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Key West Harbor Walk of Lights

Key West Historic Seaport Key West, FL, United States

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.

MARC annual Christmas tree lot

Christmas trees, wreaths, garlands, holiday accessories, ornaments, and wonderful locally produced gifts.

The ReMARCable Decorated Table Top Tree and Wreath Auction

MARC House 1401 Seminary Street, Key West, United States

The ReMARCable Decorated Table Top Tree and Wreath Auction takes place at Opal Key Resort, 245 Front St., presented by First Horizon Foundation. Preview at 5:30pm; auction at 7:00pm.

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.

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.

Santa, Sweets, and Holiday Tree Lighting

Key West Womans Club 319 Duval Street, Key West, Fl, United States

Celebrate the season with the Key West Woman’s Club and Mayor Teri Johnston at the beautiful historic Hellings Curry Museum at 319 Duval St. Guests can enjoy appetizers, deserts, Amsterdam eggnog and holiday music performed by the Bahama Village Children’s Choir and the Key West Community Orchestra. Donations of unwrapped, new clothing items for students K-12 appreciated.

Schooner Wharf Tree Trimming Party and Toy Drive

Schooner Wharf 202 William Street, Key West, FL, United States

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.”

“Messiah” Concert

Key West United Methodist Church 600 Eaton Street, Key West, FL, United States

Sunday, Dec. 3, 7:00pm, “Messiah” concert at Key West United Methodist Church, 600 Eaton Street.

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 illuminated pedaling party through the streets of Key West

Annual POSH (Paws Often Steal Hearts)

Audubon House 205 Whitehead Street, Key West, FL, United States

Annual POSH (Paws Often Steal Hearts) Florida Keys SPCA Fundraiser at the Audubon House, a catered gala event featuring live dance music by Phat Hat, raffles, and a silent auction.

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