The island is beautiful! Nature is wonderful, especially when you have gone where there are not so many people. The houses are like a fairytale.
I've lived in Oak Bluffs, where there was one part of the city near the port where the gingerbread cottages, and small, sweet, colorful house exists. They are, also, one of the main attractions that tourists visit. It is very colorful.
It's nice to live on the island, because I could always spend spare time on the beach. I was enjoying in bathing, until the moment when I saw a couple of crab after which it was not so comfortable in the water for me. :)
Main Street, Circuit Avenue, is very long and full of different shops where you can buy clothes, jewelry and souvenirs. There's a restaurant, but they are mostly on the main promenade, near the port. The most popular dish on the island is the lobster and seafood in general. Lobster was good, but the sushi is even better. :) Of course, you can eat a good burger. Some of my recommendations would be restaurants Nancy's, Sharky's Cantina, Slice of Life, Fat Ronnie's, Sand Bar & Grille, and if you want good sushi and dessert - the bakery ,,Back Door Donuts''.
The island is mostly a tourist and very luxurious. Season begins somewhere with the feast of the 4th of July and lasts until the end of September. And that makes it very special, because people are excited, smiling, (but how could it not be, when you are on vacation in one of the most famous and most beautiful islands in the world), the inhabitants of the island are also friendly and always willing to please tourists. It is well known that President Obama with his family every year goes to Martha. I saw his daughter, then Bruce Willis, I was hostess to Cole, the demon from the series ,,Charm" and I got an autograph from a player of the Red Sox. :)
What is interesting is that we, the Serbs, are almost like domestics on the island. There are a lot of us and we have even two Serbian parties during the week, which are always well attended. The law in Massachusetts is that everything can be working until 1AM, so that is why afterparties on the beaches, in forests and houses are the must! :)
There are good shops in Oak Bluffs, but the greater choice are in Edgartown, which is very close.
If you've never had the chance to see a skunk, go to Martha. They like to walk around at night and they're everywhere. Only at the end of the year I stopped running from them when I see them. :) lt could be useful you to know that they are afraid of applause, but if you're caught in a difficult situation, you'll know what to do. :) During the day you can see squirrels and rabbits.
And after a very short time you will feel like you are always on Martha, because you will meet all the locals and you will not be able to walk down the street without pause with some of them to say hello.