Originally Posted by Kettlewell
Personally, if I had a week I would stay within the Marion, Cuttyhunk, Menemsha, Tarpaulin Cove, Lake Tashmoo, Woods Hole, region. Would make a very nice circuit.
+1 with a couple of additions to consider:
Quisset is a very quiet, but sometimes crowded harbor with moorings right around the corner from Woods Hole. It's a nice lunch stop. We've not stayed overnight, but it can be done.
Red Brook Harbor is further up the Bay. You can get moorings from Kingman or Parker's. You don't mention your crew. If you have kids
, Bassett's Island, which protects the harbor and has a very nice beach, is an easy dinghy
ride from the mooring
field. It's even closer to the anchorage, but you said you don't want to do that.
I'm going to disagree with Don on Cuttyhunk, which just shows that what works for you will depend on what you like to do. We enjoy the raw bar that comes out to the mooring field and the anchorage on Cutty. It's also a small enough island to hike around in a couple of hours though be aware of the deer ticks. Ashore, there's a nice breakfast place that looks out on Vineyard Sound. Also, the guys who do the raw bar do a lobster dinner a couple of nights a week. It's outdoors, rustic and delicious.
We love going into Lake Tashmoo and hanging on the hook reading, swimming and lazing, but I don't know if you can get a mooring there, but the anchoring
is very easy. We've never had any trouble finding plenty of space in the anchorage, but we tend to go on weekdays.
I agree with those who say not to try to go both East and West in one week. A lot of the trips only work
with the favorable tide and wind
. You'll head
into the prevailing winds and the crowds if you head
. We avoid Block in the summer. It's both crowded and noisy.
is doable, but can be a bit of a slog if you're on a tight schedule. You can certainly get there and back, but you are likely to find yourself bucking wind
and/or tide at least one way since you need to meet your schedule.
Regardless of your itinerary, enjoy your visit.