things to do in South Boston, MA

Watch Boston’s skyline and the USS Constitution glow from the water at sunset

Step ashore on quiet harbor islands while your captain waits

Follow 400 years of immigration through Boston's North End

Fish beyond the usual day-trip range with 30% fewer people on board

Freedom Trail discoveries designed for young walkers ages 6–12

Rent a Kona Dew city bike and cruise Boston at your own pace

Host large celebrations with a ballroom, two bars, and crew service

Discover Newbury Street before the crowds arrive

Photograph Boston’s Back Bay, Public Garden, and Beacon Hill with guided tips

Taste your way through Union Square's independent food scene and local history

Eat your way through Boston’s North End on a private guided tour

Rent a Giant TCR Advanced 2 with Shimano Ultegra for your Boston road ride

Trace Boston’s Black literary voices through Beacon Hill

Take on Boston's open roads with a responsive performance bike

Explore Chinatown’s immigrant history and hidden lanes with a private guide

Taste chocolate treats and uncover local stories in Harvard Square

Trace Boston's Black literary voices and their fight against slavery

Rent a full-suspension mountain bike, tuned and ready to ride

Eat your way through Boston’s North End with pizza, fresh mozzarella, pasta, and cannoli

Trace 12,000 years of Shawmut Peninsula history on a guided Boston Common walk

Ride Boston’s waterfront and neighborhoods with a Harpoon Brewery stop

Walk the North End and Boston Public Market with pizza, cannoli, and chowder tastings

Explore Puritan death customs and gravestone art in downtown Boston

Rent a Kona Rove gravel bike and roll out from Boston’s North End