Massachusetts is ranked the number #1 top state to live in, but did you know it’s also one of the most entertaining states to visit! The city of Boston in particular comes with remarkable history, well known museums, breathtaking waterfront landscapes, top notch shopping, and exciting nightlife. We’ve put together the top 10 bucket list items to do during your next trip to bean town! Each pick is endorsed by locals Matt Damon and Ben Affleck, just kidding!  

1.) Freedom Trail: Take a walk on the Freedom Trail’s red brick path into the US Founding Fathers stomping grounds. Explore 16 historical sites including the Massachusetts State House, Paul Revere’s House, and the USS Constitution. Educational and interesting, this is great for all ages! Head to the Freedom Trail website for some great guided tour options.

2.) Fenway Park: Fenway Park is America’s oldest ballpark and home to the Boston Red Sox! Even if it’s not baseball season, you can take a tour of Fenway Park and learn about its history. If not a game, go on a tour of this historic ballpark or take in a live concert as part of the Nucar Fenway Concert Series! 

3.) Boston Common and Public Garden: Relax in Boston’s oldest public park, Boston Commons. The commons have large hanging trees and great walking paths through green grass and water fountains. The Massachusetts State House is adjacent to the park. It’s fun to catch a glimpse of its iconic gold painted dome roof! Have a picnic or grab a coffee from a local cafe nearby, such as the Thinking Cup on Tremont Street. Across the street from the Boston Common is the Boston Public Gardens. Here you will find beautiful flowers, walking paths, and a large pond with swans. Hop on a swan boat for a ride where you will be immersed in a peaceful serene ride amongst swans and city views! The bridge over the pond is a common place for live music and photo opportunities!  

4.) Museum of Fine Arts (MFA): Do you enjoy ancient Egyptian artifacts or contemporary masterpieces such as Monet, Rembrandt, or Van Gogh? If so, you should take time to visit the Museum of Fine Arts (MFA). 

5.) New England Aquarium: Discover marine life from around the world at the New England Aquarium. Check out the Giant Ocean Tank, home to sharks, sea turtles, and vibrant coral reefs! Enjoy their iMax theater as well to see the world of the sea in 3D! 

6.) Isabella Stewart Gardner Museum: Isabella Stewart Gardner was an American art collector, philanthropist, and patron of the arts. During the late 1880s, Isabella and her husband Jack Gardner traveled frequently across America, Europe, and Asia and discovered incredible art and fascinating culture. Their collection can be viewed in what used to be their home, a Venetian-style palace, now known as The Isabella Stewart Gardner Museum. 

Fun fact: In 1990, thieves stole 13 pieces of art from the museum’s collection. This mystery is still unsolved! 

7.) North End: Indulge in Italian cuisine for dinner, from top notch pastas to pizza! Enjoy the historic North End neighborhood, known for its narrow streets, old-world charm, iconic churches, and delicious food, especially along Hanover Street. Get a cannoli at Mike’s Patry on 300 Hanover St! 

8.) Take in a show at Emerson Colonial Theatre: This iconic theater opened up in 1900s and is the oldest continually operating theater in the city! From famous musical acts to touring plays, there’s something for everyone! Check out who’s performing at http://emersoncolonialtheatre.com/. 

9.) Charles River & Boston Community Sailing: Walk along the Charles River to see sweeping city views, boats sailing, and beautifully arched bridges. On the way you’ll find docks to lay out on, volleyball courts, and Boston Community Sailing. Stop in and ask about their sailing lessons or boats for rent. 

10.) Newbury Street: Enjoy the shops and cafes on Newbury Street. Newbury St. is the most famous street to shop on in Boston. It also has great restaurants like Stephanie’s On Newbury and great local spots like Trident Booksellers and Cafe. For more upscale shopping options, enjoy Coach or Gucci. Stop for a cocktail or mocktail at Lolita Back Bay. 

View Bucket Lists across Massachusetts here

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South Coast Visitors Bucket List: Top 10 Things To Do on the South Coast!