Few things say American summer quite like heading east for days consisting of boats, Atlantic waves and lobster rolls. Start your trip with Boston city break to soak up a little New England charm before riding the ferry to Provincetown.


Liberty Hotel Boston

A former prison, the fittingly named Liberty Hotel now provides luxury accommodation with wraparound indoor balconies lining the soaring lobby walls. Rooms here have floor-to-ceiling windows with views over the Charles River and charming Beacon Hill, as well as old-school leather furnishings. Check out Alibi, the jail’s former drunk tank, for clandestine cocktails after a meal in the city.

XV Beacon Boston

Right by the Boston Common, this beaux-arts building is an ideal retreat during a few days spent exploring the surrounding leafy streets. The rooms are cosy and pick up on Boston’s old-world vibe, while the rooftop lounge chairs are ideal for tanning when you need a break from pounding the city streets. Check out the hotel restaurant to whet your appetite for the rest of your seaside escape with pre-dinner oysters and hearty clam chowder.

  • +1 617 670 1500
  • 15 Beacon Street
    MA 02108

Salt House Inn Cape Cod

The epitome of Cape Cod kitsch, the Salt House Inn welcomes guests with its classic cedar-shingle facade. The whitewashed bedrooms are as beachy as it gets, with exposed beams as well as vintage rowing paddles and racquets strung up on the walls. Start each day off with a cappuccino on the sun-drenched terrace and pad back in after a day on the beach for a soak in the claw-foot bathtub. Hoteliers Kevin O’Shea and David Bowd have also worked with Ian Schrager of New York City’s Public Hotel, meaning they know how to strike just the right balance between cost and cool. The price per room is one of the best you’ll find on the Cape during high season, so grab it while it’s hot.

  • +1 508 487 1911
  • Go to Website
  • 6 Conwell Street
    MA 02657

Chatham Bars Inn Cape Cod

A Cape classic, Chatham Bars Inn feels as if straight out of a movie. Right on the water, it’s the epitome of seaside elegance with white-and-blue-tinged bedrooms and a wooden dock leading straight out to the hotel’s own sailboat. The Stars dining room has french doors that swing out onto the ocean, and uses produce picked straight from the restaurant’s farm. The Beach House is another hotel restaurant right on the water – try its East Coast-style clam bakes.


Celeste Boston

A slight variation on the typical New England seafood diet, Celeste is a Peruvian hot spot serving up ceviche delights. Vegetarians should get their teeth around the artichoke and palm heart variety, while others shouldn’t miss the Peruvian-Chinese style steamed fish. Polish off dinner with a pisco sour before heading out on the town.

Ceraldi Cape Cod

Located in the town of Wellfleet, Ceraldi is one of the Cape’s most luxe dining options. With a seven-course prix fixe menu and wine pairing, and two seatings per evening, it’s a favourite among the chic Bostonites who take up summer residency on the coast. Despite its high-end feel, Ceraldi is certainly as connected to nature as the rest of the area – produce is local and the staff is off “at the beach” each Sunday, when the restaurant is closed.

Spindler’s Cape Cod

A Cape classic for seafood, Spindler’s is a local establishment renowned for its lobster rolls, local scallops, swordfish and Wellfleet oysters on tap. If you’ve already had your fair share of spaghetti alle vongole, its other menu staples are not to be overlooked – the to-die-for burrata and peaches are served on fried bread with a dollop of mascarpone and the wagyu Spindler’s burger is a must.

  • +1 508 487 6400
  • Go to Website
  • 386 Commercial Street
    MA 02657


The Longfellow Bar Boston

This stunning space has a semi-circular bar winding around its big, central bay windows and old-fashioned lamps that play into Cambridge’s literary charm. The drinks are marked as a track list, with “requests” and “session cocktails” on tap. The Harvard Square crowd is a mixed bag, so you’ll get a good idea of the local scene. Plus, if you pay close enough attention, you’ll find Americana-inspired trinkets tucked about the bar including an American flag-printed motorcycle helmet that’s definitely been down Route 66.

  • +1 617 864 0001
  • Go to Website
  • 40 Brattle Street #3
    MA 02138

The Beachcomber Cape Cod

A beachy classic loved by locals, the Beachcomber regularly has live bands, which you can watch from your perch at the bar. Right on the water, it’s also an ideal spot for drinks as the sun dips below the Atlantic waves. Sip on a local Hog Island Beer or grab a pint of Summer Ale or rosé from nearby Truro Vineyards.

  • +1 508 349 6055
  • Go to Website
  • 1120 Cahoon Hollow Road
    MA 02667


Brattle Book Shop Boston

Any good beach trip really only requires two things: sunshine and a stack of good books. Brattle Book Shop, established in 1825, is a favourite among bona fide Bostonites and Harvard students making a pilgrimage from Cambridge. While the rare and antiquarian section might not be ideal scavenging ground for finding beachside reading materials, it’s a must-see, and the rest of the three-story shop sells (almost) every title under the sun.

Truro Vineyards Cape Cod

To mix things up after multiple days on the water, spend an afternoon at Truro Vineyards. At $10 a pop, the wine tastings here won’t break the bank, so you can work your way through the vineyard’s many maritime varietals. Buy a few bottles to bring back to your hotel or rental home to accompany dinner or a bonfire.

Coast Guard Beach, Eastham Cape Cod

With sandy dunes that dip into blue waves, Coast Guard Beach is consistently rated one of the best beaches in all of the US. You’ll want to spend most of your time here alternating between long, leisurely walks, popping into the water and joining a clambake or bonfire to befriend the kind of folk who summer on the Cape.

You May Also Like

City Guides

You know how you have that one incredible friend who knows their city inside out? That’s us. We take the world’s most dynamic destinations, hand-pick the best bits and give them to you in one place. This is the kind of guide that you don’t need to run by a local – it was written by one. Eat your heart out, shop until you drop, drink like a fish, dance your socks off, sleep – then repeat.


Curate your bookcase with the full SUITCASE library. From Volume 2 through 27, we've been around the world, explored uncharted landscapes and reexamined travel perceptions along the way. We invite you to do the same; grow your collection today.

Download Suitcase App
Learn More