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I recommend the public boat ramp at the head of Spa Creek in Annapolis. You'll need to wait for the drawbridge to raise, (every 30 minutes, I believe) to get out.
Then, sail south, around Thomas Point Lighthouse, past the South River, to the mouth of the West and Rhode Rivers. Drop your hook in any of the beautiful, sheltered coves in the Rhode River for the night. Do your thing, and then sail back.
If you think that's too far, you can just sail into the South River and anchor in the little cove by Turkey Point.
It's an easy trip whether you sail, or motor. This weekend's forecast is: Gorgeous, with a 90% chance of Awesome.
1981 Tartan 33 #168