Overview
Welcome to one of Florida’s best-kept secrets, the lovely city of Winter Park!
Chartered in 1887, Winter Park is more than 100 years old and has the pedigree to prove it. Home of the first college in Florida, host to multiple U.S. Presidents swapping the chills of Washington for a tropical paradise, and the southern magnet of many celebrity visitors, Winter Park has a rich history just waiting to be explored and discovered!
This tour will give you a look at Winter Park from street level as well as from the beautiful lakes and canals surrounding this historic village. Your guide will share the fascinating history of this southern resort town, and the stories of the celebrities who have passed through.
Then view the stunning mansions of past and current town leaders and natural wildlife as your view Winter Park its magical waterways.
Whether you are a visitor or a seasoned Central Floridian, you will have a great time while learning about the storied history of this beautiful hamlet!
- Recommended by 98% of travelers
- Badge of Excellence
- Free cancellation up to 24 hours before
- Mobile ticket
What's included
Fun facts about the buildings, historical figures and celebrity connections to Winter Park.
10% discount for your next Original Orlando Tours adventure (valid for 30 days).
Earn Sunny Perks Reward Points for gift cards or other discounts.
90 Minute Guided VIP Tour of Key Locations in Winter Park.
Travel the lakes and canals of Winter Park to view magnificent mansions and local sites.
Gratuities
Meeting and pickup
Travelers meet at the meeting point.
Meeting point
Tours departing before 5:00pm, Monday – Saturday meet in the lobby of the Winter Park Chamber of Commerce Building, located at 151 W Lyman Avenue, Winter Park 32789.
End point
The tour ends roughly four blocks from where it begins at the boat docks.
Good to know
Please show your mobile ticket or present your printed ticket to your VIP guide upon check in at the start of the tour. Please arrive 15 minutes prior to the tour's start time. There are free parking lots and street parking near the tour departure points although the area can be busy on certain days and times.
What to expect
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Winter Park
1 hour 30 min
On this fascinating Winter Park history tour, you’ll learn why this picturesque village became (and still is!) a mecca for wealthy businessmen, politicians, celebrities and their families over the years, as you wander along with the shops, restaurants, and historic buildings along Park Avenue, the thriving center of town. Wandering under the treed canopies and passing European-styled cafés, we’ll recount the personal stories of this Central Florida treasure and share the intriguing history behind the walls you see.
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Scenic Boat Tour
1 hour
You’ll also enjoy a boat cruise on the Winter Park Scenic Boat Cruises as part of your visit where you’ll see awe-inspiring mansions and estates of past and current business leaders and celebrities, including many references to the people and stories that you heard on the land portion of the tour!
Cancellation Policy
For a full refund, cancel at least 24 hours before the start time.
Times are local to the experience (America/New York).
Additional Information
- Wheelchair accessible
- Mobile or paper ticket accepted
- Up to 15 travelers per booking
- Each booking must include at least one adult.
FAQs about Peacocks, Presidents and Puzzles - The Winter Park Walking Tour + Boat
Can I cancel Peacocks, Presidents and Puzzles - The Winter Park Walking Tour + Boat for free?
Yes. For a full refund, cancel at least 24 hours before the start time.
How long does it take?
It takes about 3 hours 15 min.
Where does it start?
Tours departing before 5:00pm, Monday – Saturday meet in the lobby of the Winter Park Chamber of Commerce Building, located at 151 W Lyman Avenue, Winter Park 32789.
What's included?
- Fun facts about the buildings, historical figures and celebrity connections to Winter Park.
- 10% discount for your next Original Orlando Tours adventure (valid for 30 days).
- Earn Sunny Perks Reward Points for gift cards or other discounts.
- 90 Minute Guided VIP Tour of Key Locations in Winter Park.
- Travel the lakes and canals of Winter Park to view magnificent mansions and local sites.
What's not included?
- Gratuities
Which places does it visit?
It visits Winter Park, Scenic Boat Tour.
Which languages is it offered in?
It is offered in English.
Is it suitable for children?
Children must be accompanied by an adult.
Operated by Original Orlando Tours
