There’s something about Gloucester in early September that feels just right. The air still holds a bit of summer’s warmth, but there’s a hint of coolness that whispers fall is on its way. This past Labor Day weekend, the harbor was alive with that energy unique to the Gloucester Schooner Festival- a tradition that captures the spirit of New England so well. This year felt particularly special as it marked the 40th anniversary of the festival.

The festivities began on Friday and stretched through the weekend, each day bringing its own charm. By Sunday morning, I woke up pleasantly surprised to see the forecast had changed; the rain that was supposed to arrive seemed to have decided to stay away. Encouraged, I grabbed my camera and made my way down to the harbor. I found a spot on a rock with a clear view and settled in, waiting for the parade of schooners to begin their journey out for the races. The sky was hazy, casting a soft, muted glow over the water, but there was just enough light to make the surface sparkle. It was one of those moments where you feel compelled to capture it, and I was lucky enough to get some photos that really held onto that feeling.

There’s something about schooners that never fails to draw me in. Watching them glide across the harbor, I’m reminded of their history and craftsmanship, the kind you don’t often see anymore. They have a way of making you feel like you’ve stepped back into another time.

Once the schooners made their way out to the starting point for the races, I wandered along the boulevard. It was a joy to see both locals and visitors savoring the day. There’s a calmness that settles in when everyone slows down like this, enjoying the fresh sea air and the simple pleasure of being by the water.

On my walk home, I felt a deep appreciation for these traditions and the community that keeps them alive. It’s moments like this that remind me why I love this place, how it never fails to offer something new.