The Treks you've listed for yourself seem just right for the type of riding you plan to do. If you mean crappy infrastructure for the unfriendly stretches, a hybrid might make you feel more secure with its slightly fatter tires than those on road bikes, but not so fat that you feel slowed down on the road.
As for your wife, if your area is hilly she might want to consider the Shift or DS over the Townie for climbing purposes, even though many Townie riders have no problems climbing with the crank-forward design of that bike. I personally have to be able to ride out of the saddle when I need to, and I'm not sure how that's done on a Townie or if it can be done at all. The Shift and DS bikes are definitely more adaptable bikes for any changes she might want to make down the road once she gains riding experience. Also, it seems to me from looking at the geometry of the Townie that she'd be pretty much stuck sitting very upright, which might be comfortable for a while, but she could get tired of it and then not be able to do much about it.
Other than that, just make sure your bikes are the right size. I hope this helps.