Discover Gloucester

09/04/2026

It's Gloucester Schooner Festival weekend! ⛵

Don't miss your chance to get out on a sail, or experience Maritime Heritage Day, the Parade of Sail, and so much more!

Grab the full event schedule and start planning your visit here:

Join the Gloucester Schooner Festival—an annual celebration of maritime heritage featuring historic schooners, waterfront activities, live music, and family-friendly fun in Gloucester, Massachusetts.

09/03/2026

Crowfest is back next weekend at Common Crow Natural Market! 🐦🍂

Head to Common Crow on Saturday, September 12 for a day of local food, live music, kids’ activities, cider pressing, farmers and makers, special discounts, and more. Festivities run from 10 AM–2 PM at 200 Eastern Ave.

09/02/2026

Our September newsletter is out! ☀️ 🍂
Read this month's newsletter: https://heyor.ca/KIwhpp
& sign up to get October's in your inbox: https://heyor.ca/9qZo8n

09/01/2026

Gloucester Schooner Festival is just days away! ⛵ ⚓

Check out this year's event program here: https://heyor.ca/cCtLuV
Find a list of participating schooners (and get your tickets for a sail!) here: https://heyor.ca/YMLDtd

08/31/2026

The next Greater Cape Ann Chamber of Commerce Main Street Block Party is coming up this Friday! Head downtown from 6-10 pm for live music, vendors, local shopping, and more.

08/26/2026

Gloucester Schooner Festival is next weekend! ⛵

Check out the list of this year's participating schooners, and find links to grab your tickets for a sail during the event here: https://heyor.ca/YMLDtd

Discover the fleet of historic and modern schooners participating in the Gloucester Schooner Festival. View vessel profiles, photos, and book tickets.

08/25/2026

This Saturday! Jane Deering Gallery invites you to join photographer Astrid Reischwitz for a talk and walk-through of her stunning show: Tapestry of Memory

Saturday . August 29th @ 2:00pm
19 Pleasant Street . Gloucester MA

08/25/2026

Savor the last weeks of summer, Gloucester-style. 🦞🌊

Stop by Turner’s Seafood Market for fresh seafood from the market or grab your favorite takeout for a late-summer meal by the water.

08/20/2026

There is still time to experience Culture Splash at Rocky Neck Art Colony this summer!

Celebrate local arts and culture this Thursday and next from 4-8 pm with the free water shuttle, live music, artist demonstrations, gallery openings, exhibitions, and so much more.

Plan your visit at discovergloucester.com/culturesplash

08/19/2026

Gloucester Schooner Festival is just about two weeks away! ⛵

Visit America's Oldest Seaport this Labor Day weekend for deck tours, schooner sails, Maritime Heritage Day, and so much more.

Start planning your visit at schoonerfestival.com ⚓