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Fabulous February Events in Key West 2023

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Winter in Key West means outdoor activities. With average February temps at a brisk 76 degrees (sorry to rub it in), we’ve got no reason to stay indoors with our a/c on. February is peak high season here on the island, which means plenty of events to fill up your social calendar. We’ve compiled a list of our favorite things to do this month… And none of them involve snow.

1. Watch The Sundance Film Festival at Tropic Cinema

Top Things to Do in Key West February

Photo // Florida Weekly 

This year, Sundance Film Festival is doing things differently by bringing the Fest to Key West audiences with a Sundance Satellite screen in the local community, at the Tropic Cinema, 416 Eaton St. Offered digitally via a custom-designed online platform alongside drive-ins, independent art-houses and a network of local community partnerships in select cities, the Utah festival’s characteristics remain the same: celebrating independent film, visionary artists, unique perspectives, and adventurous audiences.

2. Enjoy a Romantic Sunset Sail

Top Activities in Key West

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Looking for a romantic Valentine’s Date that will stun? Treat your sweetheart to an unforgettable evening sailing the blue waters of Key West at sundown. As it’s a special night, America 2.0 will treat you to a delicious pairing menu that is sure to entice, consisting of hors d’ oeuvres expertly paired with champagnes and sparkling wines from around the world! More info here.

3. Daydream About Living On The Island

Best Activities in Key West

Photo: Key West Properties

See what island life really feels like on the annual house tours. This might be our absolute favorite thing to do during this time of the year. We’re architecturally obsessed.  The tour is leisurely and you go at your own pace. There are five houses on each tour, with a map provided of where each one is in old town. What seems like a small, Conch house on the outside, will blow your mind once you step inside. Feb 12 & 13

4. Enjoy Tropical Weather (in Feb!) on a Walking Tour

Top Things to Do Key West

Eat and drink like a local on the Historic Seaport Food Tour in old town. 75 degrees and sunny makes this walking tour a breeze, but learning about the culture through our cuisine is the standout of the tour. And trust us, we have the best key lime pie on the island!

5. Stock up at the Farmers Market

Top Things to Do Key West February

Photo // Florida Weekly Key West

Every Thursday from 2 pm – 7 pm, the Truman Waterfront will offer fresh produce grown in Homestead, gorgeous orchids & native plants, artisan selection of meats and cheeses, pickles, honey, nuts & dried fruits, natural soaps and so much more. You’ll find Key West crafts, gifts and the perfect souvenir to take home. There’s lots of parking, bike racks, or take the FREE Duval Loop which conveniently stops close to the market. We hope to see you as we GROW LOCAL at your all new Key West Farmers Market, Thursdays at the Truman Waterfront.

The long awaited first Key West Artisan Market of the Season will take place on Sunday, February 14 from 10 am to 2 pm at Clarence H. Higgs Memorial Beach, Key West. Guests will enjoy bloody mary’s & mimosas along with a full bar from Great Events CateringIslamorada Coffee Roasters, smoothies, natural juices and cut fruit, plus multiple food stalls offering eat-here or take-away. Guests will shop a curated outdoor market offering fine crafts, art and jewelry from talented Florida Keys makers and stock a pantry and fridge with fresh produce, artisan cheeses from The Cheese Lovers, local seafood from Mundy The Pirate Seafood, honey, pickles, pastries, cigars, soaps and much more.


Best Things to Do in Key West in February