Best 279 things to do in Gloucester, MA

Look for whales on a cruise to Stellwagen Bank

Introduce the family to deep-sea fishing with crew support for every age

Fish Gloucester’s banks with a seasoned captain and crew

Cruise to Stellwagen Bank on a narrated 3–4 hour whale watch

Sail historic harbor waters with maritime insights and optional hands-on sailing

Private schooner sailing with captain and crew included

Paddle Salem’s historic coast with guided stories and coastal views

Paddle Salem’s coast at dusk with beginner-friendly guidance

Sail a 1930 schooner past Salem Sound lighthouses

Make Salem Sound your private escape aboard a classic schooner

Sunset sailing aboard John Alden's racing yacht

A private sunset outing aboard a historic schooner

Take the helm or relax aboard a historic wooden schooner

Sail Salem’s North Shore aboard a storied 1939 wooden schooner

Raise the sails and sip mimosas aboard a classic yacht on Salem Sound

Sail Salem Sound with Sunday Bloody Mary specials and hands-on sailing options

Create your own witchy craft with ready-to-use studio materials

Craft and personalize a leather journal with guided bookbinding

Craft and customize a rustic witch's broom with guided instruction

Walk Salem at night with ghost stories from its haunted past

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

Explore Salem's history on an outdoor tour that runs rain or shine

Create a witch-on-a-broom portrait with green-screen moon and sky scenes

Costume up for a witchy bachelorette portrait celebration