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The Best Things To Do In Key West January 2022


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

People enjoying the Key West Food and Wine Festival by the beach

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Get ready to wine and dine during the 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.

2. Randy Roberts Live

randy roberts drag show La Te Da Key West

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Close your eyes and you’ll swear that Cher is performing live right in front of you. Nope, it’s just Randy Roberts. His impersonations in this all live show will leave you amazed. Pictured above was his gig on America’s Got Talent. Check out his dates this month performing at La Te Da here.

3. Literary Seminar

key_west_literary_seminar piles of books for sale

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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.” Fittingly, this year’s theme is the literature of politics. The seminar is sold out, but there is still a free event open to the public on a first come, first seated basis.

4. Quantum Race

quantum race in action on the clear blue waters of Key West

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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

Tomasita's sign "my husband fishes and I sell it" fish market Key West

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

Beautiful two story Key West Conch House open for tours

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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.

7. Conch Revival Picnic

Conch Revival picnic graphic logo

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An all-you-can-eat picnic reviving old Conch recipes like Lobster Enchilada, Bollos (black-eyed pea fritters), & Alligator Pear (avocado salad). “Celebrate the new year with another Conch Revival Picnic— a heritage dinner featuring a cornucopia of classic Key West/Conch recipes!”

8. Seafood Festival

Stone crab claws plated and ready for purchase at the Key Largo Stone Crab Festival

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Stone crab, our favorite sustainable seafood headlines this year’s (and every year’s) Seafood Festival. A two day gathering of likeminded seafoodies, local fisherman provide the best cuisine the ocean has to offer. More info here! 

9. Half Marathon

blurred runners feet hitting the pavement for the marathon

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Burn off all that food on a half marathon! The 22nd 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.

10. Craft Show

booths open for the Key West Craft show as locals and tourists browse the goods.

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More than 100 local artisans unite at the Key West Craft Show, now in its 32nd 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.

11. Master Chef Classic

local master chefs carefully plating dishes before they are sent out to the dining room for Marc House Master Chef Classic

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Did we mention that January is packed with culinary festivities? The Master Chefs Classic brings out the crème de la crème to compete for the best dish in the appetizer, entrée and dessert category. A benefit for the Marc House, this is one of the most prized food events all year.



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