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The Best Things To Do In Key West January 2024

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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

Photo // foodandtravelmagazine.com

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 25-29

 

 

2. Mile Zero Fest

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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 2023 are Jan 24th-28th and the last day is sure to be a grand finale!

3. Attend a Literary Seminar

Top Things to Do in Key West in January

Source // kwls.org

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 “Singing America: A Celebration of Black Literature”. (Jan 12-15) Registration is now open

4. Quantum Race

Top Things to Do in Key West in January

Photo // quantumsails.com

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

Photo // rentkeywest.com

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 13th & 14th.

7. Seafood Festival

Best Things to Do in Key West in January

Photo // wlrn.org

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 14th-15th

8. Half Marathon

Best Things to Do in Key West in January

Photo // historichideaways.com

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.

9. Craft Show

Best Activities Key West in January

Photo // fleetwing.blogspot.com

More than 100 local artisans unite at the Key West Craft Show, now in its 33rd year. A popular show with locals and tourists, (the attendance was estimated at 25,000 people in 2016), all types of artwork including handmade pottery, jewelry, glass, fabric and wood will be on display. Jan 28-29

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