A Pirate Looks Back: Jimmy Buffett Tribute Show
When: June 22 - September 7, 2026
Where: Comedy Key West, 218 Whitehead St, #5, Key West, FL 33040
Comedy Key West Presents A Pirate Looks Back: Jimmy Buffett Tribute Show in Key West
Comedy Key West brings island music, storytelling, humor, and lunch theater together with A Pirate Looks Back: Jimmy Buffett Tribute Show, a daytime tribute celebrating the songs, spirit, and Key West years of Jimmy Buffett.
Performed live at Comedy Key West, this 12:30 PM show stars acclaimed musician, actor, and Buffett historian Caleb Hogan in character for a lively journey back to 1970s Key West, when artists, writers, musicians, and free spirits helped shape the island’s creative identity. The production blends live Buffett favorites with stories, comedy, and a nostalgic look at the coastal lifestyle that made his music legendary.
This all-inclusive lunchtime experience includes one cheeseburger with chips, one drink from the bar’s lunch menu, and gratuity. Additional beverages and drink specials are available for purchase. Show-only tickets may also be available, with a two-item minimum.
Located at 218 Whitehead Street, Unit 5, just off Duval Street, Comedy Key West offers an intimate setting where guests can enjoy a focused stage performance rather than background music. Seating is limited and first come, first served, so early arrival is recommended.
Upcoming performances are scheduled select dates from June 22 through September 7, 2026, generally at 12:30 PM.
Reservations are recommended for Buffett fans, music lovers, and visitors looking for one of Key West’s most entertaining daytime shows.
You might like these Events
Tom Arnold at Comedy Key West
Tom Arnold Key West Comedy Shows at Comedy Key West Comedy Key West welcomes Tom Arnold for four stand-up performances from Thursday, June 18, through Saturday, June 20, 2026, bringing a nationally r...
The Marshall Morlock Band: Summer Send-Off at Key West Theater
The Marshall Morlock Band Brings a Summer Send-Off Show to Key West Theater The Marshall Morlock Band takes the stage at the Key West Theater on Friday, June 19, 2026, for a special Summer Send-Off c...
Key West Artisan Market: Father’s Day Edition
Celebrate Dad with a relaxed island morning at the Key West Artisan Market: Father’s Day Edition on Sunday, June 21, 2026, from 10:00 AM to 2:00 PM at Sonny McCoy Indigenous Park near Higgs Beach. Th...
Key West Private Combo Charter
Key West Coastal Charters
Build a flexible day on the water with a Key West private combo charter from Key West Coastal Charters. This charter is a good fit for visitors who want to mix island scenery, time on the water, and a customized boating experience instead of choosing just one activity.
Book now!
Key West Half-Day Sail & Snorkel
Blue Ice Sailing Charters
Spend a half day on the water with Blue Ice Sailing Charters on a Key West sail and snorkel trip. This charter combines relaxed sailing, clear Florida Keys water, and time to snorkel, making it a good fit for visitors who want a classic Key West boating experience without booking a full-day trip.
Book now!
Key West Half-Day Morning Charter with SeaClusion
Charter SeaClusion
Start the day on the water with a Key West half-day morning charter aboard SeaClusion. This AM charter is a flexible option for visitors looking to enjoy a private boating experience, island scenery, and time out on the water before the afternoon crowds.
Book now!