The Best 11 Things To Do In Key West January 2021

DUE TO COVID MANY (aka “MOST”) OF JANUARY 2021’s EVENTS HAVE BEEN CANCELLED OR RESCHEDULED.
Please keep in mind that many of these events are reoccurring and will likely be back in business 2021! Our tours are still running, though! Click here for our tour calendar!
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
Photo // foodandtravelmagazine.com
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
Photo // agt.wikia.com
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
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.” 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
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
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
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.
7. Conch Revival Picnic
Source // kwahs.org
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
Photo // wlrn.org
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
Photo // historichideaways.com
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
Photo // fleetwing.blogspot.com
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
Photo // marchouse.org
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.