Best 268 things to do in Chestnut Hill, MA

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

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

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

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

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

Discover Colonial-era Lexington on a 90-minute guided trolley ride led by costumed historians.

Explore Colonial Lexington Through Mixed Reality

Soak at your temperature with Boston skyline views and plane watching

Paddle Lake Massapoag together in a stable sit-on-top kayak

Paddle Lake Massapoag at your own pace

Paddle Lake Massapoag at your own pace in a single kayak

Paddle Lake Massapoag at your own pace in a canoe

Crew an authentic WWII tank destroyer and feel the power on a short ride course

Drive a 1944 M4A3 Sherman with 1-on-1 instruction and time for photos

Climb aboard a 1944 M24 Chaffee tank for a 10-minute group ride

Climb aboard a 1944 M4A3 Sherman for a 10-minute ride for two

Learn to drive a 1944 M24 Chaffee light tank with one-on-one instruction

Craft a personalized herbal tincture with mushrooms and plant medicine basics

Discover Salem Woods through plants, fungi, folklore, and witchcraft

Private sail for up to 6 guests beyond Marblehead Harbor

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

Private sailing with coastal views along Boston's North Shore

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

Family-friendly spooky stories and Salem history beyond the usual route