High school sweethearts want to take the guesswork out of choosing a summer trip destination. Having frequently taken their family up to Canada's Georgian Bay for years, the couple is hoping to buy their own private island near the township of Parry Sound. With a budget of up to one million dollars, they're hoping to find a move-in ready island with enough bedrooms for all of their grandchildren. They have Island Expert Chris Krolow from Private Island Inc. in their corner, but will the Canadian bay give them what they're looking for?