Skip I do a walk from Great Missenden up to Combe Hill along to Wendover and back along the other side of the valley to Great Missenden, usually a couple of times a year. Sometimes I do the route anti-clockwise. The chocolate shop in Wendover is a nice treat on a cold day.
Yes I've found that compeed plasters are pretty good. I'd not thought of taping over them. I've got another gel based 'plaster' that once stuck on you're supposed to cover with a plaster to make sure it stays in place - now that really does gunk up your socks if you've sweaty feet. But the gunk is quite easy to remove.
For a rubbing heel trying using different thicknesses of insoles. The rubbing is probably caused by a poor fit but a different insole can make quite a difference.