📆 Around town this week
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All events are subject to change without notice. Always check official event pages for the most up to date information.
📚 2026 Annual Author Gala @ Key West Public Library Branch | Monday (2/23) at 6:00 PM – Ruth Reichl is coming to our pink library to talk food and stories, then keep the party going in the Palm Garden with island drinks, twinkle lights, and nibbles. Heads up, even the free talk needs a ticket, and the gala fundraiser buys bragging rights.
🌮 Food Truck Jamboree @ Marathon Community Park | Wednesday (2/25) at 5:00 PM – Midweek at Marathon Community Park means one thing, second helpings. The Food Truck Jamboree is back with more trucks, more options, craft beer, a DJ, field games under actual lights, and free entry. Bring the crew, pace yourself, and pretend cooking was never an option.
🏆 Second Annual Cornhole Tournament @ Alonzo’s Patio Bar | Wednesday (2/25) at 5:00 PM – Nothing says midweek therapy like lobbing beanbags at Alonzo’s Patio Bar with a drink in hand. Grab a partner for the Second Annual Cornhole Tournament, $20 per team, day-of signup, drink specials, prizes for the top three, and yes, dogs are absolutely teammates.
🐾 Special Edition Paint and Sip – Paint Your Pet @ Island Welcome Real Estate | Thursday (2/26) at 5:30 PM – Pour a glass and immortalize your fur kid at this paint and sip benefiting the FKSPCA Marathon campus. Fifty bucks covers supplies, complimentary beer, wine, and snacks, and yes, 100% goes to the animals. Grab a ticket, then send a pet pic for your masterpiece.
🧹 Early Bird Clean Up Simonton & South Streets @ Southernmost Beach Resort | Friday (2/27) at 8:00 AM – If your morning stroll could use a conscience, spend an hour tidying Simonton and South with Southernmost crew. Meet in South Street lot between Simonton and Duval, next to Le Mar and Dewey, grab a vest, bucket, and picker, then earn breakfast and cleaner streets.
📚 Hemingway in a Funny Way @ Comedy Key West | Friday (2/27) at 5:30 PM – Trade Duval’s chaos for a smarter buzz as Comedy Key West skewers, salutes, and laughs through the funny side of Hemingway, just down the street from the House and its judgmental six-toed cats. Expect sharp jokes, local lore, and zero marlin to gut.
🎸 Neil Berg’s 50 Years of Rock n’ Roll, Part 6 @ Tennessee Williams Theatre | Friday (2/27) at 7:30 PM – Part 6 means the encore keeps coming, and I’m not mad about it. Neil Berg recruits Broadway belters and bona fide rock singers to tear through five decades of hits, then dishes the stories behind them, nostalgia, sharp vocals, and a sing-along vibe included.
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