Stiles Island is a wealthy and exclusive enclave separated by a bridge from the Massachusetts coastal town of Paradise. James Macklin sees Stiles Island as the ultimate investment opportunity: all he needs to do is invade the island, blow up the bridge and get to work. To realise his investment, Macklin, along with his devoted girlfriend, Faye, assembles a crew of fellow ex-cons, all experts in their fields. Paradise police chief Jesse Stone has his hands full battling this ruthless gang of thieves along with his own personal demons.