GLOUCESTER GUIDED TOUR FIELD GUIDE
Sunset Aboard the WEJACK: An Intimate Harbor Cruise Through Gloucester’s Working Waterfront
A 1.5-hour guided public cruise aboard the iconic WEJACK that navigates Gloucester’s inner and outer harbor at sunset, ideal for travelers who want close-up views of lighthouses, mansions and active fishing vessels.
Sunset Aboard the WEJACK: An Intimate Harbor Cruise Through Gloucester’s Working Waterfront.
Embark from Gloucester Harbor aboard the legendary WEJACK for a scenic sunset tour through America’s oldest seaport. The voyage threads inner and outer harbor channels, bringing lighthouses, seaside mansions and the bustle of a historic working waterfront into frame while guests enjoy warm hospitality and an onboard full bar.
Highlights
Outing Highlights
Golden Harbor Views
The cruise is timed to showcase sunset over Gloucester Harbor, offering sustained views across the inner and outer harbor as the yacht moves past lighthouses and waterfront landmarks.
Fishing Boats & Historic Waterfront
Watch the multitude of fishing boats coming and going around Gloucester’s historic working waterfront, a persistent element of the harbor’s character and a key focus of the tour.
WEJACK — A Local Favorite
The WEJACK, built as a giant bluefin tuna fishing yacht, is a signature boat in Gloucester and provides a more bespoke, intimate tour experience with warm onboard hospitality and a full bar.
What the day feels like
What the Cruise Feels Like
Over approximately 1.5 hours, the crew navigates the WEJACK through inner and outer harbor channels so passengers can take in lighthouses, coastal mansions and the rhythms of Gloucester’s working waterfront while enjoying a drink from the onboard bar and the company of a small group.
Suitability
Who it's for
Who this cruise suits — and who should consider alternatives.
Practical planner
Details to review before reserving
The public sunset cruise runs about 1.5 hours.
The WEJACK is a USCG-certified vessel with a bathroom onboard and a professional sound system; a licensed captain and crew are provided.
A full bar is available for purchases (cash/credit); drinks are not included and BYOB is not allowed.
This boat is not ADA accessible.
Review cancellation policies before reserving.
Frequently asked questions
Planning Your Outing
How long is the cruise?
The sunset cruise runs approximately 1.5 hours.
Is there a bar onboard?
Yes. A full bar is available for purchases; drinks are not included and BYOB is not allowed (cash/credit accepted).
What is the typical group size?
Public cruises are typically limited to about 15–25 passengers, although the vessel is USCG certified to carry up to 46 for private events.
Is the boat accessible for wheelchairs?
No. The WEJACK is not ADA accessible.
Are restroom facilities available onboard?
Yes. There is a bathroom onboard the WEJACK.
What will we see on the cruise?
The tour navigates inner and outer harbor areas with views of lighthouses, castles and mansions, and the active fishing boats around Gloucester’s working waterfront.
Who operates the cruise?
The Sunset Cruise - (Public Cruise) is operated by Cape Ann Cruises aboard the WEJACK.