Best of Boston

Best Bar

2019 Best Bar, Nantucket


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

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, Nantucket

The Club Car

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»
2018 Best Bar, Martha’s Vineyard


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»
2017 Best Bar, Cape Cod

Land Ho

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

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


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


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

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»