Best 141 things to do in Wellesley, MA

Cruise Boston Harbor on Northern Lights with skyline views and captain commentary

Sail Boston Harbor at sunset with skyline views and a cannon salute

Cruise Boston Harbor with a gourmet brunch buffet and captain commentary

Sail Boston Harbor at sunset on an 80-foot schooner

Cruise Boston Harbor on a 1.5-hour narrated history tour

Cruise Boston Harbor at sunset and watch the USS Constitution cannon fire

Sail Boston Harbor and enjoy freshly shucked oysters onboard

Book a private tiki boat cruise for your group in Boston Harbor

Cruise Boston Harbor on a private tiki boat for your group

Ride a tiki boat for skyline views and a full-service bar on Boston Harbor

Walk Old City with a guide and visit 4 Philly bars in 2 hours 15 minutes

Charter a private yacht and cruise Boston’s waterfront with your group

Charter a 50-foot yacht for your private Boston Harbor cruise

Walk Boston’s North End for pizza, beer stops, and Paul Revere history

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

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

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

Taste North End favorites and explore Boston Public Market on a private 3.5-hour walk

Craft a mushroom tincture and learn the basics of herbal medicine

Private sail for up to 6 guests beyond Marblehead Harbor

Private 4-hour sail from Marblehead Harbor for up to 6 guests

Walk downtown Salem with a kid-focused guide and hear true Witch Trials stories

Walk Salem’s darker side with true crime and cemetery stories

Hear Salem’s dark history with a local paranormal investigator