Best 195 things to do in Gloucester, MA

Walk Beacon Hill to Boston Public Market with 5 chocolate tasting stops

Taste Central Square bites and explore mural-filled Graffiti Alley on a 2-hour weeknight walk

Taste french fries and pairings on a Harvard Square walking tour

Taste your way through Central Square murals and local restaurants

Blend a signature scent and hand-pour a custom soy candle to take home

Blend a custom perfume or cologne and take home a scent designed by you

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

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

Private Boston Harbor yacht cruise for celebrations and relaxed time on the water

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

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

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

Reel in haddock and bring home your eligible catch

Chase giant bluefin tuna on a hands-on offshore fishing trip

Experience a calm private winter paddle with dry suits and an expert guide on sheltered New England waters

Watch Salem Sound glow at day’s end while you help raise the sails and toast the sunset with a relaxed drink.

Hands-on 1812-style sail with engaging crew and scenic Salem Sound views

Sail Salem Sound with your group of up to 40 and enjoy a private, hands-on experience

See 3D Salem and Halloween exhibits year-round

Shop Wynotts Wands on weekend mornings with skip-the-line entry and in-store photos

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

Craft a personalized herbal tincture with mushrooms and plant medicine basics

Fish at night with a family-run crew, with rod and reel rental included

Walk MIT and Harvard with a private guide, plus included subway ride