Vendor Events in Key West, FL

25 spots open

Key West Lobsterfest is the 28th annual celebration of the opening of Florida's spiny lobster season, held August 5-9 each year. The festival features a street fair on Duval Street (100-500 blocks) with local artisans, food vendors, craft booths, and merchandise stands. The main street fair occurs on Saturday with free admission, complemented by dining events throughout the week at historic venues. Vendors sell fresh prepared lobster dishes, local crafts, produce, breads, and merchandise. The event attracts food-focused visitors and tourists seeking authentic Key West dining experiences and supporting local culinary heritage. As a five-day island-wide festival, it serves established vendor networks and benefits Key West's high school scholarship fund through community contributions.

100 spots open

The Key West Art and Craft Festival is the area's largest outdoor art show, a two-day juried event held in late February at the beautiful Truman Waterfront Park on the Quay in Old Town Key West. The festival showcases fine art and handmade crafts from over 100 artist vendors working in diverse media including painting, jewelry, sculpture, ceramics, and fine craft. Vendors feature work by local and national artists. The waterfront location offers stunning views with the water on one side and a lush park on the other, plus ample parking for visitors. The late February timing attracts tourists, winter residents, cruise passengers, and locals seeking quality art. The event is organized by the Key West Art Center, the oldest art gallery in Key West, operating as a nonprofit community arts organization. Applications are juried and require submission of images showcasing booth setup and work samples.

30 spots open

The Key West Artisan Market is a vibrant open-air vendor marketplace held on select Sundays at Indigenous Park near Higgs Beach from October through April. The market brings together local artists, craftspeople, makers, and food vendors offering handcrafted jewelry, original artwork, textiles, ceramics, fresh produce, artisan cheeses, baked goods, and chef-prepared cuisine. Vendors must live and create or curate in the Florida Keys. The market attracts both locals and visitors and features rotating charitable themes each week. The setting offers ocean views, live music, free entrance, free parking, and a casual community atmosphere. Events run from 10 AM to 2 PM. The market also hosts summer pop-up editions May through August in addition to the main season.

Key West Art Center & Gallery

Non-profit gallery devoted to encouraging local artists by providing a central marketplace. Features work from 50+ dedicated local Florida Keys artists including paintings, sculpture, ceramics, jewelry, and fine craft.