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The Gloucester Harborwalk is a pedestrian pathway along the shores of the America's oldest seaport. This particular section of the Harborwalk is just blocks from Main Street and features amazing views over Gloucester Harbor. Along the Harborwalk there are 42 stops marking important buildings, monuments, vista, or narrating the history of the area. Here is a link to a website that has a self-guided tour of the Harborwalk, detailing the various sites and stops along the way: harborwalk.gloucester-ma.gov

The Gloucester Fishermen’s Wives Memorial was unveiled in 2001, and is a reminder of the backbone of Gloucester’s fishing community. It represents families waiting for the safe return of their loved ones from the sea.

Lynn Beach is quite expansive and encircles much of Nahant Bay leading out to the Atlantic. A paved trail runs along the length of the beach, and you can spend a lot of time riding right next to the water.

Lynn Beach is quite expansive and encircles much of Nahant Bay leading out to the Atlantic. A paved trail runs along the length of the beach, and you can spend a lot of time riding right next to the water.

Stage Head was a fishing stage, named in 1624. The first fort was built here in 1635. Today it's a state park with two beaches, the reconstructed civil war fort and other leisure infrastructure.

T-Warf is one of the most iconic places in Rockport, if not all of Cape Ann. From here, across the moored boats, you can see the world-famous Motif Number 1, a replica of a former fishing shack well known to students of art and art history as "the most often-painted building in America." This iconic red building at the end of Rockport Harbor adorned in buoys is a classic New England maritime scene and a must-photograph for any visitor to Rockport.

Lynn Beach is part of the Lynn Shore Reservation, a protected coastal reservation. It includes 22 acres of beaches and places for people to publicly recreate. There is a paved walkway to run around the beach, so visitors can enjoy the Atlantic without getting their shoes sandy.

Overlooking one of the basefall fields in Stage Fort Park is a large bronze plauque on a huge grantite cliff that reads: "On this site in 1623, a company of fishermen and farmers from Dorchester, England, under the direction of Rev. John White, founded THE MASSACHUSETTS BAY COLONY. From that time the fisheries, the oldest industry in the commonwealth, have been uninterruptedly pursed from this port. Here in 1625, Gov. Roger Conant, by wise diplomacy, averted bloodshed between contending fractions, one led by Myles Standish of Plymouth, the other by Capt Hewes, a notable exemplification of arbitration in the beginnings of New England. Placed by citizens of Gloucester, 1907." This plaque speaks to the rich history of the area and believe it or not, you can sometimes see rock climbers ascending the rock faces next to the historic plaque!