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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
Time

Location
(Click for Google Maps)

Event
(Click To Go to Event Page/Buy Tickets)

Price

Additional Information

November 3, 2025-April 15, 2026Baltimore, Maryland Winter Maintenance – Ship Closed to the Public
January 10
9 AM-4 PM
Winter Maintenance Berth, BaltimoreVolunteer DayWe’re hosting two volunteer days this winter. Space is limited, so advance registration is required. These hands-on days are a great way to spend time on the ship, connect with our crew, and contribute directly to her care.
February 7
9 AM-4 PM
Winter Maintenance Berth, BaltimoreVolunteer DayWe’re hosting two volunteer days this winter. Space is limited, so advance registration is required. These hands-on days are a great way to spend time on the ship, connect with our crew, and contribute directly to her care.
April 15Baltimore, Maryland End Winter Maintenance
April 30
1 AM (time is tentative)
Alexandria City Marina, Alexandria, VirginiaArrival The ship’s timing and route are subject to wind, weather, and other factors. You can track the vessel here:
Pride II is Underway. Follow us on Facebook for updates from the ship.
May 1
12-8 PM
Alexandria City Marina, Alexandria, VirginiaFree Deck Tours Step aboard Pride of Baltimore II and explore the ship during her visit to Historic Alexandria. Tours are completely free and open to all—come aboard, meet the crew, and experience this iconic vessel up close.
May 2
11 AM-1 PM
Alexandria City Marina, Alexandria, VirginiaDay SailAdults $55
12 and Under $25
May 2
2-4 PM
Alexandria City Marina, Alexandria, VirginiaDay SailAdults $55
12 and Under $25
May 2
5-8 PM
Alexandria City Marina, Alexandria, VirginiaFree Deck Tours Step aboard Pride of Baltimore II and explore the ship during her visit to Historic Alexandria. Tours are completely free and open to all—come aboard, meet the crew, and experience this iconic vessel up close.
May 3
10 AM-Noon
Alexandria City Marina, Alexandria, VirginiaDay SailAdults $55
12 and Under $25
May 3
1-6 PM
Alexandria City Marina, Alexandria, VirginiaFree Deck Tours Step aboard Pride of Baltimore II and explore the ship during her visit to Historic Alexandria. Tours are completely free and open to all—come aboard, meet the crew, and experience this iconic vessel up close.
May 4
Time TBA
Alexandria City Marina, Alexandria, VirginiaDeparture The ship’s timing and route are subject to wind, weather, and other factors. You can track the vessel here:
Pride II is Underway. Follow us on Facebook for updates from the ship.
May 8
6-8 PM
Port Covington Marina, Baltimore PeninsulaDay SailAdults $55
12 and Under $25
May 9
3-5 PM
Port Covington Marina, Baltimore PeninsulaDay SailAdults $55
12 and Under $25
May 9
6-8 PM
Port Covington Marina, Baltimore PeninsulaDay SailAdults $55
12 and Under $25
May 14Constellation Pier 1, Baltimore, Maryland Legacy and Horizons: A Rededication of Pride of Baltimore IIAttend or Sponsor – Learn More Here!
May 15
2-5 PM
Broadway Pier, Fells Point, BaltimoreDeck Tours Free Climb aboard for a tour of the ship! Meet our crew and learn the history of privateers and Baltimore clippers.
May 15
6-8 PM
Broadway Pier, Fells Point, BaltimoreDay SailAdults $55
12 and Under $25
May 16
9 AM-2 PM
Broadway Pier, Fells Point, BaltimoreDeck Tours Free Climb aboard for a tour of the ship! Meet our crew and learn the history of privateers and Baltimore clippers.
May 16
3-5 PM
Broadway Pier, Fells Point, BaltimoreDay SailAdults $55
12 and Under $25
May 17
10 AM-5 PM
