SWEARBY
United States · 3-day itinerary

Luxury things to do in Boston

Mooncusser, o ya and Pammy's for dinner, Neptune and Select for oysters, Harvard for art.

This is Boston with the throttle fully open: tasting menus that demand a second glass of wine, a shopping afternoon where the bags get heavy fast, and hotel bars that feel like the right place to end things. It suits anyone who wants the city's absolute best and is happy to pay for the privilege of skipping everything else.

3 days, 17 stopsStay in Back Bay

Day 1: Back Bay: Mapparium to Mooncusser

The day moves from a slow pastry at Tatte and a raw-bar lunch at Select through luxury shopping at Copley Place to a seafood tasting menu at Mooncusser, closed out with cocktails at Moon Bar downstairs.

  1. 9:30 AM

    Tatte Bakery & Cafe | Back Bay

    Coffee · $$

    Airy Back Bay outpost of Boston's beloved bakery chain, grab a pastry and a proper latte to start the day.

    Map
  2. 10:15 AM

    The Mapparium

    Sights

    Walk across the glass bridge inside a three-storey stained-glass globe from 1935; tours run every 20 minutes.

    Map
  3. 12:30 PM

    Select Oyster Bar

    Eat · $$$

    Select on Gloucester St serves its full raw bar from 11:30: start with crudo, then the lobster roll.

    Map
  4. 2:30 PM

    Copley Place

    Shopping

    Copley Place for Louis Vuitton and the designer floors, then the skybridge across to Saks at the Pru.

    Map
  5. 7:30 PM

    Mooncusser

    Eat · $$$$

    Carl Dooley's seafood tasting menu upstairs on Stuart St; book the full run and add the wine pairing.

    Map
  6. 9:30 PM

    Moon Bar

    Drinks · $$$

    Go downstairs from Mooncusser to Moon Bar for a nightcap and a few raw-bar bites.

    Map

Day 2: Downtown: Oysters, Omakase, Natural Wine

A Freedom Trail detour frames the morning before Neptune Oyster's lobster roll at lunch, the Public Garden, o ya's omakase by night, and haley.henry's natural wine list to close.

  1. 9:30 AM

    Intelligentsia

    Coffee

    Espresso at the coffee bar in the old State Street Bank lobby on Post Office Square; closed Sundays.

    Map
  2. 10:15 AM

    Granary Burying Ground

    Sights

    Granary Burying Ground, historic landmark on the Freedom Trail, a five-minute walk back toward Downtown.

    Map
  3. 12:30 PM

    Neptune Oyster

    Eat · $$$$

    Tiny Salem St raw bar with no reservations: get the hot buttered lobster roll and a dozen local oysters.

    Map
  4. 2:30 PM

    Boston Public Garden

    Outdoors

    Loop the Public Garden lagoon and the Make Way for Ducklings statues; the Swan Boats run mid-April to early September.

    Map
  5. 7:30 PM

    o ya

    Eat · $$$$

    Tim Cushman's omakase in a Leather District firehouse: the fried kumamoto oyster and the foie gras nigiri are the ones.

    Map
  6. 9:30 PM

    haley.henry

    Drinks · $$$

    Small Downtown Crossing wine bar with a deep natural list and tinned-fish plates; a ten-minute walk from o ya.

    Map

Day 3: Cambridge and the North End

The Harvard Art Museums set a high cultural bar before lunch at Jinjee in Allston, a walk on the Charles, dinner at Pammy's in Cambridge and live jazz at the Regattabar.

  1. 10:30 AM

    Harvard Art Museums

    Sights · $

    Harvard Art Museums, three world-class collections under one Renzo Piano roof, just a quick ride up from Allston.

    Map
  2. 12:30 PM

    Jinjee JINJEE (진지)

    Eat · $$$

    Dry-aged beef on tabletop grills at Allston's most talked-about new Korean barbecue; lunch is easier to book.

    Map
  3. 2:30 PM

    Charles River Reservation

    Outdoors

    Walk the Charles from the Western Ave bridge past the Harvard boathouses; good light later in the afternoon.

    Map
  4. 7:30 PM

    Pammy's

    Eat · $$$$

    Trattoria-style tasting menu between Harvard and Central; go for the full prix fixe and the pasta course.

    Map
  5. 9:30 PM

    Regattabar

    Drinks

    Jazz on the third floor of the Charles Hotel, where Sonny Rollins and Herbie Hancock played; check the calendar and book.

    Map

Where to stay

Every neighbourhood worth staying in, compared

Make Boston your trip

Swearby drafts the days from places people swear by. Swap any stop, then invite the crew by text, even friends without the app. Vote on dates, track costs as you go, and everyone gets one number at the end.

Get Swearby on the App Store

Before you go

Book ahead

Skip these

The full Boston travel guide: when to go, safety, getting around

More three-day guides

Every city guide

Plan Boston in the appGet Swearby