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For your trip south get a printed copy of Skipper Bob's Anchorage guide, which also lists bridge names and restriction times. Also set up a free account on activecaptain.

The two worst stretches of water are 1) Delaware Bay and 2) the coast of New Jersey.

For a bit of a break and a change of pace take the Dismal Swamp Canal route. If Robert is at the first (Deep Creek) lock take a little extra time to visit with him in his lock building; he knows the history of that area, loves to talk to people, and will give you coffee first thing in the morning before you continue south.
 

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Fairly new to the site as well. Bought a Morgan 382 last June in Md and made the trip north to Vt, had a blast learning the boat and getting chased by an early tropical storm. Going into the lake this week, Charlotte. Happy to chat about what to expect but doubt I can assist with crew.
 
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