3 Days in Boston: Best Things to do in 72 Hours


Best Things to do in Boston, Massachusetts

Boston, a city that perfectly blends rich history with a vibrant modern culture. From the 1630 English settlers, and world-famous colleges, to the iconic Fenway Park, Boston Tea Party Museum and the Sam Adams Taproom, every corner has a story. Here’s a round up of the best things to do in Boston!


Best Things to do in Boston, Massachusetts
Best Things to do in Boston, Massachusetts

1. Catch a Game at Fenway

The 9-time champion Boston Red Sox are a Boston institution, and a visit to Fenway Park is a must. Fenway, the oldest ballpark in Major League Baseball, is a great place to enjoy a summer night with a Fenway Frank, and a cold local beer. Or, visit the Aura Club for something a little fancier. I recommend a lobster roll with a glass of champagne.


Best Things to do in Boston, Massachusetts
Best Things to do in Boston, Massachusetts

2. Visit the Many Bakeries

Boston has many great coffee shops and bakeries all over town. Some of the best include Flour Bakery, Lulu Green, Olga’s Kafe and Tatte Bakery. We loved the ice coffee, lemonade and croissants at Flour Bakery. You’ll find seating both inside and outside, and they have multiple locations across the city.


Best Things to do in Boston, Massachusetts
Best Things to do in Boston, Massachusetts

3. Kayak the Charles River

Whether it’s a lake, river or ocean, I love getting on the water. Paddle Boston makes it easy to grab a canoe, kayak or paddle board and spend time on the Charles River. You can rent kayaks for a few hours or get a season pass. Or, check out Paddle Boston’s guided tours and kid’s paddling camps.


Best Things to do in Boston, Massachusetts
Best Things to do in Boston, Massachusetts
Best Things to do in Boston, Massachusetts
Best Things to do in Boston, Massachusetts

4. Grab a Refreshing Beer

Boston has a ton of excellent breweries with refreshing IPAs and lagers. Some of our favorites included Cisco Brewers, which is an outdoor beer garden offering beers, wine and craft cocktails; Trillium Brewing which is grounded in the concept of a New England farmhouse brewery, using local ingredients; and of course the Sam Adams Tap Room for a laidback vibe. Check out all of Boston’s breweries here.


Best Things to do in Boston, Massachusetts
Best Things to do in Boston, Massachusetts
Best Things to do in Boston, Massachusetts
Best Things to do in Boston, Massachusetts
Best Things to do in Boston, Massachusetts
Best Things to do in Boston, Massachusetts

5. Eat Your Way Through Chinatown

Take a walking tour of Chinatown and eat your way through this colorful neighborhood. Learn about Chinatown’s resilience, explore secret nooks, murals, and how to navigate the unique items found in a local grocery store. The tour concludes with a delicious Chinese meal with tea and dim sum.


Best Things to do in Boston, Massachusetts

6. Enjoy the Museum of Fine Arts

Enjoy more than 100 galleries and incredible rotating exhibitions, as well as events such as film festivals and concerts in the courtyard. There’s also a great restaurant inside that lets in a lot of natural light making it a great spot to grab a coffee or lunch.


Best Things to do in Boston, Massachusetts

7. Eat and Shop at Quincy Market

The historic Quincy Market opened to the public in 1826. Here you’ll find fresh produce, bars, pizza, clam chowder, art and clothing for sale. It’s located across from the Boston Harbor, making it a great place to spend an afternoon walking around and exploring.


Best Things to do in Boston, Massachusetts
Best Things to do in Boston, Massachusetts

8. Eat Fresh Seafood and Clam Chowda

Legal Seafood has a few locations across Boston. You’ll find incredibly fresh seafood, as well as local beer and refreshing cocktails. I sipped a white sangria and Nic enjoyed his local Night Shift beer as we enjoyed the crab roll, a bowl of New England Clam Chowder, a tuna burger and a spicy tuna sushi roll. A truly New England lunch!


