Key West Holiday Fest Offers Dazzling Array of Festivities

Key West Holiday Fest, the southernmost city’s annual joyous celebration of the season, is set to kick off on Wednesday, Nov. 22, 2023. 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.”

Holiday Fest Calendar of Events

All Season Long

Wednesday Nov. 22 through New Year’s Eve (Sunday Dec. 31)
Key West Harbor Walk of Lights at the Historic Seaport
Revel in a wonderland of light-bedecked palm trees, Christmas trees, ships, shops, restaurants and watering holes, dazzlingly decorated for the holiday season from Lazy Way Lane at the Green Street Plaza to the Ferry Terminal at Grinnell Street. keywestchristmas.org

Friday Nov. 24 through Christmas Eve (Sunday Dec. 24)
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. marchouse.org

Friday Dec. 8 through Tuesday Dec. 12 and Friday Dec. 15 through Saturday Dec. 23
Conch Tour Train Holiday Sights and Festive Nights Tours
Multiple nightly tours depart from Key West High School and convey caroling passengers through streets and neighborhoods to revel in the magically illuminated city of Key West. conchtourtrain.com

Friday Dec. 8 through Saturday Dec. 23
Old Town Trolley Holiday Lights & Sights Tours
Multiple nightly tours begin at Mallory Square and convey caroling passengers through magically decorated streets and neighborhoods. trolleytours.com

Friday Dec. 15 through Saturday Dec. 30
Key West Waterfront Winter Wonderland
The Coffee Butler Amphitheater at Truman Waterfront Park will welcome revelers of all ages to a holiday wonderland with beautiful lighting displays, an ice skating rink, rides, attractions, music and more. thekeywestamp.com

Scheduled 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.

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.

Wesley House Family Services Holiday Village and BeLighted Bike Ride

Celebrate the holidays with a family friendly party with Santa Claus, music, crafts, food trucks, goodies, games, and rides for the kids, and a festive lighted bike ride through the streets of Key West, which will depart the Amphitheater at 8:00pm and conclude with a “Best Bike” contest. Admission fee includes Holiday Village and Bike Ride, and benefits Wesley House Family Services.

Holiday Historic Inn Tours – Night 1

Explore four beautifully decorated locations and their unique architecture and history while enjoying light sweet and savory holiday treats and libation samplings. Tickets available beginning Nov. 15; call 305-296-4959 or visit www.KeysTix.com to purchase.

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.

Key West Hometown Holiday Parade

Spectators line the streets for the homegrown parade which kicks off at Bayview Park and travels along Truman Ave and Duval Streets with festooned floats and marching groups consisting of adults, children, and elves, along with assorted hoofed and whiskered friends.