietors. Would definitely recommend to those wanting to experience something different from the theme parks, etc.
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.
×
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.
My wife and I had a wonderful time on the Christmas boat ride. It was fun seeing the lights on the lake houses, listening to Christmas music, and other Christmas stories. We did the boat ride during the 2023 Christmas season and this has now become an annual tradition. We make a day of it and walk around Downtown Winter Park beforehand and eat dinner before heading to the boat dock. Highly recommended!
read moreread less
majicmarginman
×
majicmarginman
My wife and I had a wonderful time on the Christmas boat ride. It was fun seeing the lights on the lake houses, listening to Christmas music, and other Christmas stories. We did the boat ride during the 2023 Christmas season and this has now become an annual tradition. We make a day of it and walk around Downtown Winter Park beforehand and eat dinner before heading to the boat dock. Highly recommended!
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!
read moreread less
Jerry R.
×
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!
Enjoyed seeing the lights and all the Christmas decorations.
read moreread less
Lucy H.
×
Lucy H.
Enjoyed seeing the lights and all the Christmas decorations.
We had a wonderfully delightful ride. The lakes were like glass, the lights were beautiful, the air was cooler, and trivia was fun. Great job.
read moreread less
David B.
×
David B.
We had a wonderfully delightful ride. The lakes were like glass, the lights were beautiful, the air was cooler, and trivia was fun. Great job.
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.
×
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!
An absolutely awesome evening. Sarah was our tour guide and she is fantastic!! The food is amazing. Come hungry because you will leave stuffed. 10/10 would recommend to all my friends and family! We will be back!!read moreread less
TheCompleteCouple
×
TheCompleteCouple
An absolutely awesome evening. Sarah was our tour guide and she is fantastic!! The food is amazing. Come hungry because you will leave stuffed. 10/10 would recommend to all my friends and family! We will be back!!
Did the old fashioned Christmas boat tour on Mo day and it was such a great experience.
read moreread less
Suzi B.
×
Suzi B.
Did the old fashioned Christmas boat tour on Mo day and it was such a great experience.
This tour was great! I absolutely love food and this tour provided a great variety of authentic options. It also included a good amount of history of Winter Park that kept me engaged as we were walking from place to place. I’m from the central Florida area but learned quite a bit about this city. My tour guide was very knowledgeable and entertaining. I would gladly take the tour again.read moreread less
costakatiet
×
costakatiet
This tour was great! I absolutely love food and this tour provided a great variety of authentic options. It also included a good amount of history of Winter Park that kept me engaged as we were walking from place to place. I’m from the central Florida area but learned quite a bit about this city. My tour guide was very knowledgeable and entertaining. I would gladly take the tour again.
Enjoyed the walking foodie tour. Great mix of different types of foods on offer in Winter Park. Tour guides were very knowledgable giving a mix of knopwledge about the history of Winter Park and its origins, as well as the food and beverage proprietors. Would definitely recommend to those wanting to experience something different from the theme parks, etc.
read moreread less
S. P.
×
S. P.
Enjoyed the walking foodie tour. Great mix of different types of foods on offer in Winter Park. Tour guides were very knowledgable giving a mix of knopwledge about the history of Winter Park and its origins, as well as the food and beverage proprietors. Would definitely recommend to those wanting to experience something different from the theme parks, etc.
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.
read moreread less
Nicholas G.
×
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.
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.
read moreread less
Donna H.
×
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.
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.
read moreread less
Florida A.
×
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.
Loved the Flavors of Winter Park foodie walking tour! The guides are so kind and knowledgeable. You get to stop at all the best places in Winter Park. Highly recommend this for someone who is looking for a local experience in Orlando!
read moreread less
Amy F.
×
Amy F.
Loved the Flavors of Winter Park foodie walking tour! The guides are so kind and knowledgeable. You get to stop at all the best places in Winter Park. Highly recommend this for someone who is looking for a local experience in Orlando!
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.
Staff is very courteous, professional and knowledgeable about the city and its history. Very interesting to hear stories and actual incidents about a city you live in but had no idea existed. I definitely would recommend them and would go again.
read moreread less
Graziella S.
×
Graziella S.
Staff is very courteous, professional and knowledgeable about the city and its history. Very interesting to hear stories and actual incidents about a city you live in but had no idea existed. I definitely would recommend them and would go again.
Sarah was enthusiastic and knowledgeable about her subject, and had a great sense of humor, too. Very entertaining!read moreread less
AnitaWins
×
AnitaWins
Sarah was enthusiastic and knowledgeable about her subject, and had a great sense of humor, too. Very entertaining!
Sunny’s Spotlight
popular destination guides
Winter Park
Orlando
Winter Garden
International Drive
