Whig Street
Favorites
The Cape is best kept simple—beach days, fried food and oysters, too much ice cream, and as much fresh air as you can stand. It’s more about the simple pleasures than chasing a scene. And while most places have been around forever (and we love them for it), there are some fresh faces bringing a new but fitting energy to the mix.
This guide rounds up our go-to favorites—the ones we return to every summer—plus a few newer gems worth mixing in. Nothing fancy, just the good stuff.
The Basics + Things We Never Skip
Beaches:
Corporation or Howes (our go-to for all-day fun + a snack bar), Mayflower (the most popular - and crowded - bayside beach), Bayview, or Chapin’s (don’t miss sunset at low tide here). The landing at the end of Nobscussett Rd. is our favorite morning beach walk at low tide—quiet and peaceful before the crowds roll in.
Stocking Up:
DPM for a classic butcher counter, home essentials, and a BLT for the beach.
Ring Brothers for a bigger seafood and meat selection, organic produce, and a great juice bar.
CapeAbilities for farmstand produce and pantry staples (we also love the drive to Chatham Bars Inn Farmstand).
Dunn & Sons for a special bottle of wine.
Big Rock Oyster for a dozen fresh, unshucked oysters straight from the harbor.
Eating + Drinking:
For us, every day starts with a drive to Snowy Owl for a matcha or americano, fresh pastries, and good local vibes. Our must do in terms of food is always a trip to Sesuit Harbor Café. For us its the perfect mix of no fuss Cape set against the beautiful New England coastline (If the wait too long, skip the line—just hit the raw bar and bring a chilled bottle of red from home. Breakfast is a great option too.)
The Pheasant is our go to recommendation for a special meal and the coziest New England vibes or Leonessa which is the perfect mix of classic Italian at a surprisingly fresh and elevated level. And newcomer Baleine is the perfect, walkable spot from whig for a nice glass of wine or cocktail and some of the best oysters we’ve had on the Cape (which is saying a lot)
For ice cream, there’s no better spot than the Ice Cream Smuggler: Faves include Salty Caramel, Coconut, and Grape-Nut—just trust us.
Every summer we try to make it to Mom & Pops at least once. We always grab them to go and head down to Hardings beach for sunset (it’s a bit of a drive, but worth it).
Red Cottage or Sesuit Harbor are our easy, reliable breakfast options but Hangar B is our favorite— Its a drive and can have long waits, but grab a coffee and potato donut while you watch the planes take off.
Hikes:
Wing Island Trail in Brewster (low tide only!), Great Island Trail in Wellfleet, or Dune Shacks Trail in Provincetown (home to the tallest, wildest dunes we’ve ever seen—not an easy hike, but worth it).
Activities:
Pirates Cove for mini golf, Cape Cinema for movies, Cape Playhouse for local theater, and the Museum of Natural History for exploring with little kids (the mud kitchen and butterfly house are highlights).
Hop on a ferry to Nantucket or Martha’s Vineyard for an easy day trip.
And definitely carve out time for shopping (and exploring) in Wellfleet or Provincetown.
Drinks + Dancing:
Baleine for the best wine list on the Cape,
Woodshed for live music (can get rowdy in summer),
Beachcomber for lunch, frozen drinks, local swag, and sweeping views of the Wellfleet coastline.
Truro Vineyards is also a great day trip—outdoor games, food truck, and fresh oysters from Blackfish.