Glide through America's oldest seaport aboard the legendary WEJACK, a classic yacht that threads Gloucester's storied inner harbor past working fishing vessels, historic wharves, and rocky coastline. The most elegant way to read this city's maritime soul.
What to expect
The tour navigates through the inner harbor past the iconic Man at the Wheel statue on Stacy Boulevard, the historic Ten Pound Island Lighthouse, and the colorful Rocky Neck Art Colony waterfront. The captain offers rich commentary on Gloucester's 400-year maritime legacy. The cash bar keeps the atmosphere convivial, and the photo opportunities are constant.
Good to know
Departs from Gloucester's downtown waterfront — a flat, easy walk from the pier. Tours typically run 60–90 minutes. Check the Cape Ann Cruises schedule online to match a departure to your port day. Private charters can be arranged for a fully exclusive experience.