Cape Cod's only real party town
Oysters at the Canteen on the wharf, lobster at the Lobster Pot with the line out front, dune tour with Art's in a vintage Suburban, sunset at the Red Inn looking back at the harbor. Dinner at Strangers & Saints, a closer at the Squealing Pig, and the bike trail through the Province Lands if the group wants to earn lunch. Far end of the Cape, slow ferry from Boston, the most interesting town on the peninsula.
boat cruise • 4 hr
Stellwagen Bank — humpback hot zone
tour • 2 hr
Sand-road convoy through the seashore
scenic overlook • 1 hr
252 feet over the harbor
fishing • 5 hr
Striper + bluefish on the Cape shelf
club • unhinged • $$
Oldest gay bar in the country, three rooms
club • unhinged • $$
Sunset DJ deck on the harbor — institution
Seafood • $$$$ • Best for: group-dinner
Beachfront fine dining + 250-cocktail menu
Brunch • $$ • Best for: brunch
Lobster Benedict + cottage patio
boutique-hotel • Max 2 guests
Spa + heated pool + breakfast
house • Max 12 guests
Walk to Tea Dance + private deck
History, harbor views, and wicked good times
Striper charters, Sankaty Head, and the Chicken Box at midnight
Menemsha pot-haul, Edgartown links, Ritz at midnight
Oyster shacks, beach-bonfire crew trips, and summer-harbor dive nights
Mountain hikes, breweries, and a country house
Haunted pub crawls and maritime history
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