Doing just the reverse next week...
Great trip. 180 miles, I plan for 50 miles a day so it's 4 days. I do the Dismal Swamp Canal route because (1) you can't really beat the time going the traditional ICW route, (2) stopovers are more conveneint, and (3) you avoid all the traffic, especially yachts going fast and having to slow down constantly.Big factor will be whether you prefer to anchor out or want marinas. I anchor as much as possible and general route is:1. Day 1: Leave Norfolk after the bridge restrictions lift (9:30am or so) to make the 11:00 Deep Creek lock/bridge opening. Take my time through the canal, overnighting at either the State Welcome Center or the South mills bridge. (You can tie up there for the night and catch the 8:30 opening easily the next morning.)2. Day 2: South Mills to Alligator River Marina, and whether I need fuel, etc., or on to Deep Point to anchor (making a very long day). (All depends on the Albemarle Sound conditions. If the sound is up, it's not worth trying to cross it. Elizabeth City is the place to stay. Very nice, free dockage. Hopefully early the next morning the sound will be calm. Then it's on to Deep Point. Don't try to do the Pungo Canal late in the afternoon, setting sun will be diretly in your eyes and blind you in a difficult stretch. Been there, done that.)3. Day 3: Down to anchorage just above Hobucken, NC. I forget the name of it, but it's a nice location right off the ICW. (Alterative earlier achorage is in Pungo Creek just south of Belhaven.)4. Day 4: Easy day to Oriental. Lots of options, and you will probably get some other itenerary suggestions here at HOW. As for guides: the Moeller guide to the waterway is indispensible (see link below). Mile by mile guide to anything and everything on the route. I don't travel without it.Great trip...just watch out for the bottom. It's a lot different that sailing in the bay!