A Pirate Looks Back: Jimmy Buffett Tribute Show at Comedy Key West
When: Friday, Aug 28, 2026 - 12:30 p.m.
Where: 218 Whitehead St, Unit 5, Key West, FL 33040
A Pirate Looks Back: Key West's #1 Jimmy Buffett Tribute Show invites visitors to experience the island's only all-inclusive dine-in musical experience. There are plenty of places to grab lunch in Key West, and a few offer live music—but only one lets guests have lunch with a legend. This 90-minute Key West musical experience transports audiences back to the glory days of 1970s Key West, when a young wandering songwriter named Jimmy first called this island home.
Acclaimed musician, actor, and Buffett historian Caleb Hogan appears in character, blending live music, storytelling, humor, and cheeseburgers into one unforgettable afternoon. Part lunch theater, part tribute concert, and part educational adventure, the show celebrates Jimmy's songs, spirit, and the island where the legend began. From the hits everyone knows and loves to the surprising stories behind them, it entertains parrot heads and newcomers alike.
Lunch ticket holders enjoy a cheeseburger with chips plus one drink from the bar's lunch menu, while every guest soaks up Key West island history and rich 1970s storytelling. Show-Only tickets are also available (subject to the venue's two-item minimum), with additional beverages and drink specials offered at the bar.
Whether attendees are die-hard fans, music enthusiasts, or first-time visitors craving Key West's most entertaining lunch hour, this is a genuine must-see. Shows run daily at noon at Comedy Key West on Whitehead Street, making it the perfect downtown daytime escape.
Come for the concert, stay for the burgers, and discover why A Pirate Looks Back is Key West's hottest daytime music show. It's more than a tribute—it's a journey into the heart of Margaritaville and the man who turned a melody into a way of life. Reserve a spot today and relive where the legend began.
