Martha's Vineyard Overview
The Vineyard is a windsurfer's paradise. The most popular spot is State Beach and Sengekontacket Pond (Senge) which is right behind State Beach.
Senge is basically a very long narrow lake connected to the ocean via two very narrow channels. The pond is very shallow overall, with most areas only knee to waist deep, so a big pointer fin is a non-starter. Wind is very reliable and consistent here, and the flat water blasting is great. The fact that it's long and narrow makes it a good place to learn because you can't get blown out to sea and there are lots of people around to render assistance.
Across the road State Beach on the ocean side is another great spot. Deeper water, but tons of room. The prevailing wind is offshore, and the water is often totally flat which is great for speed runs. You can do a 2-3 mile reach here before having to tack or jibe.
There is parking on the street, and there is a small parking lot right after the first bridge coming out of Oak Bluffs on beach road. If you want to sail in the ocean, this is the place to launch since the rest of the beach is a swimming area with "no boating" buoys.
There is also good windsurfing in Vineyard Haven harbor as you can zip back and forth between West Chop and East Chop, but there is quite a bit of boat and ferry traffic so you need to be more careful. There is a parking lot at "Eastville Beach" where you can launch, just stay out of the swimming area.
You can also windsurf in "Lagoon Pond" in Vineyard Haven, and there is a good shop called "Winds Up" that offers lessons and rentals. Lagoon Pond is also shallow, so once again a short fin is important.
Since it's an island you can pretty much windsurf anywhere, but I find these to be the most popular spots.
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