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Oak Bluffs, Martha's Vineyard: Things to Do, Beaches and NightlifeOak Bluffs: gingerbread cottages, Flying Horses Carousel, Circuit Avenue, Inkwell Beach, live music, and islan...RestaurantsComplete Martha's Vineyard restaurant guide: 68+ restaurants across all six towns with hours, prices, and seas...Island Live WebcamsWatch live webcams of Martha's Vineyard: real-time views of Vineyard Haven, Oak Bluffs, Menemsha Beach, and mo...MV Vacation Video Hub – Explore Martha’s Vineyard in 4KWatch Martha's Vineyard in 4K video. Walking tours, beaches, towns, quiet corners, and seasonal highlights fil...Lucy Vincent Beach Guide Martha's Vineyard - Access, Parking and Visitor Tips 2026Lucy Vincent Beach guide - Martha's Vineyard's most dramatic beach with clay cliffs and surf. Chilmark residen...A reader planning a trip for May 2027 asked us what would actually be open. The honest year-round map: restaurants, cafes, trails, museums and services that never close, town by town, plus the calendar of when everything else reopens.
Second Treasures MV in Oak Bluffs: an eclectic antique and art shop run by John, featuring Vineyard history, vintage finds, and seasonal pop-ups.
Read More: Second Treasures MV: Inside Oak Bluffs' Antique ShopWhy so many international students and seasonal workers staff Martha's Vineyard every summer: the J-1 Summer Work Travel rules, the H-2B program, where the workers come from, the 650 students of 2025, the housing squeeze behind it, the island's year-round Brazilian community, and what it means for your trip and your tips.
Read More: Why So Many International Students Work on Martha's Vineyard: The J-1 and H-2B Summer Workforce Explained (2026)A walking tour of Oak Bluffs pier and harbor on Martha's Vineyard. See where summer ferries dock, watch local fishermen, and enjoy the waterfront.
Read More: Oak Bluffs Walking Tour Martha's VineyardState Beach on Martha's Vineyard is known for calm waters and a family-friendly atmosphere. Activities, amenities, and tips for a perfect beach day.
Read More: State Beach: Martha's Vineyard's Calmest Family BeachThe practical guide for J-1 students, H-2B workers and summer staff on Martha's Vineyard: Social Security sessions at the Oak Bluffs Library, the free bus and its live map, the two laundromats (yes, one is by the airport), cheap bikes, groceries, Wi-Fi, pay rules, health, food help if money runs short, and free days off. Checked September 2026.
Read More: Working a Summer on Martha's Vineyard: The Practical Guide for J-1 Students and Seasonal Staff (2026)A hyperlapse video tour of Martha's Vineyard. Race through Edgartown, Oak Bluffs, and Vineyard Haven in under two minutes at high speed.
Read More: Martha's Vineyard Walking Tours HyperlapseVirtual walk through the Gingerbread Cottages of Oak Bluffs. Part 1 covers the colorful homes, Illumination Night lanterns, and island tradition.
Read More: Gingerbread Houses Oak Bluffs Walking Tour Part 1Martha's Vineyard in winter: year-round restaurants, Christmas in Edgartown, hotel deals, birding, and why the off-season might be the best time to visit.
Read More: Martha's Vineyard in Winter: The Off-Season Guide (2026)Walk through Ocean Park in Oak Bluffs, Martha's Vineyard: seven acres of open green with a historic bandstand, friendly geese, and open ocean views.
Read More: Ocean Park, Oak Bluffs, Martha's VineyardEast Chop Lighthouse in Oak Bluffs: the 1878 cast-iron tower on Telegraph Hill, the Sunday sunset openings run by the Martha's Vineyard Museum, the semaphore and Chocolate Lighthouse history, and the bus stop and parking below the hill.
Read More: East Chop Lighthouse, Oak Bluffs: Sunset Openings, Telegraph Hill History and How to Get There (2026)MV nightlife guide: The Ritz, drag brunch, free concerts every night, Edgartown bars, and the island's after-dark scene for 2026.
Read More: Martha's Vineyard Nightlife and Live Music: Bars, Concerts and the Full 2026 ScenePhotos and stories
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