Well Reedville is a nice place and a look at the charts
will tell the tale for what looks good. My wife and I Like Mill Creek. I draw 5 - 3 and it is a nail biter as you weave around but I love the anchorage and it is close to the ext in the AM. Lots of other places near town too. Plan on 4 ofr 5 spots depending on how far you get. The middle Bay can be lonely for places to stop. even though it's not the real Ocean it can get real nasty.
When sailing the bay it's about one thing DEPTH! the Bay is shallow and a malfunctioning depth sounder
means haul out
time. Don't do anything without good charts
and a depth sounder
. You can run aground 2 miles out! Crab pots are any place the water
isn't more than 40 ft deep. They lay them in lines so they can collect them. You need to see them. The blck bouys are a PITA to see. Things with tall orange flags
are Gill nets your prop won't like. being alert is a requirement. The main channels have large ships and barges. A night passage
is not easy without a 100% watch.
I would say winds depend very much on the time of year. July and Auguist suck as a rule
for good wind
. Mid summer is mostly southern but NOT always. If you pick and choose the days you sail it can be still fun. If you are in a hurry plan fuel
. You should find enough places to re fuel
as required, but watch the locations.
You can't explore the bay in one lifetime. There are just too many spots to see. Get some good charts and better yet also a Cheasapeake Bay Giuide. Its' one of the best crusing guides you can get. Nice 3D picture of the approaches and details on what is there.
If you can go past Reedville, Fishing
Bay on the Piankatank is also a wonderfull spot. I was there this weekend.