The Hemingway Days Festival is a bonanza of white beards, safari shorts and rum cocktails, taking place annually in Florida's idyllic Key West.
The week long festival (21-26 July) celebrates the life of literary giant Ernest Hemingway, who made the (then) sleepy town of Key West his home in the 30s. The festival kicks off on Hemingway's birthday, when up to 150 "Papa" lookalikes from around the world converge on his favourite rum shack, Sloppy Joes, for the annual look-a-like-competition.
Other testosterone fuelled events throughout the festival including arm westling competitions and the unique 'Running of the Bulls'; a slow moving and not-so-dangerous tribute to Hemingway’s obsession with Spanish culture and bullfighting.
megansmith

Sloppy Joes Bar, Key West, Florida. keywestvacationguide.com/hemingway-days.php

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Nickenamed the 'Gay Mardi Gras', Fantasy Fest is a 10-day festival for the most seasoned of hedonists - includes wildly eccentric costumes (and costume parties!), parades, street fairs, and events like the Dungeon of Dark Secrets and Fetishes, Big 'Uns Lunar Lunacy Party, and the Epidermal Arts and Torso Tapestries. It's also the best time of year to experience the mild, but warm Florida weather - everyone should go at least once!

Key West, Florida, www.fantastyfest.net

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Days Inn Key West is a fairly priced and well kept property, a positive surprise when you are traveling on a budget to find a nice place to stay. Not a luxury accommodation, but cheap rates compared to most accommodations in Key West and value for the money.

discount.deskbell.com/hotel/10022611-10000399O.html
3852 Roosevelt Boulevard

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Extremely relaxed B&B/hotel, far enough from Duval to be out of noise range, close enough to still be in walking/staggering distance. Named after a former resident cat, it has an excellent pool, clothing optional sun deck, and semi-private balcony if you take the top room (though taller people may have slight problems with the size of the bed in that room, it really is worth it for the views.)

709 Truman Avenue, Key West, FL 33040

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