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.
Christmas trees, wreaths, garlands, holiday accessories, ornaments, and wonderful locally produced gifts.
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.
Explore four beautifully decorated locations and their unique architecture and history while enjoying light sweet and savory holiday treats and libation samplings: the Hemingway Social Club at Papa’s Pilar Distillery, Island City House, The Conch House Heritage Inn, and the Lighthouse Hotel.
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.
Key West Burlesque presents “A Stripmas Carol: Holiday Show Spectacular”, a cheeky burlesque take on the holiday classic for adult audiences.
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
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.
Key West Burlesque presents “A Stripmas Carol: Holiday Show Spectacular”, a cheeky burlesque take on the holiday classic for adult audiences.
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 by Caribe and friends, get ready to move, shake and celebrate all night long, and maybe even dance onstage with the band!
Fine arts and crafts, jewelry, apparel, produce, delicious foods and more abound at this open-air bazaar. Higgs Beach/Wildlife Center, 1801 White Street.
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. Attendees are asked to bring an unwrapped toy for the Monroe County Domestic Abuse Shelter.
