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Christmas in Key West

Posted on: December 10th , 2020 | Events & Festivals
Christmas in Key West

There’s nothing like sending beach photos to relatives during the holidays while they’re up north freezing their wits off. Aside from this Christmas pastime, there are more Key West traditions that put locals and visitors in a holiday state of mind. Although Christmas will look different this year, there are still plenty of reasons to visit Key West during the holidays. Here are some activities you can’t miss out on this 2020 holiday season.

Although we strive to provide the most current information, due to COVID-19, attractions and events mentioned may be closed or cancelled without notice. We recommend checking individual attractions for operating hours, updates, and social distancing measures before visiting. Please travel responsibly and follow mask requirements and social distancing procedures when visiting.

Key West Holiday Lights & Sights Tours

Want to see the cute Key West homes in all their lighted glory? This is fun for the whole family. The Old Town Trolley offers hour-long evening tours from Mallory Square now through December 23. Special holiday lights glasses that enhance the light show will compliment your open-air trolley tour through Old Town. The Old Town Trolley will also be hosting a special Conch Tour Train of the holiday lights. Buy tickets in advance.

Harbor Walk of Lights

The Harbor Walk of Lights stretches along the seawall past Greene, William, and Margaret Streets to the K.W. Ferry Terminal - which are completely lit-up in pure island fashion! Take a photo with nautical-themed Christmas trees which honor the maritime history of the Key West waterfront. Visitors can enjoy local shops, eats, and drinks on the harbor while taking in the holiday spirit. The event is every evening from dusk to dawn throughout the holiday season.

Christmas Shopping in Key West

Check off everyone on your gift list at local festive markets and artisan boutiques. The Key West Artisan Market is dedicated to spotlighting the best local makers, mom-and-pop businesses, and regular Market vendors in the Keys and South Florida. Visit them online for a local holiday gift guide and to see when their next pop-up mart is. The Studios of Key West is also supporting community artists and small businesses by hosting a Holiday Artisan Market completely online. Visit their online shop through Christmas Eve to shop the works of 25 unique local artisans specializing in jewelry, textiles, home accessories, and more. Check out more of Key West’s one-of-a-kind boutiques to snag the perfect Christmas gift with our guide to Key West Christmas shopping.

The Conch Republic Seafood 2020 “Holiday Classic Car Show”

Don your festive holiday mask for healthy holiday fun during the Holiday Classic Car Show. Visit the Conch Republic Seafood Company at Greene and Elizabeth Street to see classic cars from every era decked out for the holidays. Guests can see who takes home the top awards and get the opportunity to vote for “People's Choice” and “Most Creative Holiday Mask”. The free event will be held on December 20 from 11 a.m. - 3 p.m. For more information, visit The Florida Keys Southernmost Car Club.

Set Sail on Christmas Day

There are a few Christmas Day sails still happening in Key West. Schooner America 2.0 is a two-hour Christmas Day brunch that features complimentary boozy drinks along with offerings like spiral-cut ham, bagels and pastries, meats and cheeses, smoked salmon, crudités, and other delicious Christmas day treats aboard the 1851 revival sailboat. Fury Water Adventures is hosting a ‘Christmas Ultimate Adventure’ of its own. Climb aboard their spacious catamaran for an all-day Christmas excursion which includes a Banana Boat ride, snorkeling, a special holiday-themed menu, and so much more.

While the 2020 Key West holiday season is subdued this year (most notably with the absence of the Hometown Holiday Parade and the 30th Annual Key West Lighted Boat Parade), you can still enjoy your island getaway with a longer stay at 24 North. Now for a limited time, guests can receive up to 30% off our nightly rate with our No Passport Needed special offer. Read more.

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