Sam (Andrew Dickler) is a few days away from marrying Steph (Marguerite Moreau), a beautiful woman who is madly in love with him. Everything is going well - just a few, final arrangements need to be made - but Steph simply doesn’t understand why Sam's only brother, Tom, (Ben York Jones ) is not coming to the wedding. When she takes it upon herself to surprise Sam by picking Tom up and driving him down for the event, the estranged brothers find themselves under the same roof for the first time in years, unprepared to confront whatever it was that drove them apart in the first place. Since Tom has no date for the wedding, Sam decides they should hit the road to find Tom's former flame. The problem is, he hasn't seen her since the fifth grade. What ensues is a riotous road trip that starts off as Tom's search for his old girlfriend, but ends up as Sam's search for a last taste of freedom before he settles down for good.