Rockland Harbor is one of the favorites for sailing and setting dock at their marina and moorings, with a very helpful harbor master. It is a well-protected harbor and preferred by many sailors and boaters: even on a rough, windy day you can have a safe sail. I happened to be able to sail on my brother's boat the "Chance Along," but you can get a wonderful tour on the "Morning In Maine" schooner that does sail out of Rockland Harbor. The day I was there, the major schooners of the Maine coast were having a parade, and it was an amazing sight, as you will see in the photographs.
Rockland Harbor is of course in Rockland Maine, which is on Route 1 after you go through Thomaston, a gorgeous seaside village that displays many captain's grand houses.
Rockland still has its quaintness, even though it is becoming more tourist-oriented with many nice shops and restaurants. The "Second Read" is a well-known coffeehouse that is also a secondhand book store. They have poetry readings at certain times. They also have a great "art store" near the well-known Tenant's Harbor Wyeth Family.