Guest Crew

Sail Into the 2026 Season with Pride of Baltimore II

In summer 2026, Pride of Baltimore II will take part in the nationwide Sail250 commemoration, sailing along the Chesapeake Bay and Atlantic Coast as part of this historic milestone. These voyages offer a unique opportunity to sail as guest crew while participating in officially recognized events in ports along the route.

Below are the currently available passages for the season. Additional 2026 guest crew legs will be announced as plans are finalized.

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

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

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
Portland, ME, to Salem, MA	July 26	July 31	$1350	Apply Today
Salem, MA, to Lunenburg, NS	August 2	August 7	$1,650	Apply Today
Lunenburg, NS, to Boston, MA (US Passport Required)	August 10	August 15	$1,650	Apply Today
Boston, MA, to Rockland, ME	August 18	August 21	$750	Apply Today
Rockland, ME, to Greenport, NY	August 23	August 28	$1,000	Apply Today
Greenport, NY, to Havre de Grace, MD	August 30	September 4	$1,000	Apply Today
Baltimore to Cambridge, MD	September 27	September 30	$475	Apply Today
Norfolk to Solomons	October 18	October 22	$550	Apply Today
Solomons to Chestertown	October 25	October 29	$399	Apply Today
Check Back Later for Additional Guest Crew Passages