Through Dec. 31
Key West Harbor Walk of Lights at the Historic Seaport. Revel in a dazzling wonderland of light-bedecked palm trees, Christmas trees, ships, shops, restaurants and watering holes.
Through Christmas Eve
MARC annual Christmas tree lot, open daily 9 a.m. to 7 p.m. 1401 Seminary St., Key West.
Friday, Nov. 26
Black Friday Shopping Extravaganza, 10 a.m. to 6 p.m. at Truman Waterfront, Key West.
Monday, Nov. 29
City of Key West Tree-Lighting Ceremony, 6 p.m. at Bayview Park
Tuesday, Nov. 30
Lighting of the Menorah, 5:30 p.m. at Bayview Park
Dec. 1 through 25
Historic Tours of America Holiday Lights & Sights Home Decorating Contest: Spectators can enjoy the view while residents from Key West to Key Haven enter the competition, with public votes determining the winners. Cash prizes awarded for top three entries.
Thursday Dec. 2 through Jan. 1
Key West Garden Club decks out the magnificent Civil War-era Fort West Martello with holiday decorations and lights. Open daily 9:30 a.m. to 2 p.m.,1100 Atlantic Ave. Admission is free; donations cheerfully accepted.
Wednesday, Dec. 1
- World AIDS Day remembrance, 5 p.m. at Key West City Hall with a march ending at the Key West AIDS Memorial.
- 8th Annual POSH (Paws Often Steal Hearts) fundraising event for the Florida Keys SPCA: A catered gala at the Audubon House & Tropical Gardens from 6 to 9:30 p.m.
Thursday, Dec. 2
Cheryl Cates Celebration of Life, 6 to 9 p.m. at Key West Amphitheater.
Friday, Dec. 3
- Wesley House Family Services BeLighted Bike Ride and Holiday Village, 4 to 8 p.m. at Coffee Butler Amphitheater. Bike ride departs at 8 p.m.
- Pet Pictures with Santa, 6 to 8 p.m. at the Christmas tree at the foot of William Street at the Key West Bight. Proceeds benefit the Boys & Girls Club of the Keys.
- Free pictures with Santa, 6 to 8 p.m. at Key West Butterfly & Nature Conservatory, 1316 Duval St.
Saturday, Dec. 4
- Visit Santa at the Southernmost North Pole, 11 a.m. to 3 p.m. upstairs in The Shops at Mallory, 291 Front St.
- Free pictures with Santa and holiday goodie bags, 5 to 7 p.m. at Key West Butterfly & Nature Conservatory, 1316 Duval St.
- Key West Hometown Holiday Parade, 7 p.m. Parade starts at Bayview Park and travels along Truman Avenue and Duval Street.
Sunday, Dec. 5
- Holiday Classic Car Show, 11 a.m. to 3 p.m. at the Conch Republic Seafood Co. parking lot at the corner of Greene and Elizabeth streets, Key West. Attendees are asked to bring an unwrapped toy for the Monroe County Domestic Abuse Shelter.
- Eaton Street Christmas Stroll, 4 p.m. The family-friendly holiday event begins at St. Paul’s Episcopal Church and continues to the Old Stone United Methodist Church, The Tropic Cinema for a classic Christmas short film, the Studios of Key West, Key West Theater, and Williams Hall. Includes live musical performances and refreshments. Admission is free but tickets are required and are available at Key West Theater box office and secureboxoffice.com.
Friday, Dec. 10
- Custom House Holiday Concert & Bazaar, featuring music, choirs, artisans, food, drinks and a holiday light show. 5 to 9 p.m. Free admission.
- Holiday Historic Inn Tours, 6 to 8 p.m. Space is limited, so visit keywestholidayfest.com for tickets or call the Lodging Association at 305-296-4959.
Saturday, Dec. 11
- Annual Parade of Paws & Holiday Bazaar at Higgs Beach / Higgs Dog Park, 10 a.m. to 2 p.m. (9 a.m.) Benefits the Florida Keys SPCA. Costumes encouraged.
- Visit Santa at the Southernmost North Pole, 11 a.m. to 3 p.m. upstairs in The Shops at Mallory, 291 Front St.
- Schooner Wharf 30th Annual Key West Lighted Boat Parade, 8 p.m. at the Key West Historic Seaport.
Dec. 12-17, 20-23
Conch Tour Train Holiday Lights Tours: Twice nightly tours convey caroling passengers through streets and neighborhoods to revel in the magically illuminated city of Key West.
Dec. 15-17
Sugar Rum Cherry: A Burlesque Nutcracker, 8 p.m. at Key West Theater.
