West Point Crab Carnival
Celebrate the Bay's most popular crustacean at this festival, complete with a parade, live music, antiques, crafts vendors, and of course, lots of crabs. West Point, Va. Fri. 5-10 p.m.; Sat. 10 a.m.-6 p.m. 804-843-4620; www.westpointvachamber.com
Mid-Atlantic Small Craft Festival
Join hundreds of amateur and professional small craft enthusiasts who will be displaying their skiffs, kayaks, canoes, prams and one-of-a-kinds. There will also be workshops, demonstrations and races. Chesapeake Bay Maritime Museum, St. Michaels, Md. 10 a.m.-5 p.m. 410-745-2916; www.cbmm.org
Fells Point Fun Festival
Fells Point will be hopping during this annual street festival featuring five stages of live music, plus arts and crafts and food vendors, a flea market, children's
activities and more. Fells Point, Baltimore. 11 a.m.-
7 p.m. 410-675-7656; www.preservationsociety.com
Yorktown Wine Festival
Hit the Yorktown Riverwalk for an afternoon of sampling Virginia wines, food and artwork, and a performance by the Fifes and Drums of Yorktown. Riverwalk Landing, Yorktown, Va. Noon-6 p.m. 757-877-2933; www.villageevents.org
North Beach Harvestfest
North Beach will be decorated for fall, ready for beach-goers to enjoy local produce, crafts vendors, family activities and more. North Beach, Md. Noon-6 p.m. 410-257-9618; www.northbeachmd.org
Sip and savor local Maryland wines while enjoying live music, exhibits and demonstrations along the Patuxent River. Sotterley Plantation, Hollywood, Md. Noon-6 p.m. 301-373-2280; www.sotterley.org
Blessing of the Fleet Festival
This end-of-season event celebrates Maryland's birthplace with a boat parade, fireworks, entertainment, and, of course, the blessing of the fleet. There will also be water taxi rides to St. Clements Island and Blackistone Lighthouse, wine tastings, children's activities and Maryland Dove tours. St. Clements Island Museum, Coltons Point, Md. Sat. noon-10 p.m.; Sun. 10 a.m.-5 p.m. 301-769-2222; www.7thdistrictoptimist.org/blessing.html
Celebrate all things maritime during this annual University of Delaware festival, which includes lectures, ship tours, marine critter touch tanks, a crabcake cook-off and more fun activities geared toward marine science. University of Delaware Hugh R. Sharp Campus, Lewes, Del. 11 a.m.-5 p.m. 302-831-8083; www.decoastday.org
Turkey Shoot Regatta
This annual classic-boat regatta welcomes boats ranging from wooden yachts to older (25-years plus) one-design racers to race and raise money for hospice organizations. Yankee Point Sailboat Marina, Lancaster, Va. Sat. racing begins at 11 a.m., party at 5 p.m.; Sun. pursuit race starts at 11 a.m., awards at 4 p.m.
Holly Point Art and Seafood Festival
Stroll through Deltaville Maritime Museum's Holly Point Nature Park then enjoy lots of great seafood, antique cars and boats, creek cruises and activities for the whole family. Afterward, help raise funds for rebuilding the museum at the "Raise the Roof" fundraiser, an evening of live entertainment and fun. Deltaville Maritime Museum, Deltaville, Va. 10 a.m.-4 p.m.; fundraiser 4-9 p.m. 804-776-6950; www.deltavillemuseum.com
This annual wildlife art show features carving demonstrations, an auction, decoy carving competitions, displays and a deck party. Ward Museum of Waterfowl Art, Salisbury, Md. 8 a.m.-4 p.m. 410-742-4988; www.wardmuseum.org
Poquoson Seafood Festival Fishing Tournament
This kick-off event to the Poquoson Seafood Festival will have speckled trout shootout and rockfish roundup divisions this year. Messick Point, Poquoson, Va. 757-871-9246; www.poquosonseafoodfestival.com
Rock Hall Fallfest
Rock Hall, Md., will be hopping during this annual celebration, complete with workboats and skipjacks on display, concerts, food, children's activities, entertainment and more. Rock Hall, Md. 10 a.m.-4 p.m.
