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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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.
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.
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.
Featured
Holiday Historic Inn Tours – Night 2
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.
$40.00
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.
Key West Burlesque presents “A Stripmas Carol: Holiday Show Spectacular”
Key West Theater 512 Eaton Street, Key West, FL, United StatesKey West Burlesque presents “A Stripmas Carol: Holiday Show Spectacular”, a cheeky burlesque take on the holiday classic for adult audiences.
A Positive Step 5K Rudolph Red Nose Run
Southernmost Beach Cafe 1405 Duval Street, Key West, FL, United StatesDon 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
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.
Key West Burlesque presents “A Stripmas Carol: Holiday Show Spectacular”
Key West Theater 512 Eaton Street, Key West, FL, United StatesKey West Burlesque presents “A Stripmas Carol: Holiday Show Spectacular”, a cheeky burlesque take on the holiday classic for adult audiences.
Fiesta de Navidad Tropical
Tennessee Williams Theatre 5901 College Rd, Key West, FL, United StatesFeaturing 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!