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Fantasy Fest Stay & Play

Each October, Fantasy Fest transforms Key West into a 10-day celebration of elaborate costumes, lively parades, themed parties, and unforgettable entertainment. Stay with Key West Historic Inns and experience the festival from the heart of Old Town.

Don’t miss our signature event, the Fantasy Fest: Greatest Hits Pool Party at Winslow’s Bungalows on October 20. Dress as your favorite music icon, enjoy poolside karaoke, live DJ, costume contests, and an afternoon of music and fun. 

Your Fantasy Fest Package Includes:
  • Up to 30% off your stay
  • Valid for stays October 15–31, 2026
  • Stay just steps from Fantasy Fest’s biggest events

There’s no better place to experience Key West’s most anticipated celebration.

Offer Details: Valid for new reservations only and subject to availability. Two-night minimum stay required. Blackout dates may apply. Not valid for groups or negotiated corporate accounts. Cannot be combined with other offers. Additional restrictions may apply.

  • Select Datesto
  • 2 Guests / 1 Room

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