I'd go to Nova Scotia first - it's more manageable. The east and west coasts of Newfoundland are really separate destinations and each could be a future trip. The coastal areas in Newfoundland are generally less accessible, so you need some real plans and destinations to work on. Think of Nova Scotia as New England as it used to be and Halifax as Boston in an earlier time. The drives to Cape Breton and to the South Shore are easily accessed from Halifax. Nova Scotia is close enough to Prince Edward Island to add it - the beaches are the best anywhere in the summer. For my tastes, Newfoundland is more exotic and Nova Scotia is more comfortable. It's also a shorter cheaper trip to NS. If you do go to Halifax, try a Priceline bid. I've always gotten the Westin Nova Scotian, which is by the VIA station, immigration museum, and farmer's market. I usually don't have a car when I am staying in Halifax - there's a public transit bus from the airport. You could save by spending some time in Halifax without a car and renting from an in-town site to avoid airport charges.