Re: Lower Chesapeak Bay
I use to live in Shady Side, MD and spent many days in this part of the bay with my 18' SeaPro. You should be fine, but be absolutely certain to pay attention to the weather.
You can go to this NWS link and click on the bay to see the forcasted waves:
http://www.erh.noaa.gov/er/lwx/
I use to work for the NWS and will warn you that this changes often and may be updated much worse after you leave the dock as new model data starts rolling in around 11AM. Also, check out the real-time buoy reports at:
http://www.ndbc.noaa.gov/
The one poster was right on the money when he explained that when a South or Southwest wind channels up the bay against the tide, the waves get pretty nasty. Very early morning and evening are typically the calmest times.
A great place for protection and a great place to stay overnight is the Rhode River and near Poplar Island (just north of St Michaels). Poplar island is a great place to fish also. Need some good food or drinks on the way...this is a good place:
http://www.piratescovemd.com/about.html
There are several other restaurants next to this one that have great food.
If you have not been to Tangier or Smith Island then you are in for a treat...Very strange place. You will never guess you are in the MD/DC area.
Let me know if you need any info on this area.