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The Best Things To Do In Key West January 2024


New year, same island. Kick off the season with outdoor festivals and jam packed foodie events ranging from the Key West Food & Wine Festival to races on land and sea. Don’t miss the hottest events happening in Key West this January.

1. Key West Food & Wine Festival

Best Things to Do in Key West in January

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Get ready to wine and dine during the 14th Annual Key West Food & Wine Festival, with over 30 events “including waterfront tastings, winemaker/chef collaborations, and local events that present an authentic taste of Key West.” We’re looking forward to having Conch Fritters paired with Rosé. From Jan 23-28



2. Mile Zero Fest

Guitar fest 2024.

Called the ‘the friendliest and best fest’ out there by it’s attendees, Mile Zero takes their patrons to heart in every decision made. They bring the best of Red Dirt & Americana Music to Paradise every year. Official Dates for 2024 are Jan 23rd-27th and the last day is sure to be a grand finale!

3. Attend a Literary Seminar

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Once a year writers and readers congregate in the warm weather for the literary seminar, a 4-day event with “presentations by some of the best writers of our time.” This year’s theme is “Florida: The State We’re In”, and will feature award winning writers from all over the state who know Florida better than most. According to their website, “We may not solve all the problems of this crazy place, but we’ll sure have a good time talking about it.”    (Jan 11-14)    Registration is now open

4. Quantum Race

Top Things to Do in Key West in January

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Stand along the harbor and watch a fleet of more than 100 racing boats compete for the tittle of the Quantum Key West Race. It’s truly a sight to see.

5. Southernmost Food Tour

Best Things to Do in Key West in January

Discover the local side of Key West on our signature food tasting & cultural walking tour. With a progressive lunch, you’ll experience regional, local dishes and the history behind them. Why have lunch at one place when you can dine at six?

6. House Tours

Best Things to Do in Key West in January

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Do you daydream about living in Key West? Check out the house tours, presented by the Old Island Restoration Foundation, and walk through five houses and gardens in old town Key West. Creative restorations, renovations, and unique interiors will have your imagination running wild. January 12th & 13th.

7. Seafood Festival

Best Things to Do in Key West in January

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Stone crab, our favorite sustainable seafood headlines this year’s (and every year’s) Seafood Festival. Join us for a two day gathering of likeminded seafoodies where local fisherman provide the best cuisine the ocean has to offer. Jan 13th-14th

8. Half Marathon

Best Things to Do in Key West in January

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Burn off all that food on a half marathon! The 25th annual scenic 13.1 mile competition is a favorite bucket list race for runners around the world.  If you’re not feeling like a marathoner, there’s also a 5k.   Jan 14th

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