Day One
Start at View Boston
This state-of-the-art observatory deck provides a full panoramic view of the town – and beyond. View Boston also has cool itinerary-building kiosks that are perfect for first-time and repeat visitors who want to plan out their trip from a bird’s eye view, making it the ideal place to start your Boston experience.
Visit Chinatown
Boston’s Chinatown is a cultural and historical gem, teeming with eclectic markets and murals and, of course, amazing food. Hop on a Boston Chinatown Tour to learn all about the community and how you can immerse in the culture. Boston’s Chinatown is the third largest in the nation and an indispensable part of Boston’s neighborhood tapestry. The food scene is on fire, so grab a bite at Shojo or The Q before continuing your Boston journey.
Trademark Tour of Harvard
Following your Chinatown experience, take the Red Line from South Station to Harvard Square to join a Trademark Tour of Harvard. Hear directly from a Harvard student about campus life, Harvard history, and what it’s like to matriculate through one of the world’s top educational institutions. Lots of fun and quirky anecdotes will surely keep you entertained.
Explore the Seaport
Hop back on the Red Line into Boston (perhaps with a stop at MIT first) and return to South Station, where you are a quick walk from Boston’s most modern neighborhood – Seaport. Recreation meets experiential fun at spots like SPIN, Flight Club, Puttshack, and F1 Arcade. For an equally immersive experience, stop by the newly opened Museum of Ice Cream. Grab a bite at Grace by Nia or Row 34, and beer at Trillium or Harpoon, and stick around for an after-hours visit to the ICA.
Day Two
Wander through Back Bay
Explore Newbury Street and the Commonwealth Avenue Mall to see Boston’s Back Bay in all its splendor. Pop into the Boston Public Library – the oldest, free municipal library in America – to see works by Singer Sargent and enjoy two of Boston’s most iconic tea experiences at the Courtyard Tea Room or Map Room Tea Lounge.
Head out to the Fens
The Fenway Cultural District is home to an array of amazing tours and art experiences, including two of Boston’s most esteemed institutions – the Museum of Fine Arts, Boston and the Isabella Stewart Gardner Museum. The former is home to the stunning Art of the Americas Wing as well as the largest collection of Monet paintings outside of Paris. It’s a quick walk from the MFA over the Gardner, a true gem, modeled after a Venetian Palace and bestowed to Boston by renowned 19th-century socialite (and avid art collector) Isabella Stewart Gardner. From the Renaissance through Impressionism, the Gardner holdings span centuries.
Relax at 401 Park
Conclude your time in the Fens with a visit to Time Out Market in the 401 Park complex. Time Out Market features a number of local chefs plus great cocktails and craft beer options. The location is programmed year-round with music and other fun activations (including ice skating during the winter). Across the street is the exquisite Nathalie Wine Bar and if you a looking for a more substantial meal in the neighborhood we recommend Mida Fenway or Sweet Cheeks.
