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Key West’s Pride

Celebrate one of the largest Pride celebrations of anywhere in the nation in Key West!  Experience drag shows, street fairs, parades, and so much more as the entire island takes part in the week long celebration. There’s always something going on during this lively celebration for everyone to enjoy!

 

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Date

June 3, 2026

Time

All Day

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Mar14

Live Music

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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  • Lighthouse Hotel
  • 9:00 AM to 11:00 AM
Mar14

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.

  • Learn More
  • Lighthouse Hotel, Winslow’s Bungalows
  • 9:00 AM to 11:00 AM
Mar14

Live Music

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.

  • Learn More
  • Winslow’s Bungalows
  • 9:00 AM to 11:00 AM
Mar14

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.

  • Learn More
  • 10:00 AM to 4:00 PM

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