2021 Boston-Area Summer Bucket List

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Summer, summer, summer!

It’s the most wonderful time of the year! The weather is perfect, the days are long, and it is time to slow down and enjoy the endless possibilities of a Boston summer!

Click on an image below to see a list of spectacular ideas for every type of fun. Many ideas are FREE and can be done with supplies you already have at home. Other ideas will get you out into the community and supporting our local economy. Don’t forget to click and download the printable below to keep track of your summer plans!

Whether your speed is catching a Sox game, going on a staycation adventure, or lounging by the pool, our bucket list has some great ideas to keep your family entertained this summer!

Bucket List 2021

Outdoor Adventures

Historical Sites

Family Fun

Food + Beverage

Staying Home

Date Night

Outdoor Adventures

Historical Sites

Staying Home

  • Have a tea party
  • Set up a tent and camp in your yard
  • Toast marshmallows
  • Make a chalk mosaic
  • Have a movie night
  • Look at the stars — how many constellations can you find?
  • Make an obstacle course
  • Plant a garden
  • Paint a self-portrait
  • Have an at-home fashion show! Dress up in whatever you can find!
  • Make a new recipe together
  • Decorate family T-shirts — tie-dye, puffy paint, stencils, the options are endless!
  • Create your own treasure hunt
  • Make your own bubble solution and bubble wands, and have a big bubble contest!
  • Make a fairy garden
  • Have a pajama day
  • Backwards day! Dinner for breakfast and breakfast for dinner!

Food + Beverage

  • Try out a new brunch spot
  • Get a fancy milkshake from Munchies and Milkshakes
  • Visit the ice cream truck
  • Try out a new recipe on the grill
  • Go to a food truck festival
  • Have a picnic
  • Host a neighborhood potluck
  • Take a Boston pizza tour
  • Eat ice cream for dinner
  • Have a watermelon-eating contest
  • Make as many flavors of popcorn as you can think of!
  • Make your own ice cream from scratch
  • Spend the afternoon at a family-friendly brewery
  • Shop at a local farmers market
  • Make lemonade
  • Have a neighborhood potluck BBQ
  • Make a big fruit salad with some new fruits you’ve never tried — dragonfruit, papaya, etc.!

Family Fun

Date Night

  • Go on a tiki cruise
  • Take a trip to a casino!
  • Get ice cream and walk at the beach
  • Couples massage!
  • Go mini-golfing
  • Take a glass-blowing class
  • Enjoy an Italian dinner in the North End
  • Take a walking tour of Boston
  • Try your luck at an escape room
  • Go to an indoor rock climbing place
  • Test your wits at a trivia night
  • Take a dance class 
  • Catch a comedy show
  • Take a cooking class together
  • Schedule a personal picnic with one of our area’s newest lux picnic businesses