Order of the Sleepless Knights Tour

October 28–November 1, 2026. Celebrate the music, stories, and Key West legacy of Jimmy Buffett during the Gathering of the Order of the Sleepless Knights, a multi-day gathering for Parrotheads and Trop Rock fans in the island city that played such an important role in Buffett’s life and career.

Throughout the gathering, fans come together in Key West to celebrate the music, friendships, and laid-back island spirit inspired by Buffett. The event offers an opportunity to experience the places, atmosphere, and local culture that helped shape his distinctive sound and storytelling.

A longtime highlight associated with the gathering is the Order of the Sleepless Knights Conch Train Tour, a special journey through Old Town exploring locations connected to Buffett’s years in Key West, including places associated with his life, early performances, songs, and island experiences. Specific details and availability for the 2026 tour have not yet been announced.

Whether you’re a longtime Parrothead or simply interested in the connection between Jimmy Buffett and Key West, the gathering offers a memorable opportunity to celebrate his enduring legacy alongside fellow fans.

Come experience the Key West that inspired the music, connect with fellow Buffett fans, and celebrate the songs and island spirit that continue to bring the Order of the Sleepless Knights together.