Trace 400 years of African American history across Martha's Vineyard with an expert guide — from the island's role in the abolition movement to its legendary status as a Black summer haven. One of New England's most profound cultural pilgrimages.
What to expect
Beginning in Oak Bluffs — historically the heart of Black summering life — your expert narrator guides you past the cottages, churches, and gathering places that sheltered luminaries from Frederick Douglass to the Obamas. The full island-wide option ventures to Edgartown, Vineyard Haven, and beyond, uncovering layers of resistance, artistry, and joy invisible to the typical visitor. Stories are richly personal, drawn from decades of community scholarship and family archives. You leave with an entirely new understanding of why this island matters.
Good to know
Book the full 4.5-hour island-wide tour for the deepest experience; the 1.5-hour Oak Bluffs tour suits a tighter all-aboard window. Advance booking is essential as tour slots are limited. Comfortable walking shoes required for uneven historic sites.
Sail there
Luxury cruises that call at Marthas Vineyard — book through us, the fare is identical and your concierge stays on your side.