Fenway is great for Red Sox games and is close to the Museum of Fine Arts and the Isabella Stewart Gardner Museum. Kara and Nolan love Nathalie Wine Bar and Time Out Market.
The South End has cute cobblestone streets and fun restaurants. Kara and Nolan love the restaurants Banyan Bar, Barcelona, and Frenchie.
The North End is the “Little Italy” of Boston, with lots of great Italian restaurants. Nolan and Kara went to Caffe Vittoria (pastry/dessert/coffee spot with great espresso martinis) for their first date!
Back Bay/Newbury St is most famous for the super cute outdoor shopping street on Newbury including all of your favorite stores. Kara loves stopping by the Muji store, Artizia, Anthropolgie, and Ralph Lauren.
The Seaport has the Institute of Contemporary Art, the Boston Aquarium, some fun activity bars (PKL for pickleball, F1 arcade, Puttshack), restaurants, and shopping. Kara and Nolan love Lolita, which is Mexican fusion.