St Michael Island is very relaxed, casual, charming and historic (as islands so often can be).
If you like a slow island-pace then you should love it there.
I think the price is reasonable, but remember there will be other expenses too.
The boutique winery on the island (located in a historic Mill) is lovely if you enjoy a drink.
http://www.st-michaels-winery.com/
There are many eateries.
Several are real gourmet restaurants, beautifully located on the water, _The Crab Claw_ is wonderful.
If you like all-things maritime - visit the Chesapeake Bay Maritime Museum or take the Lighthouse Tour.
If your freind is male - he should find it real interesting.
St Michael is a great way to spend a pleasant day with a friend.
Treat yourselves.
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