Things to Do: Summer in Boston 2021

photo of two people running on boston Charles river esplanade with text saying boston summer 2021 things to do and how to find events

This past week, Boston weather hit a near 95 degrees, remaining hot and sticky all week long. With it only being June, this has been a wake-up call for anyone indoors without an AC, and anyone outdoors to always re-apply sunscreen! Spot Easy is asking Boston: What are you looking forward to doing outside this summer? When it's too hot out, what can we do instead?

How To Find Events


Facebook is the hub of all things, but especially events. Rather than posting flyers around town and sending invitations in the mail, public and private events can be easily posted and hosted on Facebook. For Boston, there are hundreds of in-person and virtual events being held every week. Before complaining about wasting your day off, check Facebook to see what events are happening in your area! Events may be free, for cost or for donation. 

Pro tip: Join Facebook groups! If you like kayaking, see if there's a Facebook group in your area for kayakers. Can't find one? Join a general Boston page, or make your own! This is a great way to meet likeminded people and try something new.

Boston Calendar

Boston Calendar has a handful of events listed every week for all neighborhoods. Whether you're looking for something to do now or in the future, this calendar will make your planning easy, without much time spent searching! 

Pro tip: Send the link to a friend, or post it to social media, and invite your loved ones! If you go alone, I'm sure you're not there alone, so this is the perfect opportunity to meet new people!


Follow your favorite shops, restaurants, public locations and people in the city to keep up to date with them! They may post an upcoming event they're hosting or attending, or you may find something new to try that an account has posted about. Social media is a key tool in exploring the city, if you aren't willing to ride the subway until a stop sounds cool. Connect with new or old friends, and the city is yours to explore!

Pro tip: Comment on photos, you never know who may see it and reply! If you love Thinking Cup, comment 'who wants to grab a cup of Jo with me here this weekend?' and you may make a new friend!

photo of Facebook event page showing a handful of events for the next two months in bostonPhoto Source: Facebook Event Page

What To Do

For Free (Read our full list here)

  • Boston Public Garden and Boston Common
  • Charles River Esplanade
  • Quincy Market
  • The Lawn on D
  • Get a Boston Public Library card and get tickets to events
  • Historic Burying Yards
  • Create your own walking tour
  • Take a free fitness class
  • Volunteer here  
  • Rent a blue bicycle
  • Attend the Boston Market
  • Have a picnic
  • Take a brewery or winery tour
  • Try a new coffee shop
  • Take the subway and get off at a new stop
  • Go thrifting at Boomerangs or Buffalo Exchange
  • Compare Mikes and Modern Pastries
  • Try a new dessert shop


  • Try a new restaurant 
  • Catch a show at the TD Garden or House of Blues
  • Head to a Red Sox Game in Fenway 
  • Make your own bar crawl in a new neighborhood
  • Wander Harvard Square
  • Visit a museum
  • Hop on a Duck Tour
  • Try aerial yoga
  • Go to the aquarium or the zoo


  • Shop on Newbury Street
  • Rent a kayak or sail boat for the day
  • Take a Harbor Cruise
  • Join a fitness gym
  • Take a cooking class
  • Take a wine tasting tour
  • Go to the North End for authentic Italian cuisine
  • Browse Faneuil Hall or the Prudential Center
  • Visit a rooftop bar
boston-calling-stage viewPhoto Source: Boston Central


Boston Arts Festival

The Boston Arts Festival is holding their annual, free event this September 11 & 12, 2021 at the Christopher Columbus Waterfront Park. This event is still allowing artist entries to host a booth at the event. In addition, there will be 13 live performers over the weekend! Get out your paint brushes and take out your earbuds because this event will have you inspired to create while you listen to some lovely tunes!

The Big E

Across Massachusetts, the Big E is back! Here is their list of summer events, but their main event occurs from September 17 to October 3. Their farm-festivals feature food and drink vendors, shopping, wine and cheese bars, animal shows, and even a butter sculpture competition!

Boston Harbor

Visit the Boston Harbor this summer to attend their handful of events, get some seafood, and enjoy the waterfront! There are cruises, dinners and other fun events happening this summer, get in on the action! Even without attending a cruise, spend your evening watching the waves crash.

Boston Pops

Boston Pops will host the 2021 July 4th spectacular! At Tanglewood in Lenox, MA. Keith Lockhart will lead a live televised and live streamed performance, with special appearances by Jon Batiste, bandleader of The Late Show with Stephen Colbert, and legendary singer Mavis Staples. The fireworks finale—to take place from the Boston Common in partnership with the City of Boston—will also be broadcast as part of the live televised broadcast.

North End Feasts

Stop by the North End for Italian Feasts and Processions this summer! Nearly every weekend, there will be food festivals across the North End. Take a trip to the North End and try something new!

Boston Marathon

Postponed until October 11, 2021, the Boston Marathon will take place once again in the heart of Boston. There will be eight starting times when the race begins, all between 9 a.m. to 11:15 a.m. Bring the traditions back and come watch the Marathon!

All July events: Here

This list can be used for those who've lived here for years and have gotten bored, or for visitors to find what works for their budget. The next time you think you're bored, check this list and think again; there is always something to do in Boston!

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