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Guest Crew

Welcome aboard! We are looking forward to a busy sailing season in 2022 featuring more than a dozen guest crew experiences on the Chesapeake, Atlantic, and through the Great Lakes. As guest crew experiences are scheduled, they are added to the schedule below.

Be advised that all guest crew will be required to read and adhere to Pride of Baltimore II‘s COVID-19 policy.

Guest Crew at the HelmDo 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.

Pride 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:

Guest CrewCancellation 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 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, regardless of past guest crew status.

We will post guest crew passages as they become available.

PassageBoard DateDeboard DatePriceAvailability
Lunenburg to Boston

Sail from the UNESCO World Heritage site and historic town of Lunenburg, Nova Scotia, in the Canadian Maritimes, down to Boston, Massachusetts.
September 11September 16$750Apply Today
Boston to Baltimore

Sail from Boston to Baltimore and help bring Pride II down the east coast and into her home waters of the Chesapeake Bay.
September 17September 23$900Apply Today
Great Chesapeake Bay Schooner Race

The GCBSR is one of the most iconic schooner races in the world. Race from Baltimore to Norfolk in company with dozens of schooners, while working alongside our professional crew, standing watch, pulling lines, taking the helm, and more.
October 5 October 8$1,000Waitlist
Norfolk to Annapolis

Sail up the Bay from Norfolk, Virginia back to Baltimore, Maryland. An often overlooked sail, this is a great way to sail the Chesapeake and experience the ship under full sail (weather permit).
October 9 October 12$450Apply Today
Baltimore to Solomons

Sail from Baltimore down the Bay to the Patuxent River to the small town of Solomons in Southern Maryland. Includes complimentary parking in Baltimore and shuttle service back to your vehicle.
October 13October 15$400Apply Today
Solomons to Alexandria

Perhaps one of our most unique experiences, sail down the Bay from Solomons to the mouth of the Potomac River. Then journey up river past the iconic ship graveyard at Mallows Bay. Your sail will also take you past Mount Vernon and Fort Washington before docking in the heart of historic Alexandria, Virginia.
October 18October 21$400Apply Today
Alexandria to Chestertown

Sail from historic Alexandria down the Potomac river passing by iconic sites like Mount Vernon, Mallows Bay, and Quantico. Then head up the Chesapeake to the scenic Chester River just in time for the Downrigging Weekend festivities.
October 23October 27$500Apply Today