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Guest Crew

Apply Now for 2021 Guest Crew Experiences

It’s time to go sailing and we are excited to finally welcome back guest crew! Be advised all guest will be required to read and adhere to Pride of Baltimore II’s COVID-19 policy

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Do you have a passion for sailing or a love of adventure and the great outdoors? Sailing aboard Pride of Baltimore II might be your opportunity to experience the hands-on challenge of sailing a traditional ship. As guest crew, you will work alongside Pride‘s professional crew and participate in all aspects of life aboard the ship — up to your level of interest and ability. You will stand watch, steer the vessel, help with ship’s maintenance, and more.

Guest Crew at the HelmPride typically sails with a professional crew of 12 men and women, including the captain, ship’s cook, two mates, bosun, engineer, and six deckhands. There are three passenger cabins with two berths each available for guest crew, allowing up to six guest crew to share co-ed accommodations.

Grab your gear and come aboard Pride of Baltimore II for an overnight sailing adventure! Applications are reviewed on a first-come, first-served basis. Scroll down to view this year’s guest crew experiences (we add to the list as we confirm Pride‘s schedule, so check back periodically).

Considering a Guest Crew Position?

Below are some useful links about our guest crew opportunities aboard Pride:

What is it like to be guest crew? Check out these resources from folks who came aboard:

Cancellation Policy: Guest crew reservations may be canceled up to ten business days or more prior to departure with a full refund. To cancel an existing reservation, please contact Pride of Baltimore, Inc. at 410.539.1151 or pride2@pride2.org. Cancellations made fewer than ten business days prior to a departure will not be refunded. Should the captain or Pride of Baltimore, Inc. cancel the guest crew experience due to weather or extenuating circumstances, a full refund will be given.

Guest Crew

Guest Crew Passages

If you are interested in sailing on one of the listed passages, apply by clicking the link in the schedule below for any experiences for which there are still spots available. If there isn’t an active link for a particular experience, that experience is not open for applications. We will notify you by email within seven business days of receipt of your application if you have been approved for a passage. Upon application approval, you will be asked to provide additional information and remit payment within three business days to Pride of Baltimore, Inc. Everyone must complete the application forms.

There will be additional passages set for this summer and later in the season, but our schedule is not yet firm. We will post additional passages as they become available.

PassageBoard DateDeboard DatePriceAvailability
Great Chesapeake Bay Schooner Race



October 6October 9$1,000SOLD OUT
Norfolk to Baltimore
October 10October 14$450SOLD OUT
Georgetown (MD) to Baltimore
Includes Complimentary Parking and Van Transportation



October 17October 19$385
Apply Today
Baltimore to Chestertown
Includes Complimentary Parking and Van Transportation



October 27October 29$385
Apply Today
Chestertown to Baltimore
Includes Complimentary Parking and Van Transportation



October 31November 2$385
Apply Today