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All Boston plans

Boston for First-Timers — The Greatest Hits

Iconic landmarks, the food you fly in for, skyline shots and the must-do experiences.

Friday

  1. 7:30 PM

    Neptune Oyster

    New England seafood · $$$ · North End

    Iconic kickoff — Lobster roll (hot or cold?) — no reservations, 90-min wait.

    Why this pick
    • ·An iconic must-do for a first visit
    • ·Keeps you in North End — short walk from your other stops
    • ·A shoulder-season favorite

Saturday

  1. 10:00 AM
    Isabella Stewart Gardner Museum
    Culture · Fenway

    Venetian-style palace + the world's most famous unsolved art heist.

    Why this pick
    • ·An iconic must-do for a first visit
    • ·Keeps you in Fenway — short walk from your other stops
    • ·A shoulder-season favorite
  2. 1:00 PM

    Oleana

    Mediterranean / Turkish · $$$ · Cambridge

    Ana Sortun's mezze and back-garden patio.

    Why this pick
    • ·An iconic must-do for a first visit
    • ·Keeps you in Cambridge — short walk from your other stops
    • ·A shoulder-season favorite
  3. 3:30 PM
    Charles River Esplanade
    Outdoors · Back Bay

    Bike, sail or picnic with the Hatch Shell skyline view.

    Why this pick
    • ·An iconic must-do for a first visit
    • ·Keeps you in Back Bay — short walk from your other stops
    • ·A shoulder-season favorite
  4. 9:00 PM

    Toro

    Spanish tapas · $$$ · South End

    Ken Oringer's grilled-corn classic and standing-room paella nights.

    Why this pick
    • ·An iconic must-do for a first visit
    • ·Keeps you in South End — short walk from your other stops
    • ·A shoulder-season favorite

Sunday

  1. 2:00 PM
    Freedom Trail
    Culture · Downtown

    2.5-mile red-brick line past 16 Revolutionary War sites.

    Why this pick
    • ·An iconic must-do for a first visit
    • ·Keeps you in Downtown — short walk from your other stops
    • ·A shoulder-season favorite