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Don’t Miss These Summer Events in Key West


The kids are out of school. The tank tops, flip flops, shoulders, and thighs are out of hiding. Summer is here and the living is easy! It’s especially easy to find a reason to visit the bottom of the Florida Keys when you take a look at these HOT summer events happening right here in Key West.  So snag a great summer deal on a room, and venture to the “end of the road” to experience some fun in the Key West sun!

Hemingway days (July 17-22)

The 38th annual celebration of the legendary author, and our hometown hero’s work and lifestyle features literary readings, the Running of the Bulls, a short story competition, fishing tournament, 5k Run and a paddleboard race, Sloppy Joe’s Look-Alike Contest and a birthday “party” commemorating Ernest’s July 21st birthday. So comb that beard, grab the cargos and your best fishing shirt and enter to be the next Papa! More info here.

Mini Lobster Season (July 25-26)

BUGS! BUGS! BUGS! That’s what we call these clawless, Florida, warm water lobster that we’re after! The mini lobster season is always the last consecutive Wednesday and Thursday in July. This year the mini season falls on July 25th and 26th. Proper licensing is required. Get more details on our blog. 

Lobsterfest (Aug 9-12)

LobsterFEST! Need we say more? Events include a Thursday night lobster boil, Friday night Duval Crawl, Saturday street fair with lobster inspired culinary creations, a free concert and a lobster brunch Sunday. This is a weekend where getting gout is worth it! Get more details and purchase event ticket here.


WomenFest (Sept 5-9)

Who runs the world? Girls! The popular ladies’ festival features activities ranging from woman-only snorkeling and water-sport excursions to high-energy late-night dance parties. Heels not required…or tops, for that matter.


Poker Run (Sept 14-16)

Photo // Rob O’Neal

Rev up the engines, boys and girls. It’s an All-American event as motorcycle enthusiasts from around the U.S. travel the Keys’ scenic Overseas Highway – designated Florida’s only All-American road – from mainland Florida to Key West to raise money for charity. Winner takes all, and can win a new Harley-Davidson Motorcycle or cash.