Since you rowed down mostly with the current, you will have to row back against the current. Not a problem. The current in Vineyard Sound may be 2.5 knots, but in Buzzards Bay it is only .5 knots against you and only for a few hours. Buzzards Bay changes three hours before Vineyard Sound. The prevailing winds are usually out of the southeast so you should be in the lee. A good rest stop is Kettle Cove on Naushon Island. Now is the time to check the tide and current charts and see if we are entering Hadley Harbor and Woods Hole under the right conditions. If all looks good, look for the entrance to Hadley a little ways past Weepecket Island. It is hard to see and does not look like an entrance. Remember, if the "hole" is too dangerous to cross you can try going back into Buzzards Bay. Go way out and around to get beyond the tidal rip, and back to that beach on the northeast side of Penzance Point. Better yet, stay in Hadley and wait for the tide to change.
It is a fabulous trip for those who are adventuresome and in good shape.