Jack & Ashley
Things To Eat + Do
Lucca Restaurant
Looking to fill your Italian craving? Take a walk around the historic North End + grab a delicious bite here - Ash recommends the baked orecchiette.
Trillium - Fort Point
Grab a brew + sit outside - a great selection of everything from sours to stouts. Jack recommends "all the beer."
Neptune Oyster
Get your oyster, clam chowder, or lobster fix.
Bova's Bakery
Everyone will tell you to try Mike's Pastry, but we're a little bias to Bova's. A great bakery in the historic North End that will fill your sweet tooth craving whether middle of the day or drunk late at night.
Moonshine 152
One of Ash's favorite spots - the owner is a baddie who makes some delicious fusion food.
Gracenote Coffee Boston
Great coffee - need we say more?
Yvonne's
Great food, interesting cocktails + a cool environment. Recommend making a reservation.
haley.henry
A great wine bar with excellent little bites... but mainly wine.
James Hook & Co
Grab a lobster roll + some chowder.
Harpoon Brewery & Beer Hall
Beer + a fun taproom - bring a deck of cards + hang for the day.
Isabella Stewart Gardner Museum
Isabelle Stewart Gardner was a bad*ss who loved art in all forms - this historic site served as both home + museum while she was alive. Today it is home to not only beautiful artworks but also gardens. It also had one of the longest art heists in history happen - over 13 painting were stolen + have not been recovered. It's a great spot for fun history, beautiful botanicals, + a treat or two.
North End
The North End is Boston’s Little Italy - it is a maze of narrow streets with some of the city’s oldest buildings. Walk around + grab a pastry at Bova's bakery or just keep following the freedom trail to take you through the city.
Boston Public Library - Central Library
It mind sound silly visiting a library, but this is one you won't want to miss. Located off of the buzzing Newbury St. in Boston, inside you will find a beautiful garden courtyard, golden baroque facades, + a gorgeous domed study area. If you're a book lover it's a must!
Fenway Park
While there may not be a game going on, it's still a cool spot to stop at - maybe stop by + swing Sweet Caroline with your crew just for fun. We would say try a Fenway Frank but frankly... they suck.
Boston Tea Party Ships & Museum
Ever wanted to throw tea off the side of a ship into the Boston Harbor? Now you can - this tour is such a fun + goofy time for both kids and adults. (Just ask Ashley's Uncle Donnie seen in the picture above "throwing tea" into the harbor)
Freedom Trail
If you get geeked out about history like Jack this is a great option to see all of Boston + explore it's history. Wrapping through the entire city, this brick path will lead you to historic sites like Bunker Hill, Old North Church, Paul Revere's House, USS Constitution + more. Walk it yourself for free or hire a tour guide.