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Key West Time
October 17th
12:17am · 80°F

The Holidays Come To Key West

Key West is getting into the Holiday Spirit with decorations and lights going up around town. The Key West Historic Seaport has done a wonderful job of lighting up the Harbor Walk. There are wreaths and red ribbon string up all over the island. Strolling down Duval St. you can find the lampposts decorated with holiday spirit. Looking around, everyone may dressed in T-shirts and bathing suits, but you can still feel the holiday cheer. Come visit and you'll see that holiday spirit sure shines bright while you are laying on the beach in December.

With great weather and fun events, the southernmost city is a wonderful holiday destination. Just don't be surprised if you find Santa is lounging poolside. You'll see more palm trees are decorated with twinkling lights than Christmas trees. But don't let that stop you, book a stay in a Key West vacation rental and see for yourself.

With all our holiday cheer, Key West puts it's heart into the holiday with celebrations like the Lighted Boat Parade and Christmas caroling by Conch Train. There are Holiday parties and many other great gatherings to partake in. While palm-trees and sandy toes are not part of your typical holiday vacation, Key West does the holidays right. Come celebrate in the sunshine with VHKW~Vacation Homes of Key West.

Holiday 2017 Events:

  • December 6, 2017 – HOLIDAY – Key West Lighted Bike Parade – To benefit Wesley House Family Services, this neighborhood parade features bicycles adorned with holiday lights and decoration.  Begins at 7pm (check-in is at 6pm), Bayview Park.  FREE with donation of unwrapped child’s gift.  To register for this event, visit:

  • December 8 – 10, 2017 – SPORTS – AquaX World Championship – Personal watercraft (waverunners) racers, both pro and amateur, compete for world championship title.  For more information, visit

  • December 9, 2017 – HOLIDAY – 27th  Annual Key West Lighted Boat Parade – Vessels of every size and shape deck their hulls and light up the night with their creativity and originality to the delight of locals and visitors alike. Boats will come into the Key West Bight (Historic Seaport) and pass in front of the judges’ stand at Schooner Wharf Bar. Festivities start at 6 p.m. with the Gerald Adams Steel Your Heart Band, and the parade begins at 8 p.m. Live music all evening with yuletide favorites, plus a traditional ham dinner served from our galley. Captains’ meeting is at Schooner Wharf Bar on Thursday December 7 at 8pm. To register your boat or for more information, please call (305) 292-3302.

  • December 9, 2017 – BENEFIT – 4th Annual Parade of Paws & Holiday Bazaar – For the benefit of the the animals at the local Florida Keys SPCA (FKSPCA) 10am – 2pm, Higgs Beach Dog Park (across from White Street pier). FREE. For more information, visit

  • December 12 – 20, 2017 – HOLIDAY – Hanukkah in Key West 2017 – Key West is home to one of Florida’s oldest Jewish communities – with Jews settling here when the City was incorporated in 1832. The first Key West Congregation, B’nai Zion was founded in 1887. Today, during Hanukkah, a large menorah is lit in from of the synagogue each night of the holiday, with Rabbi and congregants gathering for the “festival of lights”. A latke and salmon feast is held the first night. Stop by 750 United Street and celebrate. For more information, call 305-294-3437.

  • December 25, 2017 – HOLIDAY – Christmas in Key West 2017 – Whatever gift you wish for, spending Christmas in Key West might be at the top of the list. While it never snows, and sometimes a palm tree is substituted for a traditional tree, there still is plenty of Christmas spirit in Key West. Look for historic homes that have added twinkle and magic with lights and displays. And to all a good night!

  • December 31, 2017 – CELEBRATION – Key West New Year’s Eve – Celebrations include the lowering of the Conch Shell over Sloppy Joe’s on lower Duval Street, the lowering of famous Key West drag queen Sushi (riding a huge high-heeled shoe) over the Bourbon Street Complex on upper Duval Street, and the lowering of the “pirate wench” from the mast of a schooner in the Historic Seaport.


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