Guidebook for Oak Bluffs

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Guidebook for Oak Bluffs

Food Scene

Hands down the absolute best nachos and mojitos you will ever have! Don't miss! Can be busy in high season and doesn't take reservation unless you are a large party.
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Sharky's Cantina
266 Upper Main St
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Hands down the absolute best nachos and mojitos you will ever have! Don't miss! Can be busy in high season and doesn't take reservation unless you are a large party.
The fried scallops and clams are fabulous. They have awesome frozen drinks too. On a nice day sit out on the outdoor deck and enjoy fried seafood while people watching on the harbor.
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南茜餐廳
29 Lake Ave
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The fried scallops and clams are fabulous. They have awesome frozen drinks too. On a nice day sit out on the outdoor deck and enjoy fried seafood while people watching on the harbor.

Entertainment & Activities

Kids of all ages will love this! Have you ever gotten the brass ring? Try your luck at the oldest carousel in America. Classic family fun. Popcorn, cotton candy and small arcade available.
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Flying Horses Carousel
15 Oak Bluffs Ave
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Kids of all ages will love this! Have you ever gotten the brass ring? Try your luck at the oldest carousel in America. Classic family fun. Popcorn, cotton candy and small arcade available.
Don't miss catching a film here. Like a walk into the past. The tiniest vintage theatre that has been lovingly restored. Not many this original left in the US - enjoy a part of the past!
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Capawock Theatre
43 Main St
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Don't miss catching a film here. Like a walk into the past. The tiniest vintage theatre that has been lovingly restored. Not many this original left in the US - enjoy a part of the past!
Don't miss the Gingerbread Houses. Iconic ice cream colored summer cottages from the 1800's. Located right behind our house! Walk through the campground into town - that's our usual route - cool and scenic. Sometimes there are musical performances and other things held in the Tabernacle.
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Martha's Vineyard Camp meeting Association (MVCMA)
80 Trinity Park
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Don't miss the Gingerbread Houses. Iconic ice cream colored summer cottages from the 1800's. Located right behind our house! Walk through the campground into town - that's our usual route - cool and scenic. Sometimes there are musical performances and other things held in the Tabernacle.

Sightseeing

Lovely to bring a picnic or grab some seafood from take out restaurants near by and watch the sunset. Kids love it!
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Menemsha
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Lovely to bring a picnic or grab some seafood from take out restaurants near by and watch the sunset. Kids love it!

Parks & Nature

Stunning beach. Kids love to play and build with the rocks. Take a long walk down to the clay cliffs. Can grab lunch at the top of the cliff and see the lighthouse too. It's a bit of a walk from the parking lot to the beach so our tip is to drop family and beach stuff at beach entrance and for driver to then go park car and walk down access path to the beach.
Gay Head Town Beach
Stunning beach. Kids love to play and build with the rocks. Take a long walk down to the clay cliffs. Can grab lunch at the top of the cliff and see the lighthouse too. It's a bit of a walk from the parking lot to the beach so our tip is to drop family and beach stuff at beach entrance and for driver to then go park car and walk down access path to the beach.
Our town beach. We love it. Very gentle for kids - usually not a lot of waves. We walk down and spend the day there - easy to send someone into town to pick up sandwiches or pizza for lunch.
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Inkwell Beach
83 Seaview Ave
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Our town beach. We love it. Very gentle for kids - usually not a lot of waves. We walk down and spend the day there - easy to send someone into town to pick up sandwiches or pizza for lunch.

Shopping

This is a classic general store updated for the upscale hipster artist of today! Find all kinds of quirky bits and pieces, coffee to go, drinks, local papers etc... Worth a stop if you are traveling up island.
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Alley's General Store
1045 State Rd
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This is a classic general store updated for the upscale hipster artist of today! Find all kinds of quirky bits and pieces, coffee to go, drinks, local papers etc... Worth a stop if you are traveling up island.
Such a great shop. Lots of Martha's Vineyard and beach stuff - but of a really nice quality - not just touristy sweat shirt stuff. Good place to take kids for a new toy or to find some lovely soap or a present.
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Rainy Day
66 Main St
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Such a great shop. Lots of Martha's Vineyard and beach stuff - but of a really nice quality - not just touristy sweat shirt stuff. Good place to take kids for a new toy or to find some lovely soap or a present.

Essentials

Tony's is open late and on Sunday. Reliable Market in town isn't always so reliable - it closes early. Also Tony's sells beer and wine. Great for anything you might need to stock up and a quick walk from the house.
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Tony's Market
119 Dukes County Ave
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Tony's is open late and on Sunday. Reliable Market in town isn't always so reliable - it closes early. Also Tony's sells beer and wine. Great for anything you might need to stock up and a quick walk from the house.