Events Calendar

January 26 - 31
Key West Food and Wine Festival
Key West Food and Wine Festival
January 26 - 31, 2021 | Join fellow food and wine lovers for the 9th annual Key West Food and Wine Festival. Events take place all over the tiny island taking you from the Atlantic to the Gulf. Take part in dinners, neighborhood strolls, chef cook-offs, and seminars. More information available at: https://keywestfoodandwinefestival.com/
Location:Key West
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January 29 - 29 | 2 - 5 pm
Reggae Lou & the Kind Budz Live! 1
Reggae Lou & the Kind Budz Live!
Join us at Southernmost Beach Café for a beach concert! Entry is complimentary.
Location:Southernmost Beach Café
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February 07 - 07 | 6 pm
Super Bowl LV - Big Game Bash!
Super Bowl LV - Big Game Bash!
Dive in and join us for the big game from Shores pool and bar. Tickets are $75.00 inclusive and include an open bar and big game menu. The game will be live streamed via projector poolside, so grab your favorite float + ticket and join us for Super Bowl LV! Tickets available at thttps://bit.ly/2Kb3a56.
Location:Shores Bar
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February 17 - 17 | 2 - 6 pm
Various signs plastered to a palm tree with white beach umbrellas and lounge chairs in the background.
Welcome to Florida Tour: Reggae Lou & Audic Empire Live!
Join us at Southernmost Beach Café for the Welcome to Florida Tour featuring Reggae Lou & Audic Empire! Entry is complimentary. Food and beverage specials available at the café.
Location:Southernmost Beach Café
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April 28 - May 01 | 9 am
Mile 0 Fest Key West
Mile 0 Fest Key West
April 28 - May 1, 2021 | Mile 0 Fest is a boutique destination festival. Called by our attendees the ‘the friendliest and best fest’ out there, we take the attendees to heart in every decision we make. We bring the best of Red Dirt & Americana Music to Paradise every year.
Location:Key West
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May 05 - 09 | 12 pm
Person playing guitar.
Key West Songwriters Festival
May 5 - 9, 2021 | The festival revolves around five days and nights where live music bliss introduces crowds to the faces, voices and stories behind the songs. Southernmost Beach Resort plays host to 4 days of live musical performances.
Location:Key West
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September 02 - 06 | 12 pm
Five people cheers'ing their beers over charcuterie.
Key West BrewFest
September 2 - 6, 2021 | Because the last 9 Key West BrewFest events have been so much fun and an amazing success for the local charities, the committee is teaming up to bring it to you again! Join the Southernmost Beach Resort and Key West Sunrise Rotary over Labor Day weekend to celebrate BEER!
Location:Southernmost Beach Resort
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October 22 - 31 | 5 pm
woman in dios de la muerte makeup with large hat
Fantasy Fest
October 22 – 31, 2021 | Fantasy Fest is an annual, adult-themed, 10-day party in paradise. Founded in 1979 by a small group of Key West locals. Fun-loving revelers from around the globe bring their creativity and imaginations as they descend upon Key West each year in October for costuming, parades, libations, and excitement!
Location:Key West
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