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Ultimate Boston Bucket List

Here is my giant list of things to do if you’re new to Boston or maybe just to give you some inspiration if you’re just visiting. This is partially for one of my sorority littles if/when she moves to Boston, but I figured this would be a good way to close out my year of living in Boston.

I tried to organize it as best I could based on what you might be looking for, but still ended up with a random anything-goes category.

Disclaimer- Make sure you research beforehand if you do end up picking something off this list, I don’t know which of these things will survive COVID, some of the businesses might close down :(


-Getaway cabin

-The Big E

-Live showing of Rocky Horror Picture Show (preferably around Halloween)

-Pumpkin Patch

-Whale watching boat tour

-Random pop-ups that might be happening (these come and go, but pop up stores and experiences come to Boston a lot so see if there’s anything happening)


-JFK museum

-JFK tour of Boston

-Boston Aquarium

-Boston Children’s museum (this is really meant for children but I enjoyed it, and you can go for $1 on Friday nights)

-Tea Party museum

-Institute of Contemporary Art

-Isabella Stewart Gardner Museum


-Pier 6 in Charleston

-Colombian food in East Boston

-Union Oyster House

-Have a cocktail at Omni Parker House

-Red House Oyster

-Violette’s Gluten Free Bakery


-Sugar and Spice

-The Breakfast Club


-Go to every SoulCycle studio

-Red Sox game

-Bruins game

-Celtics game

-Harvard-Yale Football game

-Head of the Charles regatta

-BU men’s hockey game

-Hiking in New Hampshire (go during the fall to see the foliage)

-Hiking in Massachusetts (two easy hikes near Boston are Middlesex Fells Reservation and Breakheart Reservation)


-Visit Salem in October

-Go to a Christmas market

-Ice Skating in Seaport

-Cape Cod in the summer


-The Grand

-The Brahmin

-Sky Lounge

-Bell in Hands

-Park (bar in Harvard Square)

-Tavern in the Square

-Silhouette (dive bar in Allston)

Random things

-Sam Adams Beer tour

-Hatch Shell (venue)

-Fluff Fest in Somerville (it’s a giant festival dedicated to marshmallow fluff, happens in the summer)

-Take photos on Acorn street in Beacon Hill

-The Sinclair

-House of Blues

-Shop on Newbury street (or at least walk it)

-Take lots of pictures with the duck statues in Boston Commons

-Take a picture in front of the Citgo sign

-Take a picture in front of the Shell sign

-Rent a kayak and paddle on the Charles river

-The Trophy Room under Longfellow Bridge

-Learning about the SMOOTS

-Sneak into the Harvard Stadium at night

-Pilates or yoga class at Breathe Cambridge!

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