Sail Into the 2026 Season with Pride of Baltimore II
As Pride II wraps up another successful season, sailing more than 9,000 nautical miles and hosting twenty-two guest crew passages, the crew is now hard at work preparing the ship for next year. Winter maintenance keeps every part of the vessel in top condition, from refinishing rigging blocks to sanding spars and freshening paint and varnish.
Our 2026 schedule is currently in planning as Pride II prepares to represent Maryland during America’s 250th anniversary celebrations. Guest crew opportunities will return in the new season, offering the chance to sail and live aboard Maryland’s historic tall ship.
Check back soon for updates and details on how to join us underway.
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:
- Guest Crew Approval Process
- Guest Crew Guidelines
- Tips and Things to Know
- Google 360 of Pride topside and below
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.
2026 Guest Crew Passages – Coming Soon
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
Check Back Later for Additional Guest Crew Passages