While scores of stores and restaurants across the island shutter during the winter months, many Vineyard Haven establishments stay open throughout the year. The central hub of the town of Tisbury, Vineyard Haven is the main port of entry for most Vineyard visitors arriving on the ferry. A stroll down Main Street takes pedestrians past a diverse range of galleries, shops, and eateries, including The Simon Gallery featuring iconic photographs of some of the most recognizable names in rock ‘n’ roll and the famous Bunch of Grapes bookstore.
Tisbury properties range from historic in-town homes to beautiful waterfront estates along Vineyard Haven harbor, Lake Tashmoo, West Chop, and the western side of Lagoon Pond.
Point B Picks
Whether enjoying a quahog chowder or digging into one of the humorously named brunch dishes, such as the Scooby Snack, patrons find that The Black Dog Tavern serves up a tasty seafood-centric menu with a delicious view of Vineyard Haven harbor.
Martha’s Vineyard Playhouse is the only year-round professional theater on Martha's Vineyard. Located in downtown Vineyard Haven, the theater hosts dramas, comedies, musicals, poetry nights, and books signings.
An afternoon or sunset sail aboard one of the Black Dog Tall Ships, the Alabama or Shenandoah, is the perfect way to bask in the beauty of Martha’s Vineyard. Passengers are invited to join the crew in the raising of the sails or assist the captain in manning the wheel.