Gloucester Schooner Festival Schedule of Events 2025 Calendar - Cruise Schedule aboard WEJACK to View the Schooners, Schooner Races, Boat Parade of Lights, Gloucester Fireworks, and Parade of Sail

How to See the Schooners with Cape Ann Cruises

• Thursday Aug 28, 2025 Monday Sep 1, 2025
• Gloucester

Museum Fundraiser: Collector's Sale - Rockport Art Association & Museum

• Tuesday Sep 2, 2025
• Rockport

The Backyard Growcery

Visit Gloucester's farmers market, the Backyard Growcery, brought to life by Backyard Growers every Wednesday from 2:30-6:30pm at Burnham's Field.

• Wednesday Sep 3, 2025
• Gloucester

En Plein AIr Sketch Class with Sue Wheeler of Arts Abound at Hammond Castle Museum

• Thursday Sep 4, 2025
• Gloucester

Spiritualism Tours by Candlelight & Carry-in Carry-Out Picnics at Hammond Castle Museum

things to do, Tours, Spiritualism Tours

• Thursday Sep 4, 2025
• Gloucester

The Sweet Remains

• Thursday Sep 4, 2025
• Rockport

Ribbon Cutting Celebration of the 2025 Sawyer Free Library

Celebrate the new Sawyer Free Library on Sept 5, 2025, with tours, music & more. Join us in Gloucester for this special ribbon cutting event!

• Friday Sep 5, 2025

En Plein AIr Sketch Class with Sue Wheeler of Arts Abound at Hammond Castle Museum

• Saturday Sep 6, 2025
• Gloucester

2025 Sawyer Free Library Community Celebration & Open House

Join the 2025 Sawyer Free Library Celebration Sept 6, 10–3! Enjoy music, activities, food & more in Gloucester's vibrant new library. Free & open to all!

• Saturday Sep 6, 2025

Wake Up Spirit

First Sunday of every month 11:00am - 1:00pm at Floating Lotus Gloucester. Wake Up Spirit is a dance of heart and community. A safe place to connect.

• Sunday Sep 7, 2025
• Gloucester