Downtown Kissimmee

Shopping, Dining & Exploring Historic Downtown Kissimmee

Pick up a map and wander through the historic streets of Downtown Kissimmee

An eclectic mix of family-owned shops with modern or vintage finds and galleries line Main, Broadway and Emmet streets, where visitors can find trinkets artwork to take home. Historic Downtown Kissimmee also is the largest independently owned restaurant district in Central Florida, with more than 30 family-owned eating establishments.

Visitors looking for a relaxing evening activity also can check out the Kissimmee Valley Farmers Market, where they can meet and support local farmers and artisans between 5 p.m. and 8 p.m. the first Friday of each month.

Eclectic Entertainment

Located in the heart of Downtown Kissimmee.

Welcome to the 3 Sisters Speakeasy in Downtown Kissimmee, where delectable drinks and hors d’oeuvres are served in the zestful spirit of prohibition.

3 Sisters Speakeasy

Pizza

Gourmet pizza pies

Serves all your favorite gourmet pies as well as tasty wings, salads, wraps, sandwiches and more. An extensive wine list with relaxed dining indoors or out. Located in historic downtown Kissimmee.

Broadway Pizza Bar

Wine Bar Vibes

Unique, Tuscan-themed wine, beer, and cheese bar.

Vintage Vino Wine Bar is a Tuscan themed wine, cheese and specialty beer bar located at the City's Center in historic downtown Kissimmee.

Vintage Vino Wine Bar

historic downtown marketplace shop window

Antiques

18,000 square foot antique mall

Located in the heart of historic Downtown Kissimmee, Lanier's is family owned and operated, and has taken residence in the downtown district for over 13 years. Come by our store anytime! We'll have a cup of coffee waiting for you.

Lanier's Historic Downtown Marketplace

Nature

Enjoy the outdoors

Grassy waterfront park with walking paths, a fishing pier, picnic pavilions, and a shaded playground.

Kissimmee Lakefront Park

History & Heritage

National Register of Historic Places.

This local landmark is listed on the National Register of Historic Places. Dedicated May 6, 1890, it is one of the state's oldest and is the only courthouse in daily use since it opened.

Osceola County Historic Courthouse