Menemsha pot-haul, Edgartown links, Ritz at midnight
The Vineyard runs a real weekend: Menemsha lobster-boat morning, Vineyard Golf Club round, Larsen's lobster at the jetty, and the Ritz in Oak Bluffs for the late set. Farmhouse up-island that sleeps twelve.
fishing • 5 hr
Pot-haul with a working captain + shore bake on Lobsterville
golf • 5 hr
Members-guest all-organic course near Katama
fishing • 4 hr
Chappaquiddick wade-fishing with a local guide
walking tour • 2 hr
Clay cliffs + Wampanoag-land lighthouse at the west end
food tour • 4 hr
Grey Barn + Chilmark Coffee + Morning Glory farm stops
bar • chill • $$
Vineyard Haven harbor-front institution since 1971
bar • balanced • $$
Oak Bluffs dive + live music most nights — the late one
beer garden • chill • $$
Oak Bluffs brewpub with peanut-shells-on-the-floor energy
Farm-to-table • $$$$ • Best for: group-dinner
West Tisbury cottage with the up-island farm connection
Clam shack • $$ • Best for: lunch
Menemsha dock lobster + chowder — BYO wine on the jetty
Brunch • $$ • Best for: brunch
Vineyard Haven brunch — the line is also the tradition
resort • Max 2 guests
Edgartown Harbor icon — porch rockers face the lighthouse walk
house • Max 12 guests
Up-island acreage with pond + outdoor shower + private beach rights
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