New Year’s Welcoming 2023 in Key West | Key West Events

Enjoy your New Year's celebration the Key West way!

Saturday, December 31, 2022 – Countdown to Midnight Celebrations

The “Red Shoe Drop” is where renowned drag queen Sushi stars in the festivities, perched in a supersized red high heel shoe suspended high above the crowds at the Bourbon St. Pub/New Orleans House complex.  The crowd forms early for live entertainment on a Duval Street stage and this countdown has been regularly featured on CNN’s New Year’s Eve coverage.   FREE on the street, call 305-294-9354 for VIP ticket info.

The “Dropping of the Conch Shell” is held on Duval Street outside of Sloppy Joe’s Bar (yes, Ernest Hemingway’s former hangout) the focus of frivolity is on a gigantic manmade conch shell — the symbol of the Florida Keys.  The annual Events are emceed by a rooftop host and, as a huge clock counts down the seconds to midnight, the shell begins to descend from its supports to the flat roof of the legendary bar.  FREE on the street.  Call 305-294-5717 for VIP ticket info.

The “Lowering of the Pirate Wench” in the Key West Historic Seaport outside the Schooner Wharf Bar and Galley, is the perfect place to unleash your inner buccaneer.  This countdown celebrates the island’s colorful seafaring heritage. Just before midnight, the winsome wench begins her descent from atop the mast of the tall ship America 2.0 as cannons boom. The event includes live music and festivities at the Schooner Wharf Bar and Galley, FREE on the harbor walk.  Call 305-292-9520, for VIP ticket info.

The “Key Lime Drop” featuring The Beatle Band at the famous Sunset Pier! Party right over the water, while under the private tent, and enjoy a premium open bar (including Nicolas Feuillatte champagne), butler passed appetizers (for the 1st hour) and the annual Key Lime Drop at midnight.  Ticketed event, call 305-295-7057.