We encourage you to further explore Gloucester before and after your EPRH retreat. America’s original seaport, Gloucester is the oldest continuously working art colony in North America. A place to see, feel and taste history, Gloucester’s working waterfront and ineffable beauty have drawn fishermen, families, artists and visitors for over four hundred years.

  • Boat Tours

    3.5 miles to the area where most boats leave from

    The Lannon: For those who want to get out on the sea, book a tour on the Lannon, The 65-foot wooden schooner is a replica fishing boat built in 1997 by owner Tom Ellis. offers several touring packages, including 2-hour tours, Sunset Music Cruises, Moonlight Sails, and Fireworks Cruises, to name but a few. Reservations are recommended, but can not be made more than 2 weeks before your desired cruise date  The Lannon’s season sails from mid-May to the end of October. Their website has a myriad of information regarding the boat, how it was built and helpful information as to what to wear and bring with you.

    Cape Ann Harbor Tours: Try a boat tour that circles cape ann.

    Whale Watches: Here are links to the major whale watch companies in Gloucester
    Seven Seas Whale Watch
    Cape Ann Whale Watch
    Cap’n Bill’s Whale Watch

    Your Route to where most boats are located:
    Drive down Eastern Point Road to East Main Street all the way to the end. Turn left onto what will become Main Street. Follow for about .7 mile, bearing left at Rogers Street. Boat tours mainly leave from Roger’s Street.

  • Hammond Castle

    6.5 miles.

    Hammond Castle was built by American inventor John Hays Hammond, Jr. as a wedding present for his wife. The imaginative structure—built between 1926 and 1929—is a collection of 15th, 16th, and 18th century architechtural elements standing boldly on the edge of Gloucester Harbor. Hammond was mentored by Thomas Edison and Alexander Graham Bell. His work resulted in over 400 domestic patents mostly in the field of radio control and naval weaponry earning him the nickname “The Father of the Remote Control.”

    Your Route:
    Drive to the end of Eastern Point Blvd, and turn left onto East Main Street.
    Bear to your left (along the harbor) as you drive down Rogers Street.
    Follow this road until you reach the Boulevard, which is Western Ave (Route 127).
    After the boulevard, drive about 1.5 miles until you reach Hesperus Ave on your left.
    Turn onto Hesperus, and drive .7 miles to Hammond Castle on your left.

  • Fisherman’s Statue

    4.5 miles

    Gloucester’s most recognizable symbol, the Fisherman’s Memorial Statue, known to locals as “The Man at the Wheel,” forever stands attentive to the ocean beyond. Situated at the heart of Stacy Boulevard the memorial depicts a fisherman trying to maintain control of his vessel while watching as the ocean unleashes it’s fury in front of him. The Fisherman’s knee is bent and the floor is slightly slanted below him, illustrating the angry ocean’s wrath below his ship. A partial quote from the Bible, Psalm 106.23 “They that go down to the sea in ships…” reads below the Fisherman’s feet. The dates on the statue read 1623-1923. In accordance to the statue’s creator, the memorial has recently been completed with the addition of the Honor Roll of all Gloucester’s Fishermen who have been lost at sea since 1623 when the city was established. The Fisherman at the Wheel was added to the National Register of Historic Places in 1996.

    Your Route:
    Drive to the end of Eastern Point Blvd, and turn left onto East Main Street. Bear to your left (along the harbor) as you drive down Rogers Street. Follow this road until you reach the Boulevard. Park along the boulevard and make your way to the statue, about halfway along the boulevard.