Bob Leary and Paul Penta: The Elderly Brothers

About Us


Bob and Paul finally teamed up in 2014 after a forty year friendship.

In addition to solo careers, they appear as The Elderly Brothers in clubs and at private functions in SW Florida.  Together onstage the most important thing  is FUN.  The  specialty of the house is music of the 50s and 60s but it's not a hard and fast rule.  

If you request it, you got  it, even if they haven't   played it together before.  If they don't know it?  No problem. You will hear something with most of the same notes. 

 They're just fearless that way. .

Bob Leary



The book The Great Jazz Guitarists(Scott Yanow, for Hal Leonard Books) includes Bob Leary as one of 250 of the world's finest jazz guitarists. He's performed all over the world, on both guitar and Dixieland banjo, since he was a young man. 


Bob accompanied Carol Channing, in Hello Dolly; recorded several albums with Woody Allen's musical director, Dick Hyman; and can be heard on more than 100 recordings with some of the most famous names in Dixieland music. 

He was a featured act and band leader on the Mississippi Queen and the American Queen steamboats, was a bandleader at Rosie O'Grady's in Orlando, and was a Banjo King on Main Street at Disney World.

Paul Penta


A former Cape Cod Entertainer of the Year,  Paul has extensive experience working lounges and concerts in venues from Boston to Seattle with  a stint in the summer of 2004 in Southeastern Alaska. 

 A lot of that time was spent working with  artists who made 50's and 60's music so popular.  Danny and the Juniors, Freddy Cannon, The Drifters, The Coasters, Del Shannon and Wolfman Jack were among them.    

Like Bob, Paul also worked for the Mississippi River steamboats (in fact, Bob got him the gig). He became a seasonal entertainer in Southwest Florida and then moved to Naples full time in 2014, where he and Bob  cooked this whole thing up.