The small town of Hobart in Tasmania has witnessed many beginnings in recent years. At yet one more beginning, the wedding of a friend, Jared Fraser decides it's time for some fresh beginnings to come his way...and he sets out for a holiday to the US to travel along the Route 66 in a motorhome.

Ivy Bennett thought leaving her boyfriend would be the hard part. It doesn't take long to figure out how wrong she was. As she struggles with making a new start in her life, the last person she expects to lead her to happiness is a laid-back Australian on holiday.

Then the arrival of family friend Mia Levesque and her boyfriend, Josh, turns Jared's holidays upside-down when he's forced to play arbitrator between the two teenagers.