Profiled as "the most interesting neighborhood in Florida" by National Geographic, Mills 50 (or just "Mills") is a favorite hang for Orlando locals. This unique district is brimming with street art, a culturally diverse lineup of dining with numerous MICHELIN Guide restaurants, and an eclectic mix of locally owned businesses, including dessert shops, bars, breweries, & live music venues.
At the heart of Downtown Orlando, Lake Eola is beloved for its resident population of swans and iconic fountain. Ringed by restaurants, art installations, and skyscrapers, enjoy a scenic walk around the lake or attend the bustling Sunday morning farmers' market. Eat at Relax Grill (the site of our first Orlando date).
Stroll down the epicenter of historic Winter Park, 20 minutes north of Downtown Orlando. The cobblestoned Park Avenue District is an upscale destination home to acclaimed eateries, museums, and some of the Orlando area’s best shopping.
Harry P. Leu Gardens is a 50-acre botanical oasis that invites you to explore, unwind, and connect with the natural world (paid admission).
At the northern edge of Downtown Orlando, Ivanhoe Village is a culturally authentic district centered around a scenic lakefront park, featuring novel restaurants, antique shops, dive bars, and breweries (we recommend Ivanhoe Park Brewing and Gnarly Barley).
This pedestrian-friendly neighborhood offers a mix of sophistication and small-town charm with retail and dining options ranging from casual to upscale and miles of trails that surround Lake Baldwin. Check out Tactical Brewing.