New Year’s Eve in Key West is anything but ordinary. As the final sunset of the year fades over the water, Duval Street and the Historic Seaport come alive with champagne toasts, live music, and celebrations as colorful as the island itself.
Watch a dazzling drag queen descend in a giant red high heel, count down beneath an illuminated conch shell at Sloppy Joe’s, or welcome midnight with the famous Pirate Wench Drop at Schooner Wharf Bar. From quirky island traditions to unforgettable waterfront festivities, there’s no shortage of ways to ring in 2027.
Stay in the heart of Old Town at Key West Historic Inns, just steps from the celebrations, and wake up to a new year filled with sunshine and possibilities.
