Deckhand Educator
Sultana Education Foundation

A full sail breeze

Come Sailing on the Schoolship of the Chesapeake, the Schooner Sultana!

Picturesque small town in a rural environment, close to major metropolitan areas.

  • spring
  • summer
  • fall

Deckhand Educator

Sultana Education Foundation
Chestertown, Maryland
$500.00 / week
Some experience required
Start Date:
Starts soon! (Mar 06, 2023)

The schooner Sultana is the "Schoolship of the Chesapeake". We travel the length of the Chesapeake Bay to deliver award winning education programing to students of all ages on the replica 1768 schooner Sultana

Deckhand Educators work on the Sultana helping to run the ship: Setting sail, handling dock lines, and working aloft in the rigging. They also deliver our educational programming to students focusing on an environmental and historic curriculum. Our programs run from 3 hours to 10 day depending on the season and student body. 

We sail out of the historic port of Chestertown, Maryland, on the Eastern Shore of Chesapeake Bay. Surrounded by the natural beauty of "Chesapeake Country".

Deckhand Educators are mostly college graduates, though this is not a requirement. They are passionate about education and adventure.   

Our sailing season runs from March to November. We offer staff housing in our crew apartment and a private berth on the schooner Sultana, and partial board is provided. We provide health insurance at no cost to employees. Professional Development money is available to multi-season employees.  

How to Apply

Please send a cover letter, resume, and three references to

Contact Info