Visited the Vineyard Saturday, at Calvin's urging. Awesome! Highly recommended, at least in the off season.
1. If you work for IBM, rent at Enterprise. They waive the (usurious) underage fee. We got a sweet little Volvo. And they're right on Comm Ave.
2. Take 90 (east) to 93 to 24 to 495 to 28 (after the bridge) until you're directed to parking lots near Woods Hole.
3. Try not to barely miss the ferry, although there is a nice bakery near the ferry dock.
4. Ending up at Oak Bluff is good, since that's where the action is. Vineyard Haven is lame, and it's weird that ferries there are more frequent. Oak Bluff has a cool army surplus store and a nice bike rental guy and a hat store and an old ferris wheel and an octagonal church and pretty houses and a little beach.
5. The bike ride to Edgartown is gorgeous, though doing the full loop would be better.
6. Edgartown (or Agerton, as the bike man called it) is supposed to be the center of action, but isn't that exciting, except for the harbor.
7. Black Dog is inexplicable.
8. Try to leave time to visit the cliffs and the nudists. Maybe next time.
9. Taking the ferry back at night is good, because you can see all the stars. And there are tons of them.
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