Tour Categories: Sights and Eats

The Original Orlando Tour - Private Tours of Orlando - Transportation Included

Peacocks, Presidents and Puzzles + Boat Tour

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. From being the location of the first Florida college to hosting multiple U.S. Presidents swapping the chills of Washington for a tropical paradise, Winter […]

Read More
The Original Orlando Tour - Private Tours of Orlando - Transportation Included

Mister Rogers Walking Tour + Boat Trip

Welcome to our Winter Park neighborhood on this beautiful day! While many well known celebrities have passed through this beautiful village over its rich history, probably no one impacted, and was impacted by, Winter Park more than Fred McFeely Rogers, lovingly known the world over to millions of people as the unforgettable host of Mister […]

Read More
The Original Orlando Tour - Private Tours of Orlando - Transportation Included

Ghosts of Winter Park

An actress who never left the stage after her final curtain call? German prisoners of war still toiling in the orange groves years after the war is over? The spirit of an artist who couldn’t leave his work unfinished? What is the huge connection that Alfred Hitchcock’s “Psycho” has to Winter Park? Solve all these […]

Read More
The Original Orlando Tour - Private Tours of Orlando - Transportation Included

Peacocks, Presidents, Puzzles – The Winter Park Walking Tour

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. From being the location of the first Florida college to hosting multiple U.S. Presidents swapping the chills of Washington for a tropical paradise, Winter […]

Read More
The Original Orlando Tour - Private Tours of Orlando - Transportation Included

Hello Neighbor! The Mister Rogers Walking Tour

Welcome to our Winter Park neighborhood on this beautiful day! While many well-known celebrities have passed through this beautiful village over its rich history, probably no one impacted, and was impacted by, Winter Park more than Fred McFeely Rogers, lovingly known the world over to millions of people as the unforgettable host of Mister Rogers’ […]

Read More
The Original Orlando Tour - Private Tours of Orlando - Transportation Included

Flavors of Winter Park Foodie Walking Tour

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! Park Avenue is home to many internationally themed and locally owned boutique restaurants who are thrilled to share samples of their cuisine with you! Over the course of two and […]

Read More

Join Sunny’s Email Club!

Sign up for Sunny's Email Club for exclusive deals, tips and information. Be the first to know about new tours, tour discounts, and fun happenings around Orlando!
Holler Box