Every night, behind Martha's Vineyard Gourmet Cafe & Bakery they sell freshly made donuts from 7:30 PM-12:58AM. Folks line up to wait for the goodies and their smell permeates the air in the immediate area. I didn't think I wanted any so I sat on a bench and accessed 3G (Not available on most of this island!) and waited for them. All around me I saw people walking by with white bags, which were a little greasy, and looking like they were enjoying a bit of heaven from them. Luckily one of my friends took the liberty of getting me a coconut flavored one and the other bought one of the apple-fritter donuts that was huge.
What can I say? They were amazing. For days after I returned from MV, my mind would wander off to donut-land while I was sitting at work! This is not good.
Outerland is the former Hot Tin Roof club out at the MV Airport and is still the best place to hear live bands
and comedy acts on the island. It's a great place to people watch and catch some celebrities in the crowd now and then. This summer we saw a knock-out performance by Jim Belushi & his band and Larry David was hanging out.
The new owners have kept the funky decor and added a delicious & affordable food menu. Lots of free parking
and top national bands make this place a must-see and do when on the Vineyard.
Dress Code: casual
If you want to hear live music on the Island, you can head to the only club, Outerland, which is out by the airport (need a car), formerly known as the Hot tin Roof. There was one other night club called the Atlantic Connection in Oak Bluffs, but it has now been turned into an arcade for kids.
If you want to hear live music in a smaller setting, you can check out Offshore Ale or any number of other bars in Oak Bluffs. There's karaoke at Season's, acoustic music sometimes at the Rare Duck, and sometimes local music at the Ritz. For the smokiest possible atmosphere, and the occasional wet t-shirt contest, head to the Ritz and the LampPost. The newest, and possibly greatest tiny place for drinks (but not music) is Sharkey's, on Circuit Ave. in Oak Bluffs (like most of the rest).
If you're looking for posh, go to Edgartown and check out David Ryan's, the Wharf, or the Navigator.
Dress Code: Edgartown is more conservative but has just as many intoxicated people after dark. In Oak Bluffs most anything goes.
OK, the Vineyard is more about relaxing than night life, but if you want live music and a friendlt atmospher, check out Hot Tin Roof. Owned by Carly Simon, there is always an ecclectic lineup, Reggea, folk, rock.
Dress Code: casual
You might think that 3 grown women on a weekend away might do something wild and crazy on a Saturday night. Well, you could be right. We went to the arcade to play skeeball. And it was fun!