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Everything you need to know about the Conch Republic. Keep up on local events, nightlife and activities while in Key West.

Holiday Events in Key West 2021

Holiday Events in Key West 2021

November 30th, 2021 | Key West Events & Festivals

Spending the holidays with us in Key West? Here are some of our favorite annual activities to look forward to.

Although we strive to provide the most current information, attractions and events mentioned may be closed or cancelled without notice. We recommend checking individual attractions for operating hours, updates, and safety measures before visiting.

Harbor Walk of Lights

Get your annual dose of Christmas lights along the seawall of the Key West Bight during the city’s Harbor Walk of Lights, on display now until the new year. See the Christmas tree made of buoys, another made of lobster traps, and more maritime holiday decorations during this annual set-up. Visitors can enjoy local vendors, eats, and drinks on the harbor while taking in the holiday spirit. See details.

Key West Lighted Bike Ride

This fun, family-friendly event is all for a good cause. Decorate your bike with lights and bring an unwrapped present for the Key West Holiday Store as an entry fee to Bayview Park at 5 p.m. on Dec. 3. The lighted bike ride parade will roll through Old Town.

Hometown Holiday Parade

For a small-town feel, the Hometown Holiday Parade features local high school bands and charming floats on Dec. 4 at 7 p.m. The parade starts at Bayview Park and continues down Duval Street to Eaton Street.

30th Annual Key West Lighted Boat Parade

Don’t miss this tropical tribute to the holiday season. Boats of all sizes are decked out with lights – and with boatloads in prizes for best decorated, no detail is overlooked. Held at the Schooner Wharf & Bar, the parade begins at 8 p.m. on Dec. 11, with viewing along the Harbor Walk of Lights and the Historic Seaport. Read more.

Monthly Artisan Market

Back for the season, the weekly Key West Artisan Market is a good place to pick up local, handcrafted holiday gifts for your loved ones. The market’s seasonal edition will feature textiles, jewelry, foodstuffs, and more. This is a nice way to start a Sunday morning and pick up local goodies you won’t find anywhere else. Open from 10 - 2 p.m. at Higgs Beach on Dec. 5, 19, and 26. See the Facebook page for more information.

New Year’s Eve

Key West goes all out on New Year’s Eve, and this year will be no exception. Countdown to 2022 at the Shoe Drop with Sushi at Bourbon Street Pub, Lowering of the Pirate Wench at Schooner Wharf, or the Conch Shell Drop at Sloppy Joe’s.


Spending the holidays in Key West? See hotel rates at The Gates Hotel Key West, a Conde Nast award-winning Key West destination which offers hourly shuttle service to Old Town, a beautiful pool, and onsite food and drink services.

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