Best of Boston

Best Bar

2019 Best Bar, Cape Cod

Sand Bar

After the sun sets over West Dennis Beach, trot over to the Sand Bar, a weathered-gray shack situated on the edge of the marsh, to [...] read more»
2019 Best Bar, Nantucket

Afterhouse

Dreamed up by the all-star team behind Nantucket’s Galley Beach, Afterhouse stands apart from would-be rivals with cozy garden-level digs and a curated drink menu [...] read more»
2019 Best Bar, Martha's Vineyard

The Ritz Café

Oak Bluffs
A modest watering hole that islanders depend on after the day’s work is done and the summer crowds have evacuated to the mainland, this institution, [...] read more»
2018 Best Bar, Cape Cod

Harbor Lounge

Provincetown
This P-town bar has become the de facto cocktail klatch for the pre-cabaret and post-disco crowds, practically guaranteeing you’ll run into familiar faces from the [...] read more»
2018 Best Bar, Martha’s Vineyard

20byNine

Oak Bluffs
This little bar just off the main drag in Oak Bluffs has upped the cocktail game for the whole island with its expertly executed house-made [...] read more»
2018 Best Bar, Nantucket

The Club Car

Nantucket
Housed in a Nantucket Railroad car, this 41-year-old stalwart got a gorgeous redesign last year courtesy of its new owners, who earned their bona fides [...] read more»
2017 Best Bar, Cape Cod

Land Ho

Orleans
Want a side of local color with your Devil's Purse pint? Pay a visit to this neighborhood hang, where Cape Cod memorabilia—from family crests to [...] read more»
2017 Best Bar, Martha's Vineyard

The Port Hunter

Edgartown
Far more than a wait-list consolation prize, the bar at the Port Hunter is itself a destination, thanks to a dangerously interesting cocktail list—try the [...] read more»
2017 Best Bar, Nantucket

Cru

Nantucket
Already an island go-to for its waterfront location and killer raw bar, Cru wins our vote this year for its stacked beverage program. Pick your [...] read more»
2016 Best Bar, Martha's Vineyard

20byNine

Oak Bluffs
Martha’s Vineyard is known for many things, from crispy fried clams to breathtaking beaches. But top-notch craft-cocktail bars wasn’t one of them—that is, until 20byNine [...] read more»
2016 Best Bar, Nantucket

Ventuno’s Back Bar

Nantucket
The al fresco bar tucked behind Ventuno is less polished than the anchoring Italian restaurant, but that’s part of the charm. With a beachy-casual vibe [...] read more»
2016 Best Bar, Cape Cod

Trevi Cafe and Wine Bar

Mashpee
Yes, it’s nestled within the tourist mecca of Mashpee Commons. No matter: Once you step into Trevi, you might as well be on a European [...] read more»
2015 Best Bar, Cape Cod

Quahog Republic

Falmouth
You will not leave this boisterous hangout sober. It pours some of the cheapest, strongest cocktails we've ever sipped. (At least they're made with fresh-squeezed [...] read more»
2015 Best Bar, Martha's Vineyard

The Port Hunter

Edgartown
If there's one thing that goes well with great drinks, it's shuffleboard. The Port Hunter, opened in 2012 by two local brothers, has both, plus [...] read more»
2015 Best Bar, Nantucket

Millie’s

Nantucket
With strong drinks, panoramic ocean views, and a shoes-optional vibe, Millie's has all the makings of the perfect island beach bar. Here longtime locals happily [...] read more»