ROAM / Destinations / Martha's Vineyard (Oak Bluffs), United States

Martha's Vineyard (Oak Bluffs)
United States

The most iconic Black vacation destination in America. Oak Bluffs has been a Black summer resort since the 1880s. The Obama family vacations here. Every August the island fills with Black professionals, celebrities, and families.

ROAM 4.9 ★ BeachHistory
Best time
July-August (peak season — expensive but essential), June and September for more affordable visits
Currency
USD
Language
English
Mid-range / day
USD 300

Safety for Black Travelers

Martha's Vineyard is extremely safe and welcoming. One of the most beloved Black vacation spots in America. The island is small and intimate — expect to see people you know.

Neighborhoods to Know

Oak Bluffs

Historic, vibrant, Black beach community

The Inkwell beach, historically Black gingerbread cottages, NAACP history, Dreamland building

Edgartown

Upscale, historic

Whaling history, luxury hotels, Chappaquiddick

Vineyard Haven

Working town, ferry port

Where the ferry arrives from Cape Cod — main entry point

Must-Visit Places

The Inkwell Beach (Oak Bluffs)

Nature · $

The legendary historically Black beach in Oak Bluffs — the original Black beach resort

Martha's Vineyard (Oak Bluffs), Massachusetts

NAACP Oak Bluffs Branch

Historic Site · $

One of the oldest NAACP branches — African Americans have vacationed here since the 1880s

Martha's Vineyard (Oak Bluffs), Massachusetts

Lola's Southern Seafood Black-Owned

Restaurant · $

Oak Bluffs institution — the place to be seen in Black MV

Martha's Vineyard (Oak Bluffs), Massachusetts

Dreamland (Lincoln Center of the Vineyard)

Historic Site · $

Former roller skating rink that was a center of Black social life in Oak Bluffs

Martha's Vineyard (Oak Bluffs), Massachusetts

Flying Horses Carousel

Nightlife · $

Oldest platform merry-go-round in the US — Oak Bluffs centerpiece

Martha's Vineyard (Oak Bluffs), Massachusetts

Illumination Night (Oak Bluffs)

Festival · $

Annual cottage lantern lighting — magical summer tradition

Martha's Vineyard (Oak Bluffs), Massachusetts

Visa

No visa required for US citizens

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