We like Oak Bluffs, but its a lttle further along. Nantucket is unreasonably expensive for moorings that start at $60 plus tax.
Jorge with a 6 foot draft Menemsha inside will be tricky. We saw 7.5 most of the way back through the channel to the anchorage area, which has good depth. The Menemsha Basin was very shallow carries
The Vineyard Sound current can either be a bitch or a great boost and depending upon wind direction (fog) this part of the trip can be challenging and variable. Usually the current is why we have uised Cuttyhink as a great stop over, Very pictureaque place....with nothing