why book pirates over 40?

Since 1999, “Pirates Over 40” have been entertaining audiences all over the Midwest with fun and energetic renditions of tropical favorites, including Jimmy Buffett, mixed with an eclectic mix of oldies and classic rock, all performed in their own tropical style.

From festivals to private parties, and from corporate events to neighborhood clubs, the Pirates Over 40 are sure to please when an event calls for the fun filled atmosphere of a tropical getaway. Seasoned veterans of some of Chicago’s top bands, each with an average of 25 years performing, touring and recording experience, bring a professionalism and depth of experience that guarantees all aspects of the show will be smooth and polished.

what you can expect to hear

jimmy buffett

doobie brothers

zac brown

paul simon

crosby, stills and nash


harry belafonte

darius rucker

the rascals

and more!

singing all the crowd favorites and more

brown eyed girl

cheeseburger in paradise


china grove

depending on you

island song

suite: judy blue eyes

wagon wheel


and many more!

get started with your booking!