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Key West Film Festival

Florida filmmakers and industry leaders are toasted at this annual showcase. Celebrate contemporary cinema in paradise—a great way to support Key West’s talented creative community while enjoying thought-provoking, entertaining, and memorable films. The Key West Film Festival also often features special guests. Past attendees include Burt Reynolds, Marisa Tomei, Alan Cumming, and many more.

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Jun27

Monthly Live Music Schedule

Kick off your Key West experience with live music during your stay at Winslow’s Bungalows and Lighthouse Hotel, where we spotlight the local talent that brings the island to life. All Key West Historic Inns guests are warmly invited to join us.

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  • Lighthouse Hotel, Winslow’s Bungalows
  • 9:00 AM to 11:00 AM
Jun27

Live Music – Channing

Ease into the island’s rhythm with live vintage jazz music woven into your stay. Sip tropical cocktails and enjoy local musicians next to the pool in true Key West style.

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  • Lighthouse Hotel
  • 9:00 AM to 11:00 AM
Jun27

Live Music – The Newton Sisters

Ease into the island’s rhythm with live music woven into your stay. Sip tropical cocktails and enjoy local musicians next to the pool in true Key West style.

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  • Winslow’s Bungalows
  • 9:00 AM to 11:00 AM
Jun27

The Studios of Key West

The Studios of Key West is a historic Old Town arts center offering sunset rooftop happy hours, rotating art exhibitions, performances, film screenings, workshops, and unique spaces for meetings and events bringing together local and visitors in an inspired island setting.

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  • 10:00 AM to 4:00 PM

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