things to do in Chestnut Hill, MA

Explore nearly 400 years of Salem history at your own pace

Explore Boston's history through garden paths, gaslit streets, and Revolutionary War landmarks

Taste Boston’s iconic seafood while walking the North End and waterfront

Follow 400 years of immigration through Boston's North End

Walk at the goats’ pace and get a closer look at farm life

Ride the Charles River paths on a family-friendly Boston bike tour

Celebrate aboard a spacious vessel with a ballroom, two bars, and crew support

Freedom Trail discoveries designed for young walkers ages 6–12

Ride Boston’s Emerald Necklace on a 15+ mile guided bike tour

Hear Salem's witch-trial tales and infamous ghost stories after dark

Trace Salem's Hocus Pocus scenes with local lore and film trivia

Celebrate on the water with a ballroom, two bars, and dedicated crew

Pair brewery stops with a look at Salem's overlooked drinking history

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

Rent a pedal-assist e-bike and cruise Boston hills with ease

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

Private event yacht with a ballroom, two bars, and dedicated crew support

Rent a 3-bike car rack for weekend trips and races

Private Boston Harbor outings with a captain, cooler, and bathroom

Explore Puritan death customs and gravestone art in downtown Boston

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

Trace the fire that reshaped Boston's commercial district and fire-safety policies

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

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