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Guest Crew

Stay Tuned For 2022 Guest Crew Experiences

In 2021 we were proud to offer nearly two dozen guest crew experiences throughout the Chesapeake Bay and North East. Trips included the classic excursion from Baltimore to Chestertown and an offshore sleigh ride from Baltimore to St. George’s, Bermuda. We are currently planning our 2022 sailing season and guest crew experiences have not been finalized. Once guest crew experiences are set, we will update the schedule below and announce the opportunities via Sail Mail. 


 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 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.

We will post guest crew passages as they become available.

PassageBoard DateDeboard DatePriceAvailability
2022 Mustang Survival Annapolis to Bermuda Ocean Race

Race aboard Pride in one of the longest and most challenging ocean races on the East Coast. The course combines inshore and offshore racing down the Chesapeake Bay, across the Gulfstream, and on to Bermuda. It enables sailors to fulfill a lifelong ambition of a blue water passage to an island known for its soft coral beaches, in an organized event promoting friendly competition with other boats.
June 2June 11$3,000Waitlist