things to do in Gloucester, MA

Fish all day with the crew on a 9-hour bottom fishing trip

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

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

Explore Fenway’s rock history with a local musician

Explore Salem’s past through local stories and historic streets

Follow 400 years of immigration through Boston's North End

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

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

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

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

Ride the ferry to historic Boston taverns with 2 drinks included

Freedom Trail discoveries designed for young walkers ages 6–12

Taste North End pizza and hear Freedom Trail stories, ending with cannoli

Explore Salem’s darker stories with a guide who blends history, mystery, and song

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

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

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

Discover the design stories behind Boston’s overlooked Art Deco landmarks

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

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

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

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

Explore Puritan death customs and gravestone art in downtown Boston

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