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Historic Winter Park Tour

Rated 5.0 out of 5 from 15 reviews.Winter Park, United States

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Experience hosted by Mandy

4 hours
Includes food, tickets
Up to 10 people
Hosted in English

What you'll do

One of Orlando's most gorgeous hidden gems is the town of Winter Park. Nestled on a chain of lakes, and sitting quietly under a canopy of oak trees, lies this quaint part of town. Formerly a winter retreat for the wealthy of the north to escape the cold - Winter Park has wealth can be seen in its mansions, art, museums, and of course - its food. Walk the beautiful tree-lined streets of Downtown Winter Park, as your guide leads you on an 4-hour tour to experience this gorgeous, historic town. Included in this tour is a local guide with expert knowledge, admission to a museum, a scenic boat ride through the chain of lakes, and a delicious, local lunch.

This tour includes:
-walking history tour with a local
-admission to a local museum with a guided tour
-lunch in a local restaurant
-scenic boat tour through the Winter Park chain of lakes

You will feel like a local as you explore the nooks and crannies of this beautiful, historic town.
One of Orlando's most gorgeous hidden gems is the town of Winter Park. Nestled on a chain of lakes, and sitting quietly under a canopy of oak trees, lies this quaint part of town. Formerly a winter retreat for the wealthy of the north to escape the cold - Winter Park has wealth can be seen in its mansions, art, museums, and of course - its food. Walk the beautiful tree-lined streets of Downtown Winter Park, as your guide leads you on an 4-hour to…

Mandy's commitment to safety

This host committed to Airbnb’s COVID-19-related safety and cleaning guidelines—including adhering to social distancing guidelines, practicing good hygiene, and ensuring that all participants wear a mask.
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What's included

  • Food
    We will eat lunch in a local restaurant
  • Tickets
    Admission to Morse Museum of American Art & Admission to the Winter Park Sc...
From $85
/ person
Fri, Nov 6
10:00 AM - 2:00 PM
£68 per person, previously $85
£68 per person, previously $85
Fri, Nov 13
10:00 AM - 2:00 PM
£68 per person, previously $85
£68 per person, previously $85
Fri, Nov 20
10:00 AM - 2:00 PM
£68 per person, previously $85
£68 per person, previously $85

Meet your host, Mandy

Host on Airbnb since 2018
  • 15 Reviews
  • Identity verified
My name is Mandy and I am a third generation resident of Winter Park. In 2017 I started giving tours as a fundraiser to support my local Main Street District. Locals and out of town guests alike have found these tours to be both fun and informative. When I travel outside of Florida, I enjoy taking tours with a local of the area to learn all the history and stories of the town instead of doing the traditional "touristy" things - so I decided to bring that idea home, to Orlando, Winter Park, and central Florida. Now I a variety tours covering many locations and interests. Feel like a "local"!
My name is Mandy and I am a third generation resident of Winter Park. In 2017 I started giving tours as a fundraiser to support my local Main Street District. Locals and out of town guests alike have found these tours to be both fun and informative. When I travel outside of Florida, I enjoy taking tours with a local of the area to learn all the history and stories of the town instead of doing the traditional "touristy" things - so I decided to bring that idea home, to Orlando, Winter Park, and c…
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Where you'll be

Four hours and four stops!
1. Guided history walk through Winter Park to learn about the founders and visit historic buildings and landmarks.
2. Lunch in a local restaurant
3. Scenic boat tour through the winter park chain of lakes
4. Explore the Morse Museum, with the most comprehensive collection of Tiffany stained glass in the world

Rated 5.0 out of 5 from 15 reviews.

Kelly
March 2020
If you are interested in the history of Winter Park (or history in general), you must go on this experience! Mandy is knowledgeable, personable, and a super host. We took a walking tour of Winter Park, ate a wonderful lunch, went an amazing boat ride, and explored the Morse Museum. What a great way to spend part of a day, and Mandy can recommend some nearby sites, restaurants, and museums to top-off the afternoon/evening. Go on this tour - you'll love it!
If you are interested in the history of Winter Park (or history in general), you must go on this experience! Mandy is knowledgeable, personable, and a super host. We took a walking…
Jody
February 2020
It was a cold windy day but Mandy altered our trip so it was comfortable and still filled with great information and many places to visit. Lunch was great.
Deborah
January 2020
Mandy was very friendly and kind and a good listener too who made us feel special and was very knowledgeable about the history of the Winter Park area that we were visiting. She gave us a greater appreciation for Winter Park and it has become our new favorite place to visit.
Mandy was very friendly and kind and a good listener too who made us feel special and was very knowledgeable about the history of the Winter Park area that we were visiting. She ga…
Onalee
January 2020
This tour was great! It included a great lunch, a boat tour and a tour of the Morse Museum. You’ve got to book this if you’re in or near to Winter Park. Mandy was great and we had her all to ourselves for 4 hours on a gorgeous Florida winter day.
This tour was great! It included a great lunch, a boat tour and a tour of the Morse Museum. You’ve got to book this if you’re in or near to Winter Park. Mandy was great and we had…
Patricia
November 2019
On a recent girl’s trip to Orlando we signed up for Mandy’s tour. Not only did the tour meet our expectations but far exceeded them! We had a wonderful 4 hours of history, personal stories, food, boat tour, and a personal tour of a museum. Mandy treated us like friends, always had our comfort in mind and was a great storyteller. I would recommend Mandy’s tour to anyone visiting the area for a throughly delightful experience.
On a recent girl’s trip to Orlando we signed up for Mandy’s tour. Not only did the tour meet our expectations but far exceeded them! We had a wonderful 4 hours of history, personal…
Sandra
October 2019
My wife and I were in town for a wedding and took this 4 hour walking/boat tour to get to know the area better. It couldn't have been better! We felt very fortunate to get such and enthusiastic and knowledgeable tour guide as Mandy! The tour was a lot of fun and very informative and the lunch at Boca's was excellent! We highly recommend this tour to anyone!!
My wife and I were in town for a wedding and took this 4 hour walking/boat tour to get to know the area better. It couldn't have been better! We felt very fortunate to get such a…

Choose from available dates

3 available

Things to know

Cancellation policy

Any experience can be canceled and fully refunded within 24 hours of purchase, or at least 7 days before the experience starts.

Guest requirements

Up to 10 guests ages 10 and up can attend.

More tips

If you are interested in booking an experience, but don't see a date or time that works for you, please contact me. I will do my best to accommodate your schedule requests.

What to bring

umbrella or rain coat

comfortable shoes