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Florida Keys

Key West 101

Duval Street, men-only guest houses, Fantasy Fest and how to get to the end of the road.

Last checked October 2026. Things change: confirm schedules and prices before you go.

The basics

  • Getting there: fly into Key West (EYW), drive the Overseas Highway from Miami (about 3.5–4 hours), or take the Key West Express ferry from Fort Myers Beach (about 3.5 hours).
  • Where to stay: gay guest houses. Island House has been a men-only, clothing-optional resort since 1976.

Duval Street

  • Bourbon St. Pub (724 Duval St): bar with a men-only clothing-optional pool and Jacuzzi out back.
  • La Te Da (1125 Duval St): hotel and nightly cabaret.
  • Also listed by the Key West Business Guild: 801 Bourbon (drag), Aqua and Tavern N Town. Check hours before you go.

When to go

  • Fantasy Fest (late October): ten days of costumes. Oct 22–31 in 2027.
  • Key West Pride (early June).
  • Winter is high season; book early.

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