Re: Oxford, MD
We were just at Oxford and stayed at Mears last weekend. The facilities are good, easy to get in and out of, good front row seats on all the boats coming and going at the mouth of Town Creek, friendly atmosphere. They also have free coffee and doughnuts on weekend mornings. We ate at Pope's restaurant and enjoyed it very much though it's a bit of a hike from Mears. We'd definitely second the recommendation for ice cream at Scottish Highland Creamery. It's a great town for strolling around too.
If you're really itching to get to St. Mikes and you have a dinghy, you can take the "back door" into town by anchoring in San Domingo Creek and taking your dinghy to the public dock at its head.
As for Knapps Narrows, it's a busy thoroughfare as Tilghman Island is one of the few true waterman's communities left in the mid-central bay. "Rush hour" for the working boats seems to be going out around 5-7 AM and coming in between about 2-4 PM. On a holiday weekend it'll probably be all the more busy with recreational boaters thrown in. It's worth going through just to see the spectacle of it but at the same skipping it and navigating outside of Tilghman can be worth the extra few miles it adds if, like last week, the wind was right to reach directly into the mouth of the Choptank.
Beneteau Oceanis 400
formerly Lippincott 30