2026 Sailing Schedule
Follow Pride II as she sails near and far in the 2025-2026 season!
- See the list below for the schedule of ports, deck tours, and public sails.
- Want to sail with us overnight as guest crew? Check out our Guest Crew page.
- To host an event, please see our Charters and Receptions page. The charter calendar is at the bottom of that page.
- For updates from the ship and port arrival/departure times, follow us on Facebook.
- Pride spends a lot of time in the Chesapeake, providing grant-funded sails. To learn more about these opportunities, email Lori@pride2.org.
Date | Location | Event | Price | Additional Information |
|---|---|---|---|---|
| September 26 | Baltimore, Maryland | Sailabration: Sailing Traditions in Ink | Additional Information Coming Soon | |
| September 27-30 | Baltimore to Cambridge | Learn More and Apply to be Guest Crew | Learn More and Apply to be Guest Crew | |
| September 30-October 5 | Long Warf Park Cambridge, Maryland | Port of Call | Arrival: Sept 30, 9 AM-Noon Departure: Oct 5, TBA |
|
| September 30 3-6:30 PM | Long Warf Park Cambridge, Maryland | Deck Tours | Free | Come aboard for a FREE deck tour of the ship & meet our crew |
| October 1 | Long Warf Park Cambridge, Maryland | Ship Closed | ||
| October 2 4:30-6:30 PM | Long Warf Park Cambridge, Maryland | Day Sail | Adults $55 12 and Under $25 | |
| October 3 11 AM-4 PM | Long Warf Park Cambridge, Maryland | Choptank Through Ebony Eyes & Deck Tours | Free | |
| October 4 Noon-3 PM | Long Warf Park Cambridge, Maryland | Deck Tours | Free | |
| October 4 4:30-6:30 | Long Warf Park Cambridge, Maryland | Day Sail | Adults $55 12 and Under $25 | |
| October 10 10 AM-Noon | Constellation Pier 1, Baltimore, Maryland | Deck Tours | Free | |
| October 10 4-6 PM | Constellation Pier 1, Baltimore, Maryland | Day Sail | Adults $55 12 and Under $25 | |
| October 11 10 AM-3 PM | Constellation Pier 1, Baltimore, Maryland | Deck Tours | Free | |
| October 14-18 | Baltimore to Norfolk | Great Chesapeake Bay Schooner Race | Additional Information Coming Soon | |
| October 22-26 | Fisherman’s Wharf, Solomons, Maryland | Port of Call | Additional Information Coming Soon | |
| October 29-November 1 | Chestertown, Maryland | Sultana Downrigging Festival | Festival Information |
*Child pricing intended for those 12 and under. Parents/guardians are asked to bring USCG-approved personal flotation devices for children under seven.
NOTE: Dates, times, and locations for all deck tours, sails, and other events are subject to change. All events are weather-dependent.