Harvard University, Boston, USA
John Harvard Statue, Boston, USA

Boston in 2 Days

Unlike the chaos of New York City, Boston is a clean and quaint city known for its academics and historical significance. Easily accessible via the Boston Logan International Airport, it is undeniably one of the best East Coast cities to add to your USA itinerary. 

If you are thinking of visiting Boston as a day trip from New York City, also check out the Planes and Plans New York City Travel Guide. 

Last updated September 2024*.

Contents

Table of Contents

2-Day Boston Itinerary

Boston Day 1 - The Freedom Trail & Boston Tea Party

Boston Common

Start your morning in the lush gardens of Boston Common. This public park is in fact America’s oldest, and continues to be filled with cute dogs and groups of picnic goers. Boston Common continues to be the site of many political campaigns and social activism conducted by influential historical figures. The park also marks the beginning of the Freedom Trail (see below).

Freedom Trail, Boston, USA
Faneuil Hall, Boston, USA

The Freedom Trail

For those interested in American History, The Freedom Trail is one of the most unique ways to (literally) step back in time . The Freedom Trail is a 2.5mi (4km) walk that weaves its way through downtown Boston. Along the way, you will pass key historical monuments from the American Revolution. Many of these played a significant part not only in the city’s history, but also in shaping the current United States’ system of government. The trail conveniently starts at Boston Common, and ends at the USS Constitution Museum. Some of my favourite stops included the Old Corner Book Store and Faneuil Hall.

My recommendation is to join one of the 90-minute official Freedom Trail tours for USD$17*. This way, you will be guided through the city by an expert as you hear stories and histories of the American Revolution. 

Quincy Market

Located near Faneuil Hall, Quincy Market and is the perfect lunch stop along The Freedom Trail. The historic building houses street vendors and craftsmen, serving up deliciously hearty meals and fun souvenirs. It is also the best place to try some famous New England delicacies. Boston Chowda Co. is famous for its fresh clam chowder, whilst lobster rolls and Boston cream pie are also must-try dishes. 

Boston Tea Party Museum, USA
Boston Tea Party Ship, USA

Boston Tea Party Ships & Museum

For another step back in time, make sure to pay a visit to Boston Tea Party Ships & Museum. The Boston Tea Party was undoubtedly one of the most significant events in American History. This museum provides many interactive exhibits to aid your understanding of the event and its consequences. I particularly enjoyed being able to step directly onto the Tea Party Ships, as well as the informative tour guides working at the museum. 

Tickets can be purchased online for USD$35*. 

Boston Day 2 - Cambridge & Fenway Park

Harvard Gate, Boston, USA
Harvard Dorms, Boston, USA

Harvard University

Boston is fortunately home to perhaps the most famous university in the world, Harvard University. Venture out to Cambridge this morning to explore its beautiful campus for yourself. Despite still being home to a large student body, the campus itself is filled with so much history, having being home to alumni such as President John F. Kennedy, President Barack Obama, Matt Damon, Natalie Portman, and many others. 

For those looking to learn more in-depth about the university’s history, I recommend embarking on one of the official Harvard tours. The Official Historical Tour of Harvard is a great free option, in which a student will take you on a one-hour walk through the lush campus grounds. There is also the option to take a self-guided tour through the Visit Harvard app. Make sure to rub John Harvard’s foot for good luck along the way! 

MIT

Located just across the Charles River from Harvard University, Massachusetts Institute of Technology (MIT) is another world-class university specialising in STEM. The campus is a mix of both historic buildings, such as the Great Dome, as well as modern artworks, especially those found at the List Visual Arts Center. 

Fenway Park

Whilst Boston has been made famous by its historical significance, the Red Sox’s success has undoubtedly contributed to the city’s reputation. Fenway Park is home to the Boston Red Sox baseball team, and taking a tour of ‘America’s favourite ballpark” is a must-do activity whilst in the city. The one-hour tour will walk you around the stadium whilst sharing the team’s stories and history. It is certainly a fun way to learn about Boston’s buzzing sports scene! 

Tickets should be purchased ahead of time via the Fenway Park website, from USD$25*. Super fans also have the option to upgrade to a premium tour on game days.

*Please note that all prices are current as of September 2024.

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