We have been traveling to Martha’s Vineyard for daytrips and weekend trips for about 15 years but in 2016 we bought our first property on the Vineyard and since then now own two condo units and a piece of land that we rent out and stay at when we get the chance to. We visit Martha’s Vineyard 2-4 times/year for daytrips and weekend trips (during all seasons) and love going to our favorite places and exploring new places!
Read below for my Martha’s Vineyard itinerary!
WHERE TO STAY
● Our beachfront condo unit rentals: both are located in the same building (2 rooms apart) – the building is located on a shared private beach (includes beach chairs, umbrellas, sand/water toys), walking distance from the Vineyard Haven ferry terminal, walking distance to downtown Vineyard Haven and many reputable restaurants on the island, and includes free onsite parking + other great amenities
1. Renovated 1 bed/1 bath with direct beach and ocean views
WHERE TO EAT/DRINK
● Garde East for dinner/drinks (Vineyard Haven) *waterfront
● Beach Road for dinner (Vineyard Haven) *waterfront
● Black Dog Tavern for brunch/lunch (Vineyard Haven) *waterfront *open year-round
● Waterside Market for breakfast (Vineyard Haven) *open year-round
● Black Dog Tavern Bakery for breakfast/coffee (Vineyard Haven) *open year-round
● Nat’s Nook for breakfast/coffee (Vineyard Haven) *open year-round
● Catboat Coffee for coffee/breakfast (Vineyard Haven)
● Sweet Bites for breakfast/acai bowls (Vineyard Haven) *open year-round
● Little House Cafe for breakfast/lunch (Vineyard Haven) *open year-round
● The Net Result for lunch/seafood market (Vineyard Haven) *open year-round
● State Road for dinner (Vineyard Haven/West Tisbury) *open year-round
● Golden Bull for dinner (Vineyard Haven) *open year-round
● Fish MV for dinner (Vineyard Haven)
● The Attic at Waterside for dinner (Vineyard Haven)
● Copper Anchor & Wok for dinner/sushi (Vineyard Haven) *open year-round
● Porto Pizza for pizza (Vineyard Haven) *open year-round
● Lookout Tavern for lunch/dinner (Oak Bluffs) *waterfront
● Nancy’s Restaurant for lunch/dinner/mudslides (Oak Bluffs) *waterfront
● Coop De Ville for lunch/drinks (Oak Bluffs) *waterfront
● Linda Jean’s for brunch (Oak Bluffs) *open year-round
● Nomans for lunch (Oak Bluffs)
● MV Chowder Co for dinner (Oak Bluffs)
● The Red Cat Kitchen for dinner (Oak Bluffs)
● The Ritz for drinks/live music (Oak Bluffs)
● The Alley for drinks (Oak Bluffs)
● Atlantic Fish and Chophouse (Edgartown) *waterfront
● Harbor View Hotel for drinks (Edgartown) *waterfront
● Seafood Shanty for lunch/dinner/drinks (Edgartown) *waterfront
● Toccopuro for coffee (Edgartown)
● Lucky Hank’s for brunch (Edgartown)
● Edgartown Diner for brunch (Edgartown) *open year-round
● Katama Airfield Diner for brunch/drinks (Edgartown)
● Alchemy for dinner (Edgartown) *open year-round
● Rockfish for dinner (Edgartown) *open year-round
● The Covington Restaurant (Edgartown)
● The Wharf Pub for lunch/drinks/live music (Edgartown) *open year-round
● Bad Martha Brewery for craft beer/lunch (Edgartown)
● Mad Martha’s for ice cream (Vineyard Haven, Oak Bluffs, Edgartown)
● Vineyard Scoops for ice cream (Edgartown)
WHAT TO DO
● Shop, dine and sightsee in downtown Edgartown, Oak Bluffs + Vineyard Haven
● Enjoy a beach day at Lighthouse Beach (Edgartown) or Moshup Beach (Aquinnah/Edgartown)
● Visit the Edgartown Lighthouse and Gay Head Lighthouse
● Explore the Gingerbread Houses in Oak Bluffs
● Visit the Alpaca Farm at Island Alpaca (Vineyard Haven)
● Play mini golf at The Cove
● Jump off the iconic Jaws Bridge (Edgartown)
● Take a short ferry ride to Chappaquiddick and visit the Mytoi Japanese Garden + beach
● Walk around the harbor of Edgartown and Oak Bluffs
● Fly kites in Ocean Park (Oak Bluffs)
● Watch planes take off/play lawn games at Katama Airfield
● Play lawn and table games and enjoy occasional live music at Nomans
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