Old Town Trolley Holiday Lights & Sights Tours
Multiple nightly tours begin at Mallory Square and convey caroling passengers through magically decorated streets and neighborhoods.
Loading view.
Annual Parade of Paws & Holiday Bazaar at Higgs Beach
Higgs Beach Dog Park White Street & Atlantic Blvd, Key West, FL, United StatesAnnual 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 StatesBring your critters for pet pictures with The Grinch. Proceeds benefit River’s Wish, Inc., a 501(c)(3) non-profit senior dog sanctuary.
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.
Old Town Trolley Holiday Lights & Sights Tours
Multiple nightly tours begin at Mallory Square and convey caroling passengers through magically decorated streets and neighborhoods.
Schooner Wharf Annual Lighted Boat Parade
Schooner Wharf 202 William Street, Key West, FL, United StatesSchooner 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 StatesShop 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 StatesThe 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
City of Key West Menorah Lighting Ceremony
Bayview Park 1300 White Street, Key West, FL, United StatesCity of Key West Menorah Lighting Ceremony at Bayview Park, 1300 White Street.
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.
Old Town Trolley Holiday Lights & Sights Tours
Multiple nightly tours begin at Mallory Square and convey caroling passengers through magically decorated streets and neighborhoods.