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Fall in Key West means one thing for us - Fantasy Fest - the wildest party on the island and quite possibly the country. Fantasy Fest is 10 days of outrageous costumes, intoxicating debauchery, and parties galore. Started over 30 years ago as a way to encourage tourism during Key West’s low season, Fantasy Fest has now turned October into high season in Key West. That said, book your room as soon as possible – they always go fast.
September 15-18, 2016
Pull your bike out of the garage and hammer down to Key West for the 44th annual Phil Peterson’s Poker Run. Win or lose, the Key West Poker Run is a prime excuse to dust off the bike and ride down one of the most scenic routes in all of America. It’s also an even better excuse for a party. After all, proceeds from the Key West Poker Run go to the Diabetes Research Institute and the Sunrise Rotary Club.
It’s not Labor Day weekend in Key West without Brewfest. A beer-lover’s paradise - in paradise - this popular Key West festival features tastings from craft breweries and international brands, brunch, lunch, and dinner parings, pool parties, games, and great live music.
Rainy days are bound to happen from time to time, especially in the tropics. While 24 North and its luxurious bedding are well equipped for a day spent on the hotel grounds, here are some other options around the town to keep you out of the rain.