Skip to main content
84°F
08:19 PM
Reserve Today
close
  • Select Datesto
  • 2 Guests / 1 Room

Schooner Wharf Minimal Regatta

The Schooner Wharf Minimal Regatta is renowned for its wet and wacky fun. Imagine a fleet of homemade boats, each more inventive and eccentric than the last, all vying for victory in the sparkling waters of Key West. Live music, holiday drink specials, and nonstop laughter make this Memorial-Day tradition the ultimate kickoff to summer.

Learn More

 

More Events You May Like

View All Events
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.

  • Learn More
  • 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.

  • Learn More
  • 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.

  • Learn More
  • 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.

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

Copyright 2026. All Rights Reserved