Here's a few that I always seem to play...
"Pencil Thin Mustache" by Jimmy Buffet
"Gone", "Banana Pancakes", "Better Together", "Horizon Has Been Defeated", "Go On", "Cookie Jar", "Rodeo Clowns" and "BreakDown" by Jack Johnson all get played a lot
"Acting Like A Fool" by Matt Costa
"Ain't No Reason" by Brett Dennen
"Wendesday Morning" by SlackString
"Spanish Town" "Dela" and "La Mar" by The Beautiful Girls
"The General" "Out Loud" & "Two Coins" by Dispatch
"Waiting on an Angel", "Walk Away", "Burn One Down", "Diamond on the Inside", "She's only Happy in the Sun", And "Steal My Kisses" by Ben Harper all get played regularly...
"Keeping It Real", "Living in The Moment", and "Which Way Your Heart Will Go" by Mason Jennings
This list could go on for quite a while so I'll just stop there