Best Things to do in Boston, Massachusetts
Best Things to do in Boston, Massachusetts

9. Visit the Oldest and Largest Used Bookstore

Brattle Book Shop first opened in 1825 and remains the oldest and largest used book store. Take your time exploring the two floors with floor to ceiling books. We found some books from a favorite Minnesota author to purchase.


Best Things to do in Boston, Massachusetts
Best Things to do in Boston, Massachusetts
Best Things to do in Boston, Massachusetts

10. Don’t Miss the Innovation Trail

How did social and scientific innovations make Boston one of the most innovative cities in the world? Take a tour of The Innovation Trail and be inspired by four centuries of world-changing breakthroughs in science, medicine, entrepreneurship, and technology. Stops include Downtown Boston, Beacon Hill, and Cambridge’s Kendall Square.


Best Things to do in Boston, Massachusetts
Best Things to do in Boston, Massachusetts

Best Things to do in Boston, Massachusetts
Best Things to do in Boston, Massachusetts

11. Relax at The Esplanade

With breathtaking views of the Charles River and Boston Harbor, The Esplanade stretches for nearly three miles. You’ll find people sunbathing, kayaking, biking, walking dogs and reading books in the shade. Additionally, in warmer months you’ll find Boston’s most iconic beer garden, Night Shift at The Esplanade Beer Garden. From spring through late fall, we welcome fans (and dogs!) into our Esplanade Beer Garden. Grab a brew and watch the sunset over the Charles River.


Best Things to do in Boston, Massachusetts
Best Things to do in Boston, Massachusetts

12. Toss Tea Overboard

Boston Tea Party Ships & Museum showcases a live theatrical performance reenacting the “single most important event leading up to The American Revolution”, with state-of-the-art technology and an original tea crate from the actual Boston Tea Party. This was one of my favorite things given the historical significance. I also really enjoyed tossing “tea” overboard and reenacting what happened on December 16, 1773.


Best Things to do in Boston, Massachusetts
Best Things to do in Boston, Massachusetts

13. Go Hungry to the North End

The North End is an incredible neighborhood with Italian bakeries and restaurants. Grab sandwiches at one of Boston’s hidden gems, Bricco Salumeria & Pasta Shop. Enjoy sandwiches on their tiny patio, or walk over to Christopher Columbus Park to enjoy all the Italian treats you discover in the special neighborhood.


14. Take a Freedom Trail Tour

Enjoy an informative guided walking tour through some of Boston’s most historic sites. Stops may include the Massachusetts State House, Boston Massacre Site, Paul Revere House, Bunker Hill Monument and more.


Best Things to do in Boston, Massachusetts
Best Things to do in Boston, Massachusetts

15. Bike Through the Boston Commons and Public Garden

Enjoy the 50 acres that stretch across America’s oldest public park. Founded in 1634, it’s still a great place to walk, bike, read a book or listen to music. And the flowers look incredible during the spring and summer months.


16. Find a Cozy Bench in the Boston Harbor

The Harbor Walk, a 43-mile linear park that runs along along Boston’s shoreline, connects Boston Harbor with surrounding neighborhoods. The Harbor is a great place to shop, grab a bite to eat or find a quiet park bench.


Best Things to do in Boston, Massachusetts
Best Things to do in Boston, Massachusetts
Best Things to do in Boston, Massachusetts

Where We Stayed

Aloft Boston Seaport District moves to its own beat. Sitting in the Seaport, it’s the perfect launching pad for all of your Boston adventures. Enjoy late night bites, cocktails and live performances at the WXYZ Bar. You’ll also find an indoor pool, a pool table, corn hole, a spacious back patio and pickleball courts. Our room had a great view of downtown Boston and the sunset as well!


Best Things to do in Boston, Massachusetts
Best Things to do in Boston, Massachusetts

Boston, an Iconic American City

We had an absolute blast exploring Boston. Both my husband and I haven’t been there since we were children, so it was exciting to explore it together as if it was our first time. The city’s historical significant, contributions to science, arts and medicine and the plethora of fresh seafood make it a truly fantastic city! Looking for more great cities around the US to explore? Check out my blog posts on, Kansas City, Los Angeles, Chicago, Minneapolis, Madison and Milwaukee.

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