38th Annual Gloucester Schooner Festival

September 1 through September 4

Gloucester Schooner Festival is back! The schooners return to Gloucester in late summer to celebrate the annual Gloucester Schooner Festival. Maritime Gloucester will welcome more than 20 schooners to its recently rebuilt Harriet Webster Pier. A spectacular highlight of the Gloucester Schooner Festival is the Parade of Sail on Sunday morning as participating schooners make their way through the harbor and past the breakwater, to the Mayor’s Race starting area off Eastern Point.

For more information https://www.maritimegloucester.org/sf-visitor-info

Sidewalk Bazaar

The annual Sidewalk Bazaar takes place on Main Street in downtown Gloucester. POP GALLERY will have all SALE items INDOORS due to extreme heat. The Sidewalk Bazaar is a Gloucester tradition that shouldn’t be missed. Look for our Hot Pink shade structure for a seat and a respite from the heat. There you will also find the door to POP GALLERY, the Emporium of Cool. Plenty of A/C and cool deals INSIDE to help you escape the heat of the street and just be COOL! #SidewalkBazaar #GloucesterMA #ShopLocal #SummerVibes #SidewalkSale #Summer2022 #HotStuff #cooldeals