Sports · Boston
JP2: Beginner/Intermediate Sailing (Jamaica Pond)
Courageous Sailing
Two-week course for returning Jamaica Pond sailors; skippering and sailing without an instructor aboard Ventures and RS Quests, plus kayaking and rowing, in preparation for the Charlestown Steps.




What to know
- Who it is for
- 10 and up
- Published cost
- $1250 (2-week session)
- Venue
- Jamaica Pond Boathouse, Jamaica Plain, Boston, MA
- When it runs
- Jul 6, 2027 – Jul 16, 2027 · Mon, Tue, Wed, Thu, Fri · 8:45 AM – 3:15 PM · Jamaica Pond (and 2 more)
- Registration
- Opens Feb 1, 2027 — 2027 Summer Youth Program lottery registration runs Feb 1-15, 2027; it is a lottery, not first-come-first-served.
- Level
- recreational
- Time commitment
- Two-week session (three summer options)
Upcoming sessions
- Jul 6, 2027 – Jul 16, 2027 · Mon, Tue, Wed, Thu, Fri · 8:45 AM – 3:15 PM · Jamaica Pond
- Jul 19, 2027 – Jul 30, 2027 · Mon, Tue, Wed, Thu, Fri · 8:45 AM – 3:15 PM · Jamaica Pond
- Aug 2, 2027 – Aug 13, 2027 · Mon, Tue, Wed, Thu, Fri · 8:45 AM – 3:15 PM · Jamaica Pond
These are the dates the provider published. Confirm the current schedule and availability with them before you plan around it. Dates checked Nov 5, 2026.
Where it meets
Jamaica Pond Boathouse, Jamaica Plain, Boston, MA
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