K.J. had a great life and close network of friends in Boston, MA, his home for 16-years. But the city's traffic jams and cold winters were becoming unbearable, and he craved a change of pace and warmer climate. K.J. dreamed of moving to the Caribbean to start a small business, and hoped his girlfriend Kate would come along. When he approached the subject of relocating, Kate threw caution to the wind and agreed, and soon after the couple were bidding farewell to family, friends and their careers. Deciding an American territory was the easiest place to start a business, the duo set their sights on St. Thomas in the US Virgin Islands. But once they arrived, it became clear, they were split on where to call home. Kate wanted beach access and a property on the island's tropical north end. But K.J. disagreed, favoring views and an apartment on the livelier east side. And with no jobs, no home and no resolution in sight, they feared the experience would damage their relatively new relationship. Watch as they navigate rocky terrain in St. Thomas, US Virgin Islands.