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 |
|---|---|---|---|---|
| June 24-June 30 | Baltimore, Maryland | Sail250 Maryland & Airshow Baltimore | Come aboard! | |
| June 30-July 5 | Baltimore to New York | Guest Crew Opportunity | ||
| July 4-8 | New York, New York | Sail4th250 | Come aboard! | |
| July 7-12 | New York to Boston | Guest Crew Opportunity | Learn More and Apply to be Guest Crew | |
| July 11-16 | Boston, Massachusetts | Sail Boston | Additional Information Coming Soon | |
| July 19-23 | Boston to Portland | Guest Crew Opportunity | Learn More and Apply to be Guest Crew | |
| July 23-27 | Portland, Maine | Port of Call | July 23 | 1 PM | Arrival July 27 | 9 AM | Departure |
|
| July 25 Noon-2 PM | Fore Points Marina, Portland, Maine | Day Sail | Adults $55 12 and Under $25 | Sail aboard Pride II in Portland, Maine. |
| July 25 3-5 PM | Fore Points Marina, Portland, Maine | Day Sail | Adults $55 12 and Under $25 | Sail aboard Pride II in Portland, Maine. |
| July 26-31 | Portland to Salem | Guest Crew Opportunity | Learn More and Apply to be Guest Crew | |
| July 31-August 2 | Salem, Massachusetts | Salem 400 Events | Arrival: July 31| Noon Departure: Aug 3 | Time TBA |
|
| July 31 5-7 PM | Salem, Massachusetts | Seaside Soiree | The City of Salem and the Salem Chamber of Commerce invite the community to a night of celebration at the Seaside Soirée: A Salem400+ Fundraiser, an exclusive cocktail party aboard the visiting tall ship Pride of Baltimore II on Friday, July 31, from 5:00 to 7:00pm. The ship will be docked at Central Wharf at the Salem Maritime National Historical Park for the duration of the event. | |
| August 2-7 | Salem to Lunenburg | Guest Crew Opportunity | Learn More and Apply to be Guest Crew | |
| August 7-11 | Lunenburg, Nova Scotia | Port of Call | Arrival: Aug 7 No Public Events Departure: Aug 11 |
|
| August 10-15 | Lunenburg to Boston | Guest Crew Opportunity | Learn More and Apply to be Guest Crew | |
| August 15-19 | Boston, Massachusetts, Courthouse Dock | Port of Call | Arrival: Aug 15 | Noon Departure: Aug 19 | Time TBA |
|
| Aug 16 Noon-6 PM | Boston, Massachusetts, Courthouse Dock | Deck Tours | Free | Come aboard for a FREE deck tour of the ship. |
| August 18-21 | Boston to Rockland | Guest Crew Opportunity | Learn More and Apply to be Guest Crew | |
| August 21-24 | Rockland Public Landing, Rockland, Maine | Port of Call | Arrival: Aug 21 } Noon Departure: Aug 24 | Time TBA |
|
| August 22 3-7 PM | Rockland Public Landing, Rockland, Maine | Free Deck Tours | Come aboard for a FREE deck tour of the ship. | |
| August 23 3-7 PM | Rockland Public Landing, Rockland, Maine | Free Deck Tours | Come aboard for a FREE deck tour of the ship. | |
| August 23-28 | Rockland to Greenport | Learn More and Apply to be Guest Crew | Learn More and Apply to be Guest Crew | |
| August 28-31 | Greenport, New York | Port of Call | Additional Information Coming Soon | |
| August 30-September 4 | Greenport to Havre de Grace | Learn More and Apply to be Guest Crew | Learn More and Apply to be Guest Crew | |
| September 4-8 | Frank J. Hutchins Memorial Park, Havre de Grace, Maryland | Port of Call | Arrival: Sept 4, Noon Departure: Sept 8, 7 AM |
|
| September 4 3-7 PM | Frank J. Hutchins Memorial Park, Havre de Grace, Maryland | Deck Tours | FREE | Come aboard for a FREE deck tour of the ship. |
| September 5 11 AM-7 PM | Frank J. Hutchins Memorial Park, Havre de Grace, Maryland | Deck Tours | FREE | Come aboard for a FREE deck tour of the ship. |
| September 6 11 AM-5 PM | Frank J. Hutchins Memorial Park, Havre de Grace, Maryland | Deck Tours | FREE | Come aboard for a FREE deck tour of the ship. |
| September 7 11 AM-5 PM | Frank J. Hutchins Memorial Park, Havre de Grace, Maryland | Deck Tours | FREE | Come aboard for a FREE deck tour of the ship. |
| September 11-12 | Baltimore, Maryland | Defenders’ Day Weekend & Welcome Home | Additional Information Coming Soon | |
| 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 | Cambridge, Maryland | Port of Call & Special Event: Sailing the Choptank Through Ebony Eyes | Arrival: Sept 30, 9 AM-Noon Departure: Oct 5, TBA |
|
| October 9-11 | Baltimore, Maryland | In Port | Additional Information Coming Soon | |
| 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.