Things To Do
Winter Park Farmers' Market
The Winter Park Farmers’ Market is held at the old train depot, that has been restored into an historical landmark that hosts this number one produce and plant market in Central Florida. The market takes place every Saturday morning from 7 a.m. to 1 p.m. and is a popular community gathering place that provides fine produce, plants, baked goods and so much more.
Harry P Leu Gardens
50 acres of beautiful tropical gardens. Tyler and Gracie frequented Leu Gardens when they first started dating.
The Ravenous Pig
Stylish gastropub serving inventive New American fare, beers brewed on-site & handcrafted cocktails. Gracie and Tyler's Favorite Cocktail: Gin and Jam
The Charles Hosmer Morse Museum of American Art
The most comprehensive collection of the works of Louis Comfort Tiffany found anywhere and a major collection of American pottery, paintings, and graphics.
Winter Park Golf Course
Dating back to 1900, Winter Park Golf Course is one of the oldest golf courses in Florida. The course and clubhouse are listed on the National Register of Historic Places. Check out the wedding venue on hole number 9!
Jeremiah's Italian Ice of Winter Park
Tyler has been going to Jeremiah’s since they opened in 1994. Tyler’s Favorite: Mango and Raspberry Gelati Gracie’s Favorite: Cookies and Cream Gelati
Adjectives Antique Market
Wander over 50,000 sq ft exploring the different iconic worlds of home decor. Discover handcrafted and hand painted furniture in almost every home decor style. You’ll also find collections of restored antique furniture and antique home decor. Plus the latest in creative gifts, fashion, jewelry, accessories, and more!
Deadly Sins Brewing
One of our favorite breweries. Tyler's Favorite: Imperial Coconut (Stout) Gracie's Favorite: Colossal Peach (Pale Wheat Ale) & Rosemary Lemon (Saison) Both of our Favorites: The Grove (IPA) ALL OF THEIR BEER IS AMAZING.
Historic Dubsread Golf Course
Located minutes from downtown Orlando, Dubsdead Golf Course features the oldest public layout in the central Florida area. One of Tyler's favorite Orlando courses!
Scenic Boat Tour
Located on Lake Osceola in the quiet suburb less than 10 minutes from downtown Orlando, the boat tour offers hour-long, guided cruises through three of the seven lakes and two, narrow man-made canals on the tranquil Winter Park chain. On any given tour, participants may observe large cranes swooping waterside to snag a large fish or a lazy alligator languishing on a nearby bank. An occasional water skier or racing shell full of crew members from the areas private liberal arts college, Rollins, are also enjoyable sideshows for tour goers.
The Wine Barn
The Wine Barn is, first and foremost, a boutique wine store with a highly curated selection of wines from across the globe. Their motto: “If It’s Not Great, We Don’t Sell It!” But as you wander through the space perusing hundreds of interesting wines you’ll also discover that The Wine Barn doubles as a quaint little restaurant where a few dozen people can enjoy a lovely selection of chef-inspired dishes.
Sideward Brewing Co.
Sideward Brewing is a family-owned brewery, taproom and kitchen in the heart of Orlando.