Guest Crew

We are looking forward to a busy sailing season in 2025 featuring more than a dozen guest crew experiences on the Chesapeake Bay, East Coast, and Great Lakes. As guest crew experiences are scheduled, they are added to the schedule below.

Considering a Guest Crew Position?

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.

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).

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:

Sailing for the Next Horizon Aboard Pride of Baltimore II (Spinsheet Magazine, October 23, 2024)
Privateer for a Weekend (Chesapeake Bay Magazine, April 3, 2023)
The sail of my dreams on a tall ship (Green Bay Press-Gazette, March 3, 2017)
Sailing a tall ship across Superior (StarTribune, January 25, 2014)
Pride II Boston to NYC: Setting Sail on a Tallship (Video by Gale Browning, September 2013)

Guest Crew Refund Policy – Pride of Baltimore II (effective for all applicants after June, 3, 2025)

Cancellations 6 weeks (42 days) or more before your trip:
You’ll receive a full refund, minus a $50 cancellation fee per person.
Cancellations less than 6 weeks before your trip:
If we’re able to rebook your spot, you’ll receive a full refund, minus the $50 per person cancellation fee.
If we’re not able to rebook your spot, you’ll receive a credit toward a future passage.
If you choose not to accept a credit, your payment is non-refundable.

2025 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.

Passage	Board Date	Deboard Date	Price	Availability
Clayton to Toronto	June 23	June 27	$825	Apply Today
Erie to Duluth	July 1/2	July 10	$1,500	WAITLIST
Lake Superior Excursion (Duluth to Duluth)	July 13	July 16	$825	Apply Today
Duluth to Boyne City	July 20	July 25	$995	WAITLIST
Boyne City to Sturgeon Bay	July 29	July 31	$500	Apply Today
Sturgeon Bay to Detroit	August 3	August 7	$825	WAITLIST
Detroit to Buffalo	August 10	August 14	$910	Apply Today
Buffalo to Erie	August 18	August 21	$825	Apply Today
Erie to Lunenburg	August 24	September 4	$1,925	WAITLIST
Lunenburg to Boston	September 6	September 11	$875	WAITLIST
Boston to Baltimore	September 13	September 19	$1,090	WAITLIST
Great Chesapeake Bay Schooner Race	October 15	October 18	$1,100	WAITLIST
Norfolk to Cambridge	October 20	October 23	$525	Apply Today
Cambridge to Chestertown	October 27	October 30	$525	Apply Today
Check Back Later for Additional Guest Crew Passages