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2026 Adult Membership Schedule — Events, Classes & Racing

  • Writer: Casey Duva
    Casey Duva
  • May 8
  • 3 min read

All events and classes are open to members — it doesn't matter where you typically sail or paddle. Sailboats must be signed out by a member with a Helmsman rating. Guests are welcome at social events.


Events

Social Events

Enjoy a night under the moon, sailing, paddling — or both — at our Worcester location. Any membership required. Open to all sailing & paddling members. Guests are welcome!

  • Moonlight Sail & Kayak — Saturday, June 27th

  • Barbeque, Cookout & Moonlight Sail — Saturday, July 25th · 4:00–10:00 PM · TICKETED EVENT — Sign up early!


Bridge-to-Bridge Racing Series

Race from the Rt. 9 Bridge to the 290 Bridge and back at our Worcester location. Requires Sail + Paddle Membership. Helmsman rating required; non-helmsmen welcome as crew. Be ready at 10:00 AM.

  • Race 1 — Sunday, June 14th · 10:00 AM

  • Race 2 — Sunday, July 19th · 10:00 AM

  • Race 3 — Sunday, August 16th · 10:00 AM


Racing Series — Around the Buoys

Race in the weekly around-the-buoys race in front of the boathouse. Hunter 15 and 420 classes. Bragging rights on the line! Requires Sail + Paddle Membership and Helmsman rating.

  • Summer Racing Series A — Friday Nights · 6:00–8:00 PM · 4 weeks starting July 10th

  • Summer Racing Series B — Friday Nights · 6:00–8:00 PM · 4 weeks starting August 7th


Worcester — Adult Class Schedule

All Worcester classes require a Sail + Paddle Membership. Classes run evenings for maximum flexibility.


Beginner 1

Ideal for newcomers or those returning after a hiatus. Blends theoretical knowledge and practical skills. No prerequisites — perfect for beginners!

  • Adult Beginner 1A — Mon & Tue · 6:00–8:00 PM · 4 weeks starting June 1st

  • Adult Beginner 1B — Wed & Thu · 6:00–8:00 PM · 4 weeks starting June 3rd

  • Adult Beginner 1C — Mon & Tue · 6:00–8:00 PM · 4 weeks starting July 6th

  • Adult Beginner 1D — Mon & Tue · 6:00–8:00 PM · 4 weeks starting August 3rd


Beginner 2

Builds on Beginner 1, adding jib skills and sail balance techniques. Prerequisite: Helmsman rating.

  • Adult Beginner 2A — Friday Nights · 6:00–8:00 PM · 3 weeks starting June 5th

  • Adult Beginner 2B — Wednesday Nights · 6:00–8:00 PM · 3 weeks starting July 8th

  • Adult Beginner 2C — Wednesday Nights · 6:00–8:00 PM · 3 weeks starting August 5th


Keelboat

Hands-on training aboard our O'Day 20s and O'Day 22s. Covers mooring, rowing, loading, and safe outboard motor operation. Prerequisite: Helmsman & Beginner 2.

  • Keelboat Class A — Tue & Wed · 6:00–8:00 PM · 4 weeks starting June 2nd

  • Keelboat Class B — Tue & Wed · 6:00–8:00 PM · 4 weeks starting July 7th

  • Keelboat Class C — Tue & Wed · 6:00–8:00 PM · 4 weeks starting August 4th


High Performance — Lasers & 420s

Learn to rig and sail our Laser and 420 sailboats. Prerequisite: Helmsman & Beginner 2.

  • High Performance Class A — Wed & Thu · 2 nights · July 29th & 30th

  • High Performance Class B — Wed & Thu · 2 nights · Date TBD


Beginner Racing

Build racing rules, skills, and strategy while gaining hands-on experience. Prerequisite: Helmsman & Beginner 2.

  • Beginner Racing Class A — Thursdays · 6:00–8:00 PM · 3 weeks starting July 9th

  • Beginner Racing Class B — Thursdays · 6:00–8:00 PM · 3 weeks starting August 6th


Refresher Class

Shake the winter rust off with this one-day refresher! Review rigging, points of sail, jibing, coming about, landing, and derigging. Prerequisite: Helmsman rating or better. Date TBD — check back soon.




Hopkinton — Adult Class Schedule

Classes held at Hopkinton State Park on Saturday and Sunday mornings — a great option for weekend learners!


Beginner 1

Ideal for newcomers or those returning after a hiatus. No prerequisites — perfect for beginners!

  • Beginner 1A — Saturday Mornings · 9:00 AM–12:00 PM · 4 classes starting June 6th

  • Beginner 1B — Saturday Mornings · 9:00 AM–12:00 PM · 4 classes starting July 11th

  • Beginner 1C — Saturday Mornings · 9:00 AM–12:00 PM · 4 classes starting August 8th


Beginner 2

Builds on Beginner 1, adding jib skills and sail balance techniques. Prerequisite: Helmsman rating.

  • Beginner 2A — Sunday Mornings · 9:00 AM–12:00 PM · 3 classes starting July 12th

  • Beginner 2B — Sunday Mornings · 9:00 AM–12:00 PM · 3 classes starting August 9th


Helmsman — Learn to Rig Daysailors

Learned to sail in Worcester and ready to sail independently in Hopkinton? This course teaches you how to properly rig and prepare our O'Day Daysailors for Hopkinton State Park. Each session is 1 day, ~2 hours. Prerequisite: Helmsman rating. All dates TBD.

  • Daysailor Rigging A — 1 day · ~2 hours · Date TBD

  • Daysailor Rigging B — 1 day · ~2 hours · Date TBD

  • Daysailor Rigging C — 1 day · ~2 hours · Date TBD

 
 
 

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