A Pirate Looks Back: Jimmy Buffett Tribute Show at Comedy Key West

When: Monday, Nov 10, 2025 - 7 p.m.

Where: 218 Whitehead St, Unit 5, Key West, FL 33040


A unique musical tribute experience, revisiting the glory days of 1970's Key West when a young songwriter named Jimmy called this island home. Acclaimed musician, actor, and Buffett historian Caleb Hogan, appears in-character as the man himself in a show blending live music, storytelling, and humor. Enjoy a journey back in time to a place where artists and misfits lived the eclectic Bohemian dream, and our favorite "grandson of a sailor" roamed the land. Part theater, part tribute concert, and part educational adventure, A Pirate Looks Back is a one-of-a-kind musical celebration of Jimmy’s songs, spirit, and the island where the legend began. This show is a MUST-SEE for all Buffett fans, music enthusiasts, or anyone looking for Key West’s most entertaining tribute experience.

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