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[quote=Anonymous][quote=Anonymous]Growing up, we always spend a week sailing the Chesapeake Bay. We would come into port most evenings for showers and dinner.

If you're rusty on sailing, I would take a course like this beforehand: http://www.saildc.com/instruction/learn-to-cruise[/quote]

Did the same growing up.  We'd rent an @24 foot sailboat in Annapolis (at Annapolis Sailing School I think) for @5 days and sail to various destinations (parent identified) around the Chesapeake Bay.  I recall we'd always go to Annapolis, Oxford, and Rock Hall - sometimes anchoring and taking a water taxi to shore (Annapolis) and other times tying up in a pay-for-the-day slip at a marina.  We'd go ashore every evening for bathroom/showers/food.  I recall one marina we'd go to had a pool.  One year we sailed all the way up to the northern part of the Bay.  Always memorable (sleeping every night under the stars, swimming at deserted beaches we'd come across, running aground, learning to eat and love hard shell crabs) but definitely not fancy (sleeping bag sleeping; not sleeping well because we'd wake at @5:15am as it started getting light; sometimes hot and/or little to no wind).

If you want to do a multiday family sailing school but spend the night in a beach resort, check out something like the Offshore Sailing School.[/quote]

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