Gathering of the Order of the Sleepless Knights

The Order of the Sleepless Knights invites fans to experience a one-of-a-kind journey through Old Town Key West aboard a private charter with the Conch Train Historic Tour Company. This exclusive 2025 event explores 35 locations connected to Jimmy Buffett’s life and career, including homes he lived in, venues where he performed early shows, and landmarks immortalized in his songs. Guests will travel through the heart of Key West’s musical past, hearing stories and discovering hidden gems that shaped Buffett’s legacy and the island’s laid-back charm. Perfect for Parrotheads and island dreamers alike, this immersive tour celebrates the spirit of Margaritaville and the man who made Key West legendary.