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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.

6th Annual Holiday Concert & Bazaar

Custom House 281 Front St, Key West, FL, United States

6th Annual Holiday Concert & Bazaar at the Key West Museum of Art & History at the Custom House: This festive free party features some of Key West’s finest artisans, musicians and choirs, along with a spectacular holiday light show. 281 Front Street.

Annual Parade of Paws & Holiday Bazaar at Higgs Beach

Higgs Beach Dog Park White Street & Atlantic Blvd, Key West, FL, United States

Annual Parade of Paws & Holiday Bazaar at Higgs Beach / Higgs Dog Park: Benefits the Florida Keys SPCA. Costumes encouraged!

Pet Pictures with The Grinch at the Hard Rock Cafe

Hard Rock Cafe 313 Duval St., Key West, FL, United States

Bring your critters for pet pictures with The Grinch. Proceeds benefit River’s Wish, Inc., a 501(c)(3) non-profit senior dog sanctuary.

Schooner Wharf Annual Lighted Boat Parade

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

Schooner Wharf Annual Key West Lighted Boat Parade: A glittering parade of illuminated watercraft. Arrive at the Key West Bight Marina at the Historic Seaport early in order to stroll through the magical Key West Harbor Walk of Lights.

Holiday Shindig on the Beach

Southernmost Beach Resort 1317 Duval St., Key West, FL, United States

Shop for holiday treasures from local artisans while enjoying live music, tasty treats, fun drinks, activities for the kids – including a ‘snowman’ building contest and even a visit from old St. Nick. Southernmost Beach Resort, 1317 Duval St.

Monroe County Sheriff’s Office Christmas on the Farm

Monroe Count Sherif's Office 5501 College Road, Key West, FL, United States

The Monroe County Sheriff’s Office invites everyone to come meet the animals during its annual Christmas on the Farm event. 5501 College Road, Stock Island. Donations welcomed!

Eaton Street Christmas Stroll

Stroll the blocks between Whitehead and Simonton Streets and enjoy a selection of offerings including films, concerts, exhibitions, and holiday celebrations.

Free
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