The Vineyard has a wonderful range of dining options, from casual and family-friendly to elegant fine dining. Listed below are some of our favorites, though it’s not an all-inclusive list (our very favorites are starred). Many restaurants are open only Memorial Day until Labor Day, some are cash-only, and many are walk-in only. Always explore options and availability when making plans, particularly for off-season visits. If you’re able, we suggest making reservations well in advance, particularly for the high season, July-August.

  • Aalia’s is a wonderful coffee spot featuring Lebanese and Egyptian food, with a small shaded patio in downtown OB.

    *Seasonal

  • Biscuits does not mess around; get there very early to avoid a long wait in the high season. Don’t miss the cinnamon buns if you can get them.

    *Seasonal

  • The Coop is our favorite marina-side spot for the best wings on the island, raw bar, great people-watching, and cold beer.

    *Seasonal

  • Do Mas has a great and authentic Mexican menu.

  • Fishbones is a family favorite for sitting along the pier and eating delicious fresh seafood.

    *Seasonal

  • Linda Jean’s is an island classic, and seemingly always busy, three square meals a day, Tuesday-Sunday.

    *Year-round

  • The Lookout is a great local bar with a view of the water and the Oak Bluffs ferry. We once commented on the generous pours, and a staff person said, “We pour ‘em like we drink ‘em.”

  • Get some tasty tacos and other Mexican fare at Midnight Taco by the harbor.

  • Mott’s is a favorite dependable coffee spot; they also have excellent bagels and breakfast sandwiches.

    *Seasonal: Oak Bluffs

    *Year-round: Vineyard Haven

  • Located in the Portuguese American Club (aka “The PA Club), Mo’s makes some of the best sandwiches on the island. Order ahead (even from the ferry!) for pickup and take it to the beach, or eat at the picnic tables out back. One day a week, there are some incredible donuts and face-sized cookies; follow their social media for updated details.

  • Nancy’s is an island staple by the marina, whether you’re indoors, on the second-floor deck, or on the dock level, eating fries and drinking Dirty Bananas.

  • Nomans (“NO-mens,” not “no-MANS”) is a great place to relax outside with a picnic style meal, and possibly to catch live music, a game of bocci, or a mendhi session with our friend Maple Mehndi.

  • Offshore is a solid spot for casual pub fare, particularly cozy in the off-season when the fireplace is roaring.

  • The Sweet Life is our personal favorite for fine dining, especially outdoors. Make a reservation.

  • Tigerhawk has one of the best fried chicken sandwiches they have, but don’t let that stop you from trying so many other items on their delicious menu.

  • Winston’s is the closet spot for a quick coffee, breakfast sandwiches, or excellent cold and hot lunch options. It’s a one-minute drive, or a five-minute walk from the house.

Oak Bluffs

  • 9 Craft has a good menu in a modern setting. We’ve enjoyed a nice meal with friends sharing several small plates.

  • The Art Cliff has some of our favorite breakfasts and comfort food on the island (delicious grain bowls, chicken and waffles with hot honey, crepes, seasonal specials…). Get there early, or be prepared to wait outside for quite a while.

  • Beach Road has an elegant space with delicious fine dining, recommended for couples and adults.

  • The Black Dog is an iconic family restaurant with a dependable casual menu. Special cakes can be ordered in advance through their bakery website (try the Chocolate Majesty).

  • Catboat is one of our favorite coffee spots, featuring delicious Lebanese offerings such as breakfast wraps, bowls, and excellent pastries and coffee. We love their rose lemonade, also.

  • El Barco has affordable Mexican food and drinks, including tacos, burritos, and margaritas.

    *Seasonal

  • Garde East offers a beautiful location overlooking the harbor and fine dining; recommended for adult groups and couples.

  • The Net Result has an excellent fish market where you can procure your own seafood to cook at home, or select from the sushi and takeout menus.

  • Owned and operated by our dear friend, the S&S has all sorts of fun offerings nearly year-round, and often pairs live music on weekend nights with food specials, or pop-up chef collaborations. Check their website and social media for updates.

  • If you’re heading out of town to go up-island, order ahead from the Scottish Bakehouse, or stay and eat outside at one of their picnic tables.

  • Waterside is one of the few year-round dining spots on the entire island. It has a wonderful covered porch, if you’re quick enough to snag a table.

    *Year-round

Vineyard haven

  • Among the Flowers is and excellent brunch spot tucked away in town.

  • You will pay through the nose, even for Edgartown, but if that doesn’t bother you, and a $47.00 margarita is your thing, by all means, head to the Atlantic. We’ve had a lovely sit outside with the fire pit in autumn.

  • Atria (pronounced “uh-TREE-uh”) has a cool basement burger bar, with fine dining on the main level.

  • Behind the Bookstore is a café and restaurant in a beautiful quiet patio just off Edgartown’s main street. Grab a table early in the day, or reserve one for later.

  • The Covington is open May through October and has a beautiful dining room and outdoor seating.

  • Espresso Love has delicious soups, sandwiches, and a full coffee bar.

  • Located at the Katama airfield, visit Katama Kitchen for breakfast or lunch, and watch the biplanes and small aircraft (or fly and then dine).

  • The Newes is currently closed for renovations, but we home it reopens soon, because they have an excellent cheeseburger.

  • The Port Hunter has an excellent menu and occasionally live music.

  • Rosewater has drinks, food, and a beautiful little market with an excellent wine selection.

  • The Seafood Shanty has an excellent view of Chappy and a fun island feel. Walk-ins only for the top deck; try and get a table by the glass wall overlooking the harbor.

Edgartown

  • State Road is sister to Beach Road; and is particularly cozy in cooler months.

West Tisbury

  • The Store has a bit of everything, included a small upscale market for high quality picnicking, coffee, and a pizza shop.

  • The Tavern has a lovely rustic setting, and is just about the only formal dining in Chilmark. It's closed from Labor Day through Memorial Day.

Chilmark

  • The Homeport is one of our favorite outdoor dining spots, with delicious food and friendly service while overlooking Menemsha Harbor. Don't miss the fried oysters or the raw bar.

  • Get in line at Larsen’s for raw bar, clam chowder, and fried fish sandwiches (if it’s not too busy, and you’re really nice). Eat at the beach at one of the makeshift tables, or take it to go.

  • Grab a quick bite at the seasonal Galley, including fried food, seafood, and ice cream.

Menemsha

  • The Outermost is one of the most elegant and beautiful dining experiences on the island. Book way in advance and enjoy this incredible setting with a view of the lighthouse and a resident osprey family. Get on their mailing list in case they're offering advance tickets for outdoor movie screenings (Summer Mondays as of 2024).

Aquinnah