
OUR YACHT CLUB IS YOUR PLAYGROUND
Cuttyhunk Yacht Club is seeking candidates for Instructor positions this coming summer. We can provide housing and competitive salary depending on role/experience. We will also reimburse for required training courses.
WHO WE ARE
A small island with big heart.
Cuttyhunk is the outermost of the Elizabeth Islands off the coast of Massachusetts. With a year round population of about 20 souls, the summer population swells to several hundred. With very few cars, restaurants, and inns, it is a well known retreat and destination for sailors, artists/writers, fishermen, and families, many of whom have been coming to the island for generations.
A DAY IN THE LIFE
Meet your island home, your crew, and your gear

THIS IS THE VIEW FROM YOUR HQ
You wake up to a view of the harbor on one side and Buzzard's Bay on the other
Housing consists of an apartment with 2 bedroom, 1 bathroom residence above the classroom. Staff is responsible for cleaning and maintaining the premises of course. But yep, you won't find a better view anywhere.
ABOUT CYC
A little about us
Founded in 1956, generations of families have built and contributed to the Cuttyhunk Yacht Club, which today has a fleet of 10 N10s, 6 lasers, 6 420s, 2 Cape Dory typhoons, and 2 power (safety) boats. Some years our sailors participate in the Beverly Youth Regatta, and we typically host 2 informal regattas with local Yacht Clubs. Our focus is on safety, fun, and enjoying the beauty of Buzzards Bay!


YOUR KIDS
Hey, what are all these kids doing in your house?
These are your students. Well, each year they change but they look a whole heck of a lot like this. In a typical year we have about 100 kiddos between the ages of 6-16 participate in our sailing program over 8 weeks. Of course you won't be the only instructor, you'll be joined by a crew of other instructors to help you. They'll be your mateys, your scalleywags... (aargh, don't get us started with pirate talk).
JOB REQUIREMENTS
Here's what we'll need from you
1. We'll need you to participate in the Opening weekend where we get the boats into the water and open up the yacht club. This typically happens mid June. Then the Staff “in residence” training and orientation starts just after that.
The season lasts 8-weeks and has a few regattas, awards parties, pirate days, BBQs, races and lots of fun along the way.
Decommissioning happens near the end of August.
2. Requirements include a US Sailing Level 1 certification (for Head Instructor), CPR, and Safe Sailing certifications completed prior to start
3. Of course you'll need a willingness to have fun, be resourceful, and be engaged in island community
4. Depending on CDC guidance at the time, we may need a proof of COVID vaccination

MORE ABOUT OUR PROGRAM
In a typical year, we have 100 students between the ages of 6-16 participate in our sailing program over 8 weeks.
Our week is divided into twice daily class sessions, with one afternoon a week reserved for maintenance and special events. Some Saturdays are also reserved for special events.
Our fleet is 100% club owned, and there is no minimum participation requirement for our students.
Level 1: Beginning sailors, mixed ages. Boats used are N10s, Zests, and Typhoons. Focus on basic safety, nautical skills, and fun.
Level 2: Intermediate sailors who can sail independently. Mixed ages. Boats used are N10s, lasers, Zests. Focus on fun games and races, building skills, independence, and confidence. Some intro to racing.
Level 3: Our most experienced sailors, typically ages 12+. Boats used are lasers, 420s, and Zests. Focus on racing and mastering more advanced techniques.
Yes - we even have a Cuttyhunk Yacht Club Song that dates back generations.
"So, give three cheers for Cuttyhunk
Our spirits all are free.
And no one know the time of day,
Or cares, that's why we
Love this isle of Gosnold
And every wind that blows
In rain or sun we all have fun
From spring to summer's close."
-Leila Tucker Hall
APPLY TODAY
IF INTERESTED, EMAIL THE COMMODORE AT: commodore@cuttyhunkyachtclub.com
See the CYC website here.
