Many of us like to hit the road during the holidays looking for a warmer climate. And a great place to spend part of the winter is Key West, Florida. Looking to celebrate Christmas or Hanukkah? Or do you simply want to get away, Key West offers a lot of festive winter activities.
What to do in Key West for Christmas
At the tip of Florida and just 90 miles north of Cuba is Key West, a tropical island famous for its laid-back lifestyle, beautiful blue water, relaxing beaches and romantic appeal. While Key West is a great place to visit year-round, these islanders take the holidays seriously. They transform the seascape into a wonderland of twinkling lights, trolley tours, boat parades and live music events. It’s so much fun!
Celebrating the holidays in #KeyWest is a great time! There’s so many fun things to do!
Key West is an island in the Straits of Florida and at the southernmost tip of the Florida Keys. With a total landmass of 4.2 square miles and an average yearly temperature of 77 degrees, it’s easy to see why popular local landmarks like Duval Street, Hemingway House, Key West Lighthouse, Mallory Square and Mile Marker 0 have been welcoming visitors for centuries. Add Key West to your upcoming holiday travel list and create memories to last a lifetime.
There are many reasons to spend the holidays in Key West. Here are a few of the most popular events and things to do.
7 family friendly activities in Key West in the winter
Perfect for the whole family, there’s so much to do. Between sight-seeing, relaxing, having fun in the sand, there’s also a lot of seasonal, holiday themed activities to do too!
Harbor Walk of Lights
If you enjoy looking at creative light displays, you can’t miss the Harbor Walk of Lights. Honoring Key West’s maritime history, the annual Harbor Walk of Lights kicks off the holiday season on Wednesday, November 22 as you walk along the seawall past Green Street, William Street and Margaret Street to the Key West Ferry Terminal.
This free event, which stretches through New Year’s Eve, is fun for they entire family. And it features nautical theme light displays, shopping, dining and seasonal libations.
Fury Water Adventures
Fury has been a staple for outdoor activities in Key West for almost 30 years. They are the largest watersports company in South Florida hosts a variety of holiday-themed events during November and December. Offering special trips on Thanksgiving, Christmas, and New Year’s Eve as well as a unique Lighted Boat Parade viewing experience that is second to none. Check out their special events calendar for all the details.
Holiday Lights and Sights Trolley Tour
One of the best ways to experience Key West during the holidays is aboard Old Town Trolley’s Holiday Lights and Sights Tour. While there won’t be a white Christmas in Key West, that doesn’t stop the island from decking the halls with lights and decorations.
This 60-minute trolley tour begins in Mallory Square and includes cider and cookies before departure. Tours are offered Friday, December 8-9 at 6 pm, 7 pm and 8 pm as well as December 15-16 and December 19-23 at 6 pm, 6:15 pm, 6:30 pm, 7:15 pm, 7:30 pm and 7:45 pm. Tickets are $15 for adults, $7 for children ages 4 to 12 and children ages 3 and under ride free.
Lighted Boat Parade
I’m a sucker for looking at gorgeous sailboats, catamarans and yachts. Twinkling lights illuminate the waters at Key West’s Historic Seaport for the 27th annual Schooner Wharf Bar & Galley Lighted Boat Parade.
Dozens of boats parade through the waters starting at 8 pm on Saturday, December 9, but come early to catch the children’s House of Pan Steel Drum Band of Bahama Village as they perform on the Schooner Wharf stage from 6 pm to 8 pm followed by more live music by Raven Cooper and Friends.
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Clinton Square Market and Mallory Square
Key West has hundreds of small, locally owned shops with one-of-a-kind items for everyone on your nice list. Art galleries dot the seascape featuring local artists creating everything from glass jewelry to handmade pottery and dozens of clothing boutiques and gift shops offer up everything from hammocks and seashells to vintage beach photos and eco-friendly treasures. Make sure to add popular destinations like Clinton Square Market and Mallory Square Marketplace to your shopping itinerary.
Rest & Relaxation
Inspiring guests like Ernest Hemingway and Tennessee Williams since it opened in 1926, La Concha Hotel & Spa is a National Historic Landmark in the heart of the vibrant downtown historic district. Located on Duval Street, the hotel was designed with comfort in mind and features contemporary accommodations with colorful ceilings, dark wood plantation furnishings and coastal inspired window shutters. Enjoy a cocktail by the pool, dine at 430 Duval, sip world-class wines at Wine-O or stop by La Concha’s full-service spa for signature treatments at their rooftop facilities.
There is no shortage of beautiful inns, hotels and bed and breakfasts dotting the landscape of Key West’s downtown. Built in 1898, Key West Bed and Breakfast is located in the William Russell House and is listed on the National Register of Historic Places. Constructed by Bahamian shipbuilders, this three-story Victoria is located on a quiet, tree-shaded street in the heart of Old Town. With a short walk to the water and Caribbean-style guest rooms, you’ll find it easy to rest and relax at Key West Bed and Breakfast.
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