For as long as she can remember, Girlawhirl has been dying to get to a certain Massachusetts's island as well known for its celebrity sightings as for its quaint New England seashore atmosphere. And thanks to a Super Pal's recent wedding, Girlawhirl finally got the chance to take her dream trip to Martha's Vineyard…
When it comes to Martha's Vineyard, getting there is the only battle. Warned by some seasoned Martha's Vineyard visitors, Girlawhirl booked her ferry ride (way) in advance. There are lots of ferry options for Girlawhirl depending on where she leaves from, where she's headed and whether or not she's bringing her car along. Girlawhirl opted to leave her car behind and hop the ferry to Edgartown.
Rounding the lighthouse and pulling into the harbor, Girlawhirl could already tell Martha's Vineyard would live up to everything she expected. The entire harbor area is lined with weather-beaten, shingle-covered shacks and stores in the traditional New England style – just as Girlawhirl had pictured. When she got there though she was surprised to find a much more laid back atmosphere than she thought there would be.
Girlawhirl and her Super Pal stepped off the ferry and right into a quaint looking, yet bustling and fairly extensive, downtown shopping district. With everything from souvenir stores to galleries, and T-shirt shops to high-end boutiques, Girlawhirl smiled realizing she might not even have to unzip her suitcase all weekend; she could just shop – the quintessentially preppy Lily Pulitzer boutique was calling to her.
But before the Pals did any credit card damage, they decided to check in to their hotel, The Kelly House. Not even half a block from the ferry, the friends stumbled upon their hotel before they even realized it. Catering to the tourist season, most of the stores downtown stay open until 10 p.m. or later. So without the need to hurry, they grabbed a drink in the oldest pub on Martha's Vineyard, The News From America (which just happens to be part of the Kelly House) before heading out to check out the stores.
In addition to Lily Pulitzer, Girlawhirl and her Pal had to stop in at Vineyard Vines for some classic, and very preppy, looking goods. Think whale covered ties and seahorse covered dresses. But there were plenty of places to grab traditional “Nantucket Reds” and Vera Bradley just about everywhere. There were so many stores they wandered in and out, checking them all, for hours.
The next day, rented bicycles were the mode of transportation and they headed for Vineyard Haven, the home of the island's famed Black Dog Tavern.
Martha's Vineyard has extensive bike trails, but they found out the hard way it's a windswept seven or eight mile trek across the island – so the next time they know to be prepared. They also spotted lots of car rental spots, so that's an option for her next trip too. And Girlawhirl's certain there will be a second trip, and hopefully too many more to count. 
Click here for more information on Edgartown on Martha's Vineyard.
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By the Sea Store |
53 Main St | 508 627 4632 | |
| Chappaquiddick Outfitters ltd. | 20 Main St | 508 627 5404 | |
| Chappy | 4 Main St | 508 627 7131 | |
|
Claudia |
51 Main St | 508 627 8306 | |
|
Great Put On |
15 Main St | 508 627 5495 | |
| Island Pursuit | Main St | 508 627 8185 | |
| Lily Pulitzer reet | 33 Main St | 508 627 1209 | lillypulitzer.com |
| Limited Additions | 41 Dock St | 508 627 4048 | |
|
Menemsha Blues |
Dock St. | 508 693 9599 | menemshablues.com |
|
Murdick's Fudge |
21 N. Water St | 888 583 8343 | murdicks.com |
| Saffronr | 65 Main St | 508 627 7088 | |
| SOLA | 23 Kelly St | 508 627 7715 | |
| The Black Dog General Store | 11 S Summer St | 508 627 3360 |
theblackdog.com |
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The Black Dog Tavern |
Vineyard Haven Harbor | 508 693 9223 | theblackdog.com |
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The Boneyard Surfshop |
250 Upper Main | 508 627 7907 |
theboneyardsurfshop.com |
| The Handworks | 15-1 Winter St | 508 627 8402 | |
|
The Lazy Frog |
3 S. Water St | 508 939 9005 | mvthelazyfrog.com |
| Vineyard Vines | 19 Winter St | 508 627 4779 | vineyardvines.com |