Thursday, 13 December 2012 12:59

Emplment - IIT Head Coach

Instructor In Training (IIT) - Head Coach

The Instructor in Training program at Courageous.....................


  • Current US Sailing Level 1 instructor certification or equivalent (RYA cert, etc) OR willingness to take and pass Level 1 course by the end of June 2012
  • Current First Aid/CPR certification
  • 3+ years sailing experience
  • 1+ years teaching sailing or participating in the Courageous instructor-in-training program or equivalent
  • Passing sailing skills check-out with Youth Director
  • Positive, enthusiastic and flexible attitude
  • Strong problem solving skills and an ability to adapt to changing program needs depending on changes in weather, number of students, number of boats, etc.
  • Team-oriented
  • Excellent references
  • A passion for sailing, the ocean, the environment and working with kids


Other considerations for this position:

  • Other certifications (Lifeguard, EMT, WFA, WFR, etc.)
  • Other teaching and youth development experience
  • Prior experience on Boston Harbor a plus
  • Keelboat experience


Kate Henderson, Director of Youth Programs

Phone: 617-242-3821 ext. 12




Apply to be a Step 1 Instructor



Thursday, 13 December 2012 12:56

Employment - YP Step 1 & 2 Leader

Step 1: Sailing 101 Leader
Step 2: Beginner Sailing Leader 


Job Description

The Step 1 & Step 2 Leaders' primary responsibilities are to oversee and facilitate the day-to-day operation of their respective "Steps" at their respective sites.
As Step 1 & 2 are the point of entry for the majority of Courageous’ youth sailors, the Step 1 & 2 Leaders must be highly energetic and excited about sailing and teaching sailing.  The leader must be a team player and strong role model, capable of motivating and mentoring Courageous’ newest instructors and youngest sailors.   
While the Step 1 and Step 2 leaders are each charged with maintaining a fun, friendly and positive environment, this person is also charged with instilling within their instructors and students a deep respect for the Courageous fleet, the ocean environment and for one another.  Also, this person must uphold a high standard of instruction in order to adequately prepare students for advancement through the Learn-to-Sail curriculum and into more advanced sailing courses at Courageous. 
Specific responsibilities include but are not limited to: planning classes; creating advance plans for rainy days; planning “Fun Fridays” and other themed events throughout the summer; running classes from a support boat; training instructors and instructors-in-training; instructor performance evaluations; leading chalk talks; making sure all equipment for the class is cared for and well-maintained; working with the Youth Director to infuse sailing classes with environmental education and leadership training; communicating with leaders/coaches of other levels to coordinate advancement of students; assisting the Site Director with opening and closing the site; helping to fuel and warm up motor-boats each morning; working with Head Instructor Trainer to manage Instructors-in-Training.


At Jamaica Pond the Step 1 Leader may also function as the Site Director and works closely with the Youth Program Director.  For more information, please refer to the Site Director job descriptions.


At Charlestown, the Step 1 & 2 Leaders reports to and works closely with the Assistant Youth Program Director and Youth Program Director.  The Charlestown Step 1 & 2 Leaders will also assist in overseeing the training of our instructors-in-training and work closely with the Step 5: IIT coach to coordinate these efforts. For more information, please see job descriptions regarding Step 5: IIT positions. 


    • US Sailing Certified Level 1 Instructor or equivalent certifications 
    • Current First Aid/CPR certification 
    • Extensive safety boat driving experience CSC motorboat qualified (mandatory in-house certification that is somewhat more rigorous than completion of NASBLA-approved safety boat course through the MA Environmental Police and/or through the US Sailing Level I certification course) 
    • 3+ years experience teaching sailing 
    • Ability to communicate well with public, parents, partner organizations, etc. 
    • Experience in basic sailboat and powerboat maintenance 
    • Positive, enthusiastic, flexible, "can-do" attitude 
    • Self-starter with strong work ethic and attention to detail 
    • Team-oriented 
    • Outstanding references 
    • A passion for sailing, the ocean, the environment and working with youth 