Broadway Pier, Fells Point, BaltimoreDeck Tours Free Climb aboard for a tour of the ship! Meet our crew and learn the history of privateers and Baltimore clippers.
May 21
6-8 PM
Constellation Pier 1, Baltimore, Maryland Day SailAdults $27.50
12 and Under $12.50
May 22
Noon-5 PM
Constellation Pier 1, Baltimore, Maryland Deck Tours FreeClimb aboard for a tour of the ship! Meet our crew and learn the history of privateers and Baltimore clippers.
May 22
6-8 PM
Constellation Pier 1, Baltimore, Maryland Day SailAdults $55
12 and Under $25
May 24
10 AM-6 PM
Constellation Pier 1, Baltimore, Maryland Deck Tours FreeClimb aboard for a tour of the ship! Meet our crew and learn the history of privateers and Baltimore clippers.
May 25
10 AM-6 PM
Constellation Pier 1, Baltimore, Maryland Deck Tours FreeClimb aboard for a tour of the ship! Meet our crew and learn the history of privateers and Baltimore clippers.
May 25-27Baltimore to SolomonsGuest Crew OpportunityLearn More and Apply to be Guest Crew
May 27
Noon (time is tentative)
Fisherman’s Warf, Solomons, MarylandArrival The ship’s timing and route are subject to wind, weather, and other factors. You can track the vessel here:
Pride II is Underway. Follow us on Facebook for updates from the ship.
May 30
1-3 PM
Fisherman’s Warf, Solomons, MarylandDay SailAdults $55
12 and Under $25
May 30
4-6 PM
Fisherman’s Warf, Solomons, MarylandDay SailAdults $55
12 and Under $25
May 31
Noon-2 PM
Fisherman’s Warf, Solomons, MarylandDay SailAdults $55
12 and Under $25
May 31
4-6 PM
Fisherman’s Warf, Solomons, MarylandDay SailAdults $55
12 and Under $25
June 1
9 AM (time is tentative)
Fisherman’s Warf, Solomons, MarylandDeparture
May 31-June 2Solomons to Annapolis Guest Crew OpportunityLearn More and Apply to be Guest Crew
June 3-4Annapolis overnight excursion Guest Crew OpportunityLearn More and Apply to be Guest Crew
June 8-12Baltimore to RichmondGuest Crew OpportunityLearn More and Apply to be Guest Crew
June 11-15Richmond, Virginia Sail250 Virginia: Richmond SailfestAdditional Information Coming Soon
June 14-20Richmond to Norfolk Guest Crew OpportunityGuest Crew Opportunity
June 18-23Norfolk, VirginiaSail250 Virginia: NorfolkAdditional Information Coming Soon
June 21-25Norfolk to Baltimore Guest Crew OpportunityLearn More and Apply to be Guest Crew
June 24-July 1Baltimore, Maryland Sail250 Maryland & Airshow BaltimoreAdditional Information Coming Soon
June 24Baltimore, Maryland Swimming with Pride in Baltimore Additional Information Coming Soon
June 30-July 5Baltimore to New York Guest Crew Opportunity
July 4-8New York, New YorkSail4th250Additional Information Coming Soon
July 7-12New York to Boston Guest Crew OpportunityLearn More and Apply to be Guest Crew
July 11-16Boston, Massachusetts Sail BostonAdditional Information Coming Soon
July 31-August 2Salem, Massachusetts (tentative)Salem 400 EventsAdditional Information Coming Soon
September 4-6Gloucester, Massachusetts
(tentative)
Gloucester Schooner FestivalAdditional Details to be Announced
September 11-12Baltimore, Maryland Defenders’ Day Weekend & Welcome Home Additional Information Coming Soon
September 26Baltimore, Maryland Sailabration: Sailing Traditions in InkAdditional Information Coming Soon
October 3Cambridge, Maryland Sailing the Choptank Through Ebony Eyes Additional Information Coming Soon
October 9-11Baltimore, Maryland Fells Point Fun Festival Additional Information Coming Soon
October 14-18Baltimore to NorfolkGreat Chesapeake Bay Schooner Race Additional Information Coming Soon
October 29-November 1Chestertown, Maryland Sultana Downrigging FestivalFestival Information
Check back — we may add additional events!



*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.