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Thinking About Employment

at Classic Harbor Line?

Learn More About Our Crew

two female sailboat crew members smiling, while steering a Boston sailboat

CURRENT OPEN POSITION: Sailing Captains

Employment at Classic Harbor Line:  All of our captains are Coast Guard certified. The schooner captains all have a minimum 50-ton license and a sailing endorsement. The Northern Lights captains all have a minimum 100-ton license. Our captains are also trained in first aid and CPR and are registered in an ongoing drug-testing program. Perhaps of equal importance, we require that our captains have an appreciation for quality service and are extremely charming hosts. Many of our captains started at Classic Harbor Line as a deck mate. If you are hoping to be a captain, a great way to start is to learn to be a deck mate. Click here to read the Job Description. Click here to submit your cover letter and resume.

a crewman working aboard a sailboat, with the words on her shirt that reads "Schooner Adirondack III"

Our Mates

Employment at Classic Harbor Line:  Maybe you have sailed several schooners before or maybe you grew up sailing or with a family boat. Chances are, if you are interested in a marine crew position, you will likely start out as a trainee, then a third mate or second mate once you have ‘gotten the routine’ and you have passed your pre-employment drug test.

Our mates are widely remembered for their remarkable hospitality and personality which is consistently praised in our customer reviews. They love talking with our guests, sharing information on the great city of Boston, conveying their love for our classic-style yachts, and the addictive mystique of being out on the water.

a Boston embassador, walking down past a Boston harbor with a motor yacht seen parked there

Land Ambassadors & Sales Representatives

Employment at Classic Harbor Line:  Maybe you have hosting experience, front of house, or ticketing experience. If you enjoy talking to the public and taking care of guests as they arrive, then being a Land Ambassador may be the job for you. This part of our crew helps set the tone for the experience our guests are about to enjoy. They must be welcoming, cheerful, problem-solvers, and able to take care of logistics quickly. Basic computer experience and comfort with making phone calls is a must!

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