Employment Opportunities

Working at Watermark

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 for the positions we offer. Watermark hires for several seasonal and part-time positions throughout the year in both Annapolis and Baltimore. They include Captains, Crew, Bartenders, Tour Guides and Pirates.

Watermark focuses on hiring energetic, outgoing, customer-service driven individuals. We have a great family atmosphere and are looking for that in our employees. Our Vessel Operations team seeks individuals who have the capability to drive boats, tie up boats, serve drinks, or sell tickets. Experience is helpful, but not necessary for some positions. We have an incredible training program which includes Customer Service, Safety and Security training as well as CPR certification and first aid training. We do invest a lot into our team and are looking for people that would like to return and grow season after season.

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See Current Openings

We are currently accepting applications for several positions.

Browse Openings


Meet the Watermark Team

We have the best people working together at Watermark!

Meet the Team