Southern playwright Hubert Grissom debuts his offbeat comedy-drama set in Key West that touches on drag antics, echoes of Hemingway, hurricane chaos and end-of-the-road desperation. The curtain goes up at 8 p.m. at the Red Barn Theatre, 319 Duval St. Ticket price TBA.

Source: webeditor@fla-keys.com (FloridaKeys & Key West)

The 28th celebration of the legendary author’s work and lifestyle features literary readings, a theatrical premiere, short story competition, fishing tournament and Sloppy Joe’s Look-Alike Contest. A celebration will be held on July 21st, Hemingway’s 109th birthday.

Source: webeditor@fla-keys.com (FloridaKeys & Key West)

Nearly 300 racing yachts compete for class championships in this international midwinter sailboat regatta.

Source: webeditor@fla-keys.com (FloridaKeys & Key West)