Things to Do in South Boston
Although there has been an influx of new development in South Boston, the neighborhood’s unique flavor and history is still very much alive. Get a taste of Southie by checking out one of these things to do in South Boston.

Explore Castle Island.

Castle Island is a massive waterfront park with biking, walking, and running routes, plus swimmer-friendly beaches. It is a favorite spot not just for Southie, but for the whole city. If the weather is chilly, relax in your car in one of the massive parking lots and just enjoy the view of the water. Whatever the season, Castle Island is not to be missed. It is definitely one of the best things to do in South Boston.

Play at the Boston Children’s Museum.

Kids as young as three all the way up to the preteen years find something to love at the Boston Children’s Museum. This beloved spot features rotating, interactive exhibits exploring art, culture, and science. Meet animals or learn about long-extinct species, then catch a dance class or build a fort. There is always something new to do for kids at the Boston Children’s Museum.

Tour the Harpoon Brewery.

Got a more mature crowd to entertain? You are in luck. No New England neighborhood would be complete without a brewery tour, and Southie is no exception. Take a $5 guided tour, or just relax in the Harpoon Beer Hall and enjoy some tasty pretzels with your local brew.

Channel your inner critic at the Institute of Contemporary Art.

This waterfront museum houses a permanent collection of beautiful contemporary art. Plus, it is always presenting new experimental and cultural performances. And locals never get tired of the beautiful ocean views from the museum’s deck. With a sleek building in a gorgeous setting full of thought-provoking art, this is one of the best things to do in South Boston.