September Events

In September, the air turns fresh and crisp, leaves begin to transform. Come, take a trip with Capt. Bill and Sons Whale Watch, aboard Miss Cape Ann. Gloucester’s attractions are plentiful and varied, a great tourist destination for a good reason.

• Friday, September 1 – Downtown Gloucester Block Party – Main Street from Pleasant Street to Washington Street. 6:00pm. to 11:00pm. Come one, come all! Free downtown block party! Get ready to dance and party.

• Friday, September 1 to Sunday, September 3 – Gloucester Schooner Festival – The Mayor’s Race for 100′ schooners, races for other classes, parade of sail, deck tours, public sails, lighted boat parade, fireworks, and other maritime activities.

• Friday, September 15 to Sunday, September 17 – The Herrmann family, breeders and trainers of the famed Lipizzan horse for over three hundred years, demonstrate the highest levels of horsemanship in three shows. The stallions of the Herrmann line are among the last horses capable of executing the “Airs Above the Ground” maneuvers. These dramatic leaps and plunges were developed as aggressive battle maneuvers in the sixteenth century, and are now among the most beautiful displays of equine grace and strength.

• Friday, September 15 to Sunday, September 17 and Friday, September 22 to Sunday, September 24 – Trails & Sails: Two Weekends of Walks & Water Essex County – Go Hike! Go Bike! Go Paddle! Go Sail! Go experience the natural beauty, cultural resources and American heritage found in the Essex National Heritage Area.