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Employment Opportunities

Join Our Team in Annapolis and Baltimore

Watermark employees
Colonial tour guide
Watermark employees

Watermark has built a solid reputation for delivering products in a unique and authentic way thanks to the help of our skilled event planners, tour guides, captains, and crew.  Our organization seeks people who naturally generate warmth, friendliness, and kindness in addition to possessing the expert skills required to fill the positions below. 

Watermark has several seasonal and part-time positions throughout the year in both Annapolis and Baltimore.  They include:


To apply for one of the part-time positions noted above, complete this application (PDF). Please submit completed application for Land positions to and for Water positions to

Full Time Openings:

  • Captain - We’re hiring someone to be one of two go-to captains in our fleet. Full time position. Learn more about this position and how to apply. (PDF)

  • If you are interested in learning more about becoming a part of the Watermark team, please contact us at

    Completed applications may also be mailed to:
    P.O. Box 3350
    Annapolis, MD 21403

    What's it like to work at Watermark? Check out this video: