Monthly Live Music Schedule

Experience live music in Old Town Key West during your stay at Winslow’s Bungalows and Lighthouse Hotel. From morning acoustic sessions to sunset sets, enjoy local musicians just steps from your room.

Perfect for: Guests searching for island beats, poolside cocktails and live entertainment near Duval Street.

🎤winslows bungalow’s:

Sundays | Martin Sedlak | 9–11 AM

Wednesdays | Sam Carlson | 3–5 PM

Thursdays | Jamie Sellers | 3–5 PM

Fridays | Genevieve | 3–5 PM

Saturdays | Newton Sisters | 9–11 AM

🎤Lighthouse Hotel:

Thursdays | Sam Carlson | 3–5 PM

Fridays | Martin Sedlak | 3–5 PM

Saturdays | Channing | 9–11 AM

*Schedule may vary based on holidays, activations and special promotions.

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Apr24

Live Music – Genevieve

Ease into the island’s rhythm with live country blues 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
3:00 PM to 5:00 PM

Apr24

Live Music – Martin Sedlak

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