Key West Holiday Fest Offers Dazzling Array of Festivities

Key West Holiday Fest, the southernmost city’s annual joyous celebration of the season, kicked off on Thanksgiving Eve and continues through December. Whether you delight in the fun and funky, the enchantingly elegant, or all the above, revelers of all ages can immerse in a solid month of tropical warmth infused holiday magic.

Holiday Fest

Key West Holiday Fest is a sparkling, month-long celebration of the season, celebrated in our unique tropical island style,” commented Jodi Weinhofer, President of the Lodging Association of the Florida Keys and Key West. “From lighted parades on land and sea, to enchanting inn tours, musical performances, stage events, and New Year’s Eve extravaganzas, there’s something wonderful for all ages happening here.”

2024 Holiday Fest Calendar of Events Coming Soon…

Holiday Fest 2024 Calendar of Events

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Key West Harbor Walk of Lights at the Historic Seaport

Explore Lazy Way Lane at the Green Street Plaza to the Ferry Terminal at Grinnell Street while reveling in a wonderland of holiday displays and thousands of lights adorning trees, ships, shops, restaurants and watering holes, adorned in celebration of the season and honoring the maritime history of Key West.

“Fishing Buoy” Christmas Tree Lighting

People of all ages, along with Santa and Mrs. Claus, gather at Greene Street Plaza where it meets Lazy Way Lane at the Historic Seaport for the exciting countdown and 6:00pm lighting of the giant “Fishing Buoy” Christmas tree and the entire Key West Harbor Walk of Lights. At 7:00pm the “Lobster Trap” Christmas tree at Margaret St. Plaza at the Historic Seaport will be officially lit.

The MARC annual Christmas tree lot

Christmas trees, wreaths, garlands, holiday accessories, ornaments, and wonderful locally produced gifts. More than 1500 trees travel from North Carolina to Key West and are available until they run out or Christmas Eve, which ever comes first. 1401 Seminary Street. For information call the MARC Plant Store at 305-296-9556.

Event Series Fiesta de Navidad

Fiesta de Navidad

Get ready for a holiday dance performance extravaganza like no other! Fiesta de Navidad is here to light up your season with beloved holiday characters and incredible Latin dance from salsa to cha-cha-cha. Highlighting the rich cultural influences that make Key West so unique, this show is a high-energy spectacle that will have everyone from kids to grandparents dancing. San Carlos Institute, 516 Duval St.

Event Series Fiesta de Navidad

Fiesta de Navidad

Get ready for a holiday dance performance extravaganza like no other! Fiesta de Navidad is here to light up your season with beloved holiday characters and incredible Latin dance from salsa to cha-cha-cha. Highlighting the rich cultural influences that make Key West so unique, this show is a high-energy spectacle that will have everyone from kids to grandparents dancing. San Carlos Institute, 516 Duval St.

Schooner Wharf Bar 2024 Tree Trimming Party and Toy Drive

Maritime merrymakers will deck the halls and make dreams come true at the popular waterfront winter wonderland. Help decorate the tree and participate in a “Best Handmade Ornament” contest for prizes (bring your own hand-decorated ornament). All tree trimmers will be treated to a free holiday cocktail. Participants are invited to bring an unwrapped gift for the Cheryl Cates Memorial Toy Drive for “Angels Just 4 Kids.” Local authors and artists will be on hand, signing and selling original creations for holiday gift giving.

“Messiah” concert

“Messiah” concert, 7:00pm at Key West United Methodist Church, 600 Eaton Street.

Pet Pictures with Santa

Pack up Fifi, Fido, and the family and delight in Pet Pictures with Santa at the 16’ nautical Christmas tree at the foot of William Street at the Key West Bight Marina/Harbor Walk of Lights. For a cash donation of $25 you’ll receive a professional high resolution digital image. Benefits the Boys & Girls Club of the Keys.