Orlando Walking Tours

It's a beautiful day in the Winter Park neighborhood, won't you walk along with us? Join this Hello Neighbor – The Mister Rogers Walking Tour and Boat Cruise and dive into the heart and home of the beloved PBS legacy, Mister Fred Rogers. See where he and his sweetheart fell in love and spent their lives together. Also hear fascinating stories of his life and inspirations that lead to his 30 year success on PBS as a harbinger of imagination, love and compassion. Take a pleasure cruise and learn more about his background and what made him so successful in educating generations of American preschoolers.

Join in on this Peacocks, Presidents, & Puzzles Walking Tour Plus Boat Cruise and experience everything Winter Park has to offer. Chartered in 1887, Winter Park is home of the first college in Florida and the southern magnet of many celebrity visitors. This tour will give you a look at Winter Park from curbside to canals and sprawling mansions to hamlets. Listen to your guide share stories of the historic village and its history hosting celebrities, presidents and even peacocks. So come wander beneath the full bloomed canopy of the trees in the picturesque village of Winter Park, one of Florida’s best-kept secrets.

Take a bite out of the best of Winter Park and stroll down Park Avenue with this Flavors of Winter Park Foodie Walking Tour Plus Boat Tour. Indulge in the delights of Park Avenue's many internationally themed and locally owned boutique restaurants who are thrilled to share samples of their cuisine with you! During your guided visit, you will learn about the rich history of the area as well as enjoy a delicious selection of food and drinks along the way. Take in the sights, sounds, and tastes that locals love and see the brick paved streets and the trees in their full canopied bloom that create an atmosphere unlike any other in Florida. Then you are off to see the sprawling mansions and stunning wildlife on your tour of Winter Park's enchanting waterways. Whether this is your first time in Winter Park or you are a local, this is a wonderful way to spend your day.