Jerry Welbach, a reluctant bagman, has been given two ultimatums: The first is from his mob boss to travel to Mexico and retrieve a priceless antique pistol, known as "the Mexican"... or suffer the consequences. The second is from his girlfriend Samantha to end his association with the mob. Jerry figures alive and in trouble with Samantha is better than the more permanent alternative, so he heads south of the border.
After eight years apart, three childhood friends - Lucy, Kit, and Mimi - rediscover their friendship on a cross-country trip. With barely a plan, practically no money but plenty of dreams, the girls catch a lift with Mimi's handsome friend Ben in his convertible. Along the way they not only gather experiences that will change their lives, but they also discover how important it is to hold onto their hearts' desires.
Successful movie director John L. Sullivan, convinced he won't be able to film his ambitious masterpiece until he has suffered, dons a hobo disguise and sets off on a journey, aiming to "know trouble" first-hand. When all he finds is a train ride back to Hollywood and a beautiful blonde companion, he redoubles his efforts, managing to land himself in more trouble than he bargained for when he loses his memory and ends up a prisoner on a chain gang.
Four friends to the discovery of the most fun and romantic of Europe: Barcelona, Paris, Amsterdam and finally Scotland. A road trip that will bring our protagonists to know each other better and to fall in love.