This is an annual calendar of events taking place on and around the Chesapeake Bay that are water related or related to the Bay's cultural, ecological, or maritime culture. The calendar includes a wide variety of events including festivals, boat races, boat shows, fishing tournaments, exhibitions, seminars and workshops. Chesapeake Bay EventsOctoberOctober 8 - 12 -- United States Sailboat Show. The Annapolis Sailboat Show is the oldest and largest in-water boat show in the country. Annapolis City Dock and Harbor. Annapolis Sailboat Show information. Annapolis, MD. October 15 - 18 -- United States Powerboat Show. The Annapolis Powerboat Show is the oldest and largest in-water boat show in the United States. Annapolis City Dock and Harbor. Annapolis Powerboat Show information. Annapolis, MD. October 7th - Harvest Festival. Sunset Beach Resort, Kiptopeake, VA. Noon to 4:00. Tickets $40. Call Chamber of Commerce for more info. 757-787-2460. October 13 - 17 -- Great Chesapeake Bay Schooner Race. Annual sailing race from Baltimore to Portsmouth to benefit the Chesapeake Bay Foundation and the Elizabeth River Project. Post-race party includes an awards ceremony and oyster roast, to be held at portside at the North Ferry Landing, Noon to 11 p.m. More Information. Annapolis, MD & Portsmouth, VA. October 16 -- Chamber of Commerce Bull and Oyster Roast. Hutchins Park; Raw bar, pit beef, ham and turkey, beer, sodas, DJ, Chinese and silent auctions. More info. Havre de Grace, MD. October 16 - 17 -- Chestertown Wildlife Exhibition and Sale. Over 60 carvers, artists and craftsmen are on display throughout the historic district. More information. Chestertown, MD. October 16 -- Crisfield Waterman's Festival. 1:00 pm - 5:00pm at the Somers Cove Marina. ALL YOU CAN EAT - Oysters, crabs, clams, chicken, salads, sides, beverages, and more. More Information. Crisfield, MD. Oct. 17 -- Tilghman Day. Come enjoy the fun with the "locals" and watch watermen and boat docking contests. Fill yourself with wonderful seafood, listen to live music, and check out the antique shops, auction and craft tables. Kronsberg Park. More Information. Tilghman Island, MD. October 23 - 25 -- Annual Schooner Rendezvous. The annual Schooner Rendezvous is held at Long Wharf in Cambridge, Maryland. Cambridge, MD. October 24 - 25 -- Rock Hall Oyster and Seafood Festival. Celebrate the opening of the oyster season at this town wide festival. Enjoy the All-You-Can-Eat waterfront buffet, live entertainment and fun for kids. A fleet of traditional Chesapeake Bay Workboats will be on display. Don't miss the Oyster Ball at Waterman's Crab House Saturday Night. 12-4pm for the All-You-Can-Eat and 7-11pm for the Oyster Ball. Rock Hall, MD. Oct. 27 -- Mid Atlantic Small Craft Festival. One of the nation's premier small craft events. Hundreds of amateur and professional builders and enthusiasts bring their skiffs, kayaks, and canoes. Take part in demonstrations and workshops, or simply chat with the owners and watch these one of a kind vessels race. 10 AM - 5 PM. Ches. Bay Maritime Museum. St. Michaels, MD. October 29 - November 1 -- Schooner Sultana Downrigging. Traditional sailing vessels from around the Chesapeake will visit Chestertown to help the schooner Sultana celebrate the close of its season under sail. More Information. Chestertown, MD. NovemberNovember 6 - 7 -- Urbanna Oyster Festival. Official Oyster Festival of the Commonwealth of Virginia. Visit the Oyster Festival website for more information. Urbanna, VA. Nov. 13 - 15 -- Annual Waterfowl Festival. Wildlife paintings, sculpture, carvings, decoys, photography and fine crafts at 15 exhibit sites throughout town. Also retriever, fly-fishing and stunt dog demonstrations, Wine Pavilion and Sportsman’s Pavilion. Goose and Duck Calling Contests, master classes, decoy auction. More Information. Easton, MD. Nov. 21 -- Grand Illumination Parade. Norfolk kicks off the holiday season with the lighting of downtown buildings. Parade includes lighted floats, marching bands, and Santa Claus. 7:00pm. Norfolk, VA.
December December 5 -- Boat Parade and Santa's Arrival. Join Santa as he arrives at the bulkhead in the company of bands and lighted boats. Boats come through the jetty at 6pm. More info. Rock Hall, MD. Dec. 12. Onancock Christmas Homes Tour. Tour Onancock homes, decorated for the holidays, in this annual event. Plus, a holiday music concert at Historic Cokesbury Church. Tour tickets can be purchased during the event. More info. Onancock, VA. Dec 14 - Annual Candlelight Tour of Historic Havre de Grace. Noon to 8:00pm. Tour historic homes and buildings. This is the BEST holiday activity in Havre de Grace! There is an admission fee. Tickets sold at the Visitor Center located at 450 Pennington Avenue. More info. Havre de Grace, MD.
January through March April through June July through September
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