Thanks Brian, I see there are quite a few routes on Ride with GPS over the gap and had a look on google maps, the surface and shoulder I saw looked okay and it has a lovely leafy outlook. The Stage Road comment by Michael also sound promising so we are keen to do. If I can get a pick up truck or transport to the top of the first peak which is only 9 miles from Brandon then I think my husband and son will be a lot happier!! Not sure if I told you but have worked out Maine too. We will cycle Portland/Brunswick/Boothbay Harbor/Rockland and then pick up a car so we can have a day cycling in Acadia and another day hiking or something along those lines. Just need to get some training in now, it's only 6.5 weeks away!