| Upcoming events
* Skipjack Heritage Museum- Open every Saturday 11:00am- 4:00p and Sunday 12:00pm-4:00pm 23529 Deal Island Rd, Chance, MD 21821, Email: info@skipjackheritage.com
- ★ Rosie Parks Skipjack Evening Sail- Wednesday, October 21, 4:30–6:30 p.m. Chesapeake Bay Maritime Museum, 213 N. Talbot St., St. Michaels. A two-hour Miles River sail aboard the 1955 oyster-dredging skipjack; limited to six passengers. Details and tickets cbmm.org
★ Richardson Maritime Museum visits — Wednesday–Saturday, 10 a.m.–2 p.m. 103 Hayward Street, Cambridge. Exhibits cover Dorchester County’s boatbuilders, watermen and traditional Chesapeake working vessels. Visits outside regular hours can be arranged by calling 410-221-1871
- Cambridge Ghost Walk — October 22, 29 and 31, 7–8:45 p.m. Begins at 206 High Street, Cambridge. The historical walk includes stories of Cambridge oystermen, sailors and a one-legged sea captain. Details and reservations visitdorchester.org
★ Rock the Choptank Fishing Tournament — Saturday, October 24 Based at 505 Maryland Avenue, Cambridge. A major one-day Chesapeake rockfish tournament on the Choptank River, with as many as 130 boats anticipated. Registration and schedule information are available on the official tournament website. Rock the Choptank
- Pirates and Privateers — Saturday, October 24, 4–7 p.m. Dorchester County Historical Society, 1003 Greenway Drive, Cambridge. Fireside maritime stories, refreshments and period pirate atmosphere. Ages 21 and older; $25, including two drink tickets. Event details
- Pirate Story Time Saturday, October 24, 11 a.m.–12:15 p.m. Havre de Grace Maritime Museum, 100 Lafayette St., Havre de Grace. Free reading of What Is a Pirate?, recommended for ages 3–10. Event calendar www.hdgmaritimemuseum.org
- Skipjack Nathan of Dorchester Upcoming public sails - Saturday, October 24, 2026 — 11 a.m.–1 p.m. - Saturday, October 31, 2026 — 11 a.m.–1 p.m.
★ Final 2026 sail aboard the skipjack Claud W. Somers- Saturday, October 24, 10 a.m.–noon. Sail aboard the museum’s restored 1911 oyster-harvesting vessel. Tickets are $30 for members and $35 for nonmembers; museum admission is included. Ages 10 and older, limited to 15 passengers. Reserve at 804-453-6529 or office@rfmuseum.org
- ★ Final October weekends at Tilghman Watermen’s Museum- October 24–25 and October 31, 10 a.m.–3 p.m. 6031 Tilghman Island Road, Tilghman. Free museum preserving Tilghman Island’s watermen, working boats and community traditions. Museum information www.tilghmanmuseum.org
- ★ CBMM OysterFest- Saturday, November 7, 10 a.m.–4 p.m. Chesapeake Bay Maritime Museum, St. Michaels. Oysters, Talbot watermen, traditional demonstrations, dip-net making and historicworkboat cruises. The restored 1920 buyboat Winnie Estelle will be christened at 3 p.m. The Rosie Parks sails are sold out. Program and tickets cbmm.org
★ 37th Annual Oyster Roast — Saturday, November 14, 1–4 p.m. The museum’s signature waterfront fundraiser features Chesapeake oysters and maritime community traditions. General admission is $70. Also highly suitable for the Skipjack Heritage website. Event details and tickets
- Jellyfish Day- Saturday, November 14, 10 a.m.–3 p.m.
- Calvert Marine Museum, 14200 Solomons Island Road, Solomons. Educational activities examining jellyfish and their role in the Chesapeake ecosystem. Event details calvertmarinemuseum.com
- ★ Christmas at Piney Point Lighthouse- Saturday, November 28, 5–8 p.m. Piney Point Lighthouse Museum, 44720 Lighthouse Road, Piney Point. Illuminated lighthouse grounds, 18 themed trees, an 18-foot crab-pot Christmas tree and a lighthouse-building challenge. Free; $5 donation suggested. Event details www.visitstmarysmd.com
- ★ Holidays at Piney Point- November 29–January 3, daily 10 a.m.–5 p.m. Guided lighthouse and museum tours, decorated Keeper’s Quarters and special exhibits. Closed Christmas Eve and Christmas Day. Visitor information |