What is the first bar that comes to mind when you think Key West? Most likely Sloppy Joe’s, the famous watering hole of Ernest Hemingway is a Key West tradition steeped in history. Founded on the very day prohibition was repealed, December 5, 1933. The bar actually went through a of couple name changes before Sloppy Joe’s was chosen with encouragement from the infamous Ernest Hemingway.
The Key West Songwriters festival is the world’s LARGEST event of its kind. The five day music mania begins in early to mid May, with free shows daily as well as some performances requiring reservations. This is THE must do for music junkies! Some of Nashville’s greatest talents made their debuts in Key West, at the song writers festival!
Summers in Key West get really HOT!!
3 of the best parties for those looking to spice things up!
Sail down to Key West and celebrate your PRIDE for 5 fantastic days and nights. Bask in Key West's famous laid back style and flair. Party with friends, family or make new acquaintances and discover Key West's unique philosophy of One Human Family!
Roadside diners, vintage drive-ins and out-of-the-way "dives" are enjoying a come-back of hipness. Host Guy Fieri travels the country in search of the best greasy spoons.
Make your Valentine feel as special as he or she is! Make memories in Key West by starting aboard the Key West Express. Visitors are drawn to the southern charm and Caribbean influences of this laid-back island city, only 4 miles long by 1.5 miles wide. During the day or at night, the island is alive with sidewalk cafes, world-class restaurants, fishing, watersports, shopping, performing arts, musical entertainment and galleries before the island gathers each evening at Mallory Square for the world renown sunset celebration.
The party atmosphere is always present in Key West, the ultimate place to ring in the new year. Key
West is one of the few cities that is ALWAYS featured on the live national news feeds. There are certainly many reasons for its allure and popularity. First off it’s WARM!!! Imagine welcoming in the new year wearing shorts and flip-flops…. You can’t get any better than that!
November 8 - 15, 2020
Each year, Superboat International draws thrill seekers from around the world to this exhilarating, heart pounding offshore racing event that attracts the meanest and fastest boats on the water! Team members and spectators alike experience the roaring thunder of these amazing feats of engineering.
Closer to Havana than Miami, Key West has a long history of trade with Cuba and the rest of the Caribbean. Everything from sponges to seafood and ivory was brought into Key West. Arguably the most famous import was tobacco. Along with this tobacco came the elusive Cuban Cigar.
October 29 - 31, 2020
If you're looking for " A Salty Piece of Land", a "Cheeseburger in Paradise", or a place where it's 5 o'clock all the time, Meeting of the Minds in Key West IS Island Living personified.
Not sure what you want for lunch, dinner or in-between? WineDine Key West is a month long event between mid September and the middle of October celebrating fine dining at an affordable price. If you're looking for a great Key West excursion, in the cooler months, but aren't quite ready for Fantasy Fest. Well, this just may be for you.