Other considerations for this position: 

    • Other certifications (Lifeguard, EMT, WFA, WFR, etc.) 
    • Prior experience in leadership role in a youth sailing program (specifically with children between the ages of 8 and 12) 
    • Prior outdoor education or summer camp councilor experience 
    • Other teaching experience 
    • More advanced Racing or Cruising experience
    • Prior experience on Boston Harbor a plus



Kate Henderson, Director of Youth Programs

Phone: 617-242-3821 ext. 12




Apply to be a Step 1&2 Leader



Saturday, 08 December 2012 10:51

Jamaica Pond Contact

Sailing Address:
507 Jamaica Way
Jamaica Plain, MA 02130

(617) 522-5061

Off Season Telephone:
(617) 242-3821 ext. 12


Friday, 07 December 2012 18:24

Fleet - Ericson 28 Spec


Overall length 28'0" (8.53m)  seafarer 30 drawing
Waterline length 23'4" (7.11m)
Beam 10'0" (3.05m)
Draft 5'6" (1.67 m)
Sail Area 411 ft2 (38.18m2)
Displacement 7500 lb (3402 kg)
Lead keel 3200 lb (1451 kg)
Engine 10 HP diesel
Fuel Tank 15 US gal.
Fresh Water Tank 25 US gal.
Friday, 07 December 2012 18:24

Fleet - Ericson 28

BROOMSTICK is our primary training boat for Basic Cruising and Bareboat Cruising courses. Most weekends she will be out with a crew of 4 eager cruisers under the tutelage of one of our skilled cruising instructors. She is very well appointed above and below deck, making day and overnight sails quite comfortable. BROOMSTICK is a cruiser first, but she's been known to enter a few races in the Boston area.
Friday, 07 December 2012 18:06

Fleet - Seafarer 30

PHOENIX is the largest cruising boat in our fleet, and a favorite for members who want to spend a night or two away from shore. There is plenty of room for friends and family during the day and she comfortably sleeps 4 adults for the night. Her full galley belowdecks is complemented by a grill off the stern rail. PHOENIX is sometimes used as a teaching boat, but is mostly sailed by our Cruising A members.
Friday, 07 December 2012 18:06

Fleet - Seafarer 30 Spec


Overall length 30'0" (9.14m)  seafarer 30 drawing
Waterline length 25'7" (7.80 m)
Beam 10'0" (3.05m)
Draft 4'9" (1.45 m)
Sail Area 391 ft2 (36.32m2)
Displacement 7520 lb (3411 kg)
Lead keel 3450 lb (1565 kg)
Engine 13 HP Yanmar diesel
Fuel Tank 17 US gal.
Fresh Water Tank 42 US gal.
Holding Tank 9 US gal.
Friday, 07 December 2012 16:01

Cruising Fleet

Cruising Fleet

Cruising cropCourageous offers cruising memberships for our more experienced members. After completing a US Sailing Basic Crusing course, members can check out any of our 5 cruising boats. After getting comfortable with larger boats, members can take the US Sailing Bareboat Course and start taking some of our larger cruisers out to an island for the night.

Friday, 07 December 2012 16:00

Membership Fleet

The core boats in Courageous' fleet are the Rhodes 19's. They, along with the J/22's, comprise the Membership fleet that is used for nearly all adult and youth program instruction as well as year round racing in 3 different series, corporate events, privent functions and more.

Friday, 07 December 2012 15:08

Fleet - ODay 240 Spec


Overall length 24'6" (7.49m) 
Waterline length 20'10" (6.35 m)
Beam 8'3" (2.51 m)
Draft 2'8" (0.81 m)
Sail Area 249 ft2 (23.13m2)
Displacement 3600 lb (1633 kg)
Lead keel 1200 lb (544 kg)
Engine 4hp outboard



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