New Year’s Eve Key West - The Shoe Drop

Key West: New Year's Eve, The Shoe Drop

The Shoe Drop is a unique New Year's Eve celebration in Key West, featuring a drag queen descending from a giant high-heel shoe at the Bourbon Street Pub. This incredible event, dating back to 1996, attracts a diverse crowd and offers a lively atmosphere with drag performances, music, and dancing. It's a popular and inclusive festivity that highlights Key West's charm and open-minded spirit, celebrated on December 31, 2025.

• Midnight Countdown with a Twist: Witness the unique spectacle at 11 PM, as a renowned drag queen makes her grand entrance. The highlight of the night is the lowering of the drag queen in a colossal, fire-engine red shoe, intricately crafted from fibreglass and stainless steel, measuring 8 feet in length with a 4-foot heel.
• Explore Gay Duval Street: Immerse yourself in the festive atmosphere along Duval Street, the heart of Key West's gay bars. For the best experience, refer to our gay guide for top recommendations on where to stay and what to do during your New Year's Eve getaway.

Check our complete Key West guide to find the best places to visit!

A Celebration Like No Other

What makes this event truly special is its:

-Rich History: A beloved tradition since 1996, with past performers including drag legends like Sushi, Christopher Peterson, and Randy Roberts

-Electric Atmosphere: Live drag performances, music, and dancing transform Duval Street into one massive street party

-Inclusive Vibe: A joyful mix of queer people, allies, families, tourists, and locals all celebrating the new year together

-National Recognition: The event has been featured on CNN, with Anderson Cooper covering the festivities

Important Information

-FREE for general public viewing

-Limited VIP balcony tickets available ($150+) Contact New Orleans House Guest House: (305) 293-9800

-Location & Venue: Bourbon Street Pub. 724 Duval Street, Key West, FL 33040 (At the intersection of Duval & Petronia Streets)

-Accommodation: Click here to check our list of top gay hotels in Key West