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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.

Event Series Nutcracker Key West

Nutcracker Key West

Tennessee Williams Theatre 5901 College Rd, Key West, FL, United States

Dec. 5-15, Nutcracker Key West: Sugarplum fairies trade tutus for sea fans, and the battle between the mice and the soldiers takes on a whole new flavor. Some 200 local children and adults and 16 professional dancers from New York City will join together in 2024 to produce this outstanding historical recreation of Key West's enchanting version of the Nutcracker ballet at the Tennessee Williams Theatre.

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.

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.

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