If you want a quiet boating destination check it out, much different feel than the Vineyard or Nantucket. Almost half the island is a nature sanctuary than has trails. We were willing to let the kids take radios and wonder were they wanted. Plenty of boating destinations nearby to explore no mater what the wind is doing.
In the middle of Pleasant Bay there is a 75 acer island with trails, beaches and marsh creaks to explore.