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

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

• Thursday Sep 4, 2025
• Gloucester

The Sweet Remains

• Thursday Sep 4, 2025
• Rockport

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

• Saturday Sep 6, 2025
• Gloucester

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

Rockport Celtic Festival: Open the Door for Three

• Thursday Sep 11, 2025
• Rockport

Rockport Celtic Festival: Opening Night: Quebec to Brittany

• Friday Sep 12, 2025
• Rockport

Literary Gloucester, A Walking Tour

Free literary tours of Gloucester, Massachusetts from May through September.

• Saturday Sep 13, 2025
• Gloucester

Rockport Celtic Festival: Salon Sessions - The Creative Process

• Saturday Sep 13, 2025
• Rockport