Fishing & Key West Live Music in May

Florida Keys Fishing & Key West Live Music: A May Extravaganza

Experience the ultimate May getaway in Key West with a dynamic fusion of Florida Keys fishing and Key West live music. Held at the historic Key West Theater (512 Eaton Street, Key West, FL, 33040), this exclusive 21+ event features the electrifying performance of Duane Betts & Palmetto Motel with searing guitar solos and soulful storytelling.

May marks the peak of fishing in the Keys. Inshore, the Palolo worm hatch near Key West triggers a feeding frenzy for tarpon in shallow 15–25-foot waters—ideal for fly fishing or using Gulp baits. Deep water enthusiasts will find May offers the largest push of Mahi Mahi beyond 150 feet, where floating weed lines and vibrant skirted ballyhoo attract abundant schools. The season also heralds Grouper and Mutton Snapper spawning around the full moon, providing exciting challenges for anglers using live bait and large fluorocarbon leaders.

Enhance the adventure with a stay at top Stock Island resorts like the Perry Hotel & Marina, Oceans Edge resort & marina, and Gates Hotel Key West. These premier properties offer modern accommodations with direct marina access and expert fishing charters, ensuring a luxurious yet action-packed visit.

Every moment this May—from reeling in trophy catches to enjoying live Southern rock—delivers an unmatched celebration of music, nature, and adventure. Call 305-985-0433 for tickets and further details.