At Trop Rock’N Duval, hosted by BeachFront Radio and BeachFront Entertainment, Key West beats to the rhythm of Trop Rock music. Experience an exciting lineup of talented musicians at lively venues. From laid-back beach vibes to high-energy performances, this event promises to transport you to a tropical paradise. Don’t miss the fun from October 27 to November 2, 2025 and check out the events happening at our Inns!
Pool Party at Winslow’s Bungalows on Friday, October 31, 2025
2 PM – 5 PM – Join us at the Bungalow Bar at Winslow’s Bungalows for a lively day with Bahama Mama and the Painkillers, a crowd-favorite band serving up beachy vibes inspired by Sublime, Jimmy Buffett, and Jack Johnson. Take in vocals by Stephanie Biello, live guitar, and keyboard tunes while you sip drink specials poolside or hang out at the bar and grab a burger or hot dog. Come with your Festival Passport and enjoy one on us! It’s all good vibes, great music, and tropical fun.
Pool Party at Lighthouse Hotel on Saturday, November 1, 2025
4 PM – 7 PM – Kick back at Isabel’s Bar at the Lighthouse Hotel for an evening of island rhythm and laid-back fun with Trop Roc’n Duval legend Dave Freeman and his band. Whether you’re soaking up the scene poolside or sipping cocktails at the bar, enjoy smooth keyboard grooves, standout vocals, and tropical drink specials. Plus, we’re firing up the grill and serving burgers and hot dogs and everyone who comes with their Festival Passport gets one on us! It’s your perfect Key West escape—live music, good feels, and chill vibes.
