Shop for fine arts and crafts, jewelry, apparel and more items that would make great gifts, along with fresh produce, delicious foods and drinks at this open-air bazaar from 10 a.m. until 2 p.m. Santa Claus will be onsite starting at noon for free pictures...
See classic cars from a variety of eras at the official show of the Florida Keys Southernmost Car Club, and choose a People's Choice winner with your votes. Located at the Conch Republic Seafood Company parking lot at the corner of Greene and Elizabeth Streets....
Don your festive holiday jammies and join in the 15th 'A Positive Step' 5k Rudolph Red Nose Run, starting and ending at the Southernmost Beach Café, 1405 Duval Street. Race day check-in starts at 7 a.m. with start time at 8 a.m. Prizes are awarded...
Featuring grooves such as salsa, bachata, and cha cha cha, this high energy live performance event presented by the Key West-based Pasión Project studio features World Salsa Champion dancers Carine & Rafael and Mambo royalty Eddie Torres, Jr. with his partner Princess. With live music...
The "Our Working Waterfront" exhibit opens Dec. 15 with a free reception from 5 to 7 p.m. at the Customs House Museum, 281 Front St. The exhibit explores the diversity of maritime industries and occupations along the Key West waterfront and reveals the complex interconnections...
Stand-up comedian Colin Quinn is known for his observational humor. In his new show, Small Talk, he shines a light on the way we communicate in person and online. Tickets range from $37.50 to $57.50. Doors open at 7 p.m., show at 8 p.m. 512...
Mischief and mayhem ensue at the annual Christmas pageant when the town's young hoodlums enact a coup and unexpectedly teach the town the true meaning of Christmas. An endearing family show with performances Dec. 12 through 17 at 7 p.m., and Dec. 16 at 2...
Join historian Dr. Cori Convertito for a talk about how Florida's east coast became known as the "American Riviera" as Henry Flagler constructed numerous luxury hotels during the Gilded Age. This talk explores the assorted hotels' histories to provide insight into what life was like...
Cuban-inspired hotel Havana Cabana is about to serve up a festive fiesta in partnership with the iconic Provincetown, Massachusetts, premier LGBTQ+ hotel and entertainment complex Crown & Anchor. From December 14th-17th, Havana Cabana is bringing Key West a falala-fabulous experience with their Gay Holiday Getaway...
In this second of two holiday historic inn tours, explore four beautifully decorated locations from 6 to 8 p.m. while enjoying sweet and savory holiday treats and libation samplings. Locations are: Papa's Pilar Distillery, Island City House, The Conch House Heritage Inn, and the Lighthouse...