Gathering of the Order of the Sleepless Knights
A multi-day gathering for trop rock fans and musicians.
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party in key west
Garrison Keillor & Erica Rhodes
Garrison Keillor & Erica Rhodes at Key West Theater.
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Key West Brew Fest – oktoBREWfest
A Key West beer event celebrating craft brews and Oktoberfest-style fun.
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Local’s Masquerade March
The beloved local costume march during Fantasy Fest.
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Just a Few Friends Festival
A Labor Day weekend tribute to Jimmy Buffett with music and island gatherings.
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Key West Womenfest
A Key West festival celebrating women, diversity, and community.
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John Frinzi & Aaron Scherz
John Frinzi & Aaron Scherz perform at Key West Theater.
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Through the Lens: Early Buffett Concert Photography Exhibit
A Jimmy Buffett concert photography exhibit at Pier House.
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Gov’t Mule & Ziggy Marley
Gov’t Mule and Ziggy Marley perform in Key West.
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Reggae Lou & The Kind Budz
Reggae Lou & The Kind Budz perform at Key West Theater.
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Rum Fest: Cliff Cody & Sharese
A Rum Fest concert event at Key West Theater.
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Key West Marlin Tournament
A major Key West fishing tournament held during Hemingway Days.
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Sloppy Joe’s 45th Annual Hemingway Look-Alike Contest
Hemingway look-alikes gather for one of Key West’s most iconic contests.
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37th Anniversary Hemingway 5K Sunset Run & Key West Beach N’ Beer Mile
A Hemingway Days race weekend featuring a 5K sunset run and beach beer mile.
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Lobster Mini Season
The annual two-day recreational lobster mini season in the Florida Keys.
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‘Unspoken Bond’ Documentary Screening
A documentary screening at Key West Theater.
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Key West Lobsterfest
Celebrate the opening of lobster season with lobster, live music, and island events.
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Lobsterfest Lobster Boil
A Lobsterfest kickoff boil in a historic Old Town courtyard.
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