Taste of Kent Narrows
Sample all the best seafood from local restaurants, breweries and wineries at this annual food and wine festival, where live entertainment and children's activities will round out the day. Chesapeake Bay Exploration Center, Chester, Md. Noon-5 p.m. 410-739-6943; www.tasteofkentnarrows.org.
Good Old Boat Regatta
This annual regatta for "boats of a certain age," is open only to boats whose first hull was laid before 1980. Annapolis, off Tolly Point on the Severn River. Races start at 10:30 a.m. 410-266-6216 www.shearwatersc.net
Boat Show Bash
Unwind after a long day at the boat show at this lively bash featuring two stages for live music, plus food, drinks and plenty of fun. Eastport Yacht Club, Annapolis. 6-11 p.m. 410-263-0415; www.eastportyc.org
Chincoteague Oyster Festival
This 41st annual celebration of the Bay oyster goes all out with all-you-can-eat oysters and other fresh seafood, family activities, a raffle and lots of live entertainment. Advance tickets required. Tom's Cove Park, Chincoteague, Va. Noon-4 p.m. 757-336-6161; www.chincoteagueoysterfestival.com
Get your local produce, seafood, baked goods and artwork while enjoying live entertainment along the river. Riverwalk Landing, Yorktown, Va. 8 a.m.-noon. 757-890-3500; www.yorkcounty.gov/tourism
Join Sultana Projects' naturalists for kayak paddles to watch for migrating waterfowl (12th) and enjoy the full moon (18th). Kayaks provided. Turner's Creek Public Landing, Chestertown, Md. 10 a.m.-12:30 p.m. (12th) and 6:30-8:30 p.m. (18th) 410-778-5954; www.sultanaprojects.org
Patuxent River Appreciation Days
This annual celebration honors the Patuxent River with boat rides on the Wm. B. Tennison, newly restored Dee of St. Mary's and skipjack Nathan of Dorchester, lighthouse tours, boatbuilding activities, a parade and live music. Calvert Marine Museum, Solomons, Md. 10 a.m.-5 p.m. 410-326-2042; www.pradinc.org
Stella Maris Crab Feast
This annual crab feast and silent auction will benefit local hospice organizations and feature all-you-can-eat crabs, pit beef and barbecue. Maryland State Fairgrounds, Timonium, Md. 1-6 p.m. 410-252-4500; www.stellamariscrabfeast.com
Great Chesapeake Bay Schooner Race
Watch the amazing sight at the start line as some 40 schooners hoist their sails and race from the Chesapeake Bay Bridge to Portsmouth, Va. Pre- and post-race festivities include a parade of sail, an oyster and pig roast and lots of entertainment. Wed. parade of sail 5 p.m., Baltimore. Thu. race starts at the Bay Bridge at 1:30 p.m. 757-480-4402; www.schoonerrace.org
Poquoson Seafood Festival
This annual seafood festival celebrates the waterman's life with exhibits, live entertainment, lots of seafood, fireworks and more. Municipal Park, Poquoson, Va. Fri. 5-10 p.m.; Sat. 10 a.m.-10 p.m.; Sun. 12:30-
6:30 p.m. 757-868-3588; www.poquosonseafoodfestival.com
Celebrate Tilghman Island's Bay heritage with an oyster-shucking contest, crab-picking contest, crab skiff races, docking contest, anchor toss, an auction, arts and crafts vendors, and more. Tilghman, Md.
10 a.m.-6 p.m. 410-886-2677; www.tilghmanmd.com
Constellation Cup and Pier Party
Even if you're not racing in this fundraising regatta for the U.S.S. Constellation, you can get your tickets for the pier party to follow, which will boast tours of the Constellation, live music, a silent auction and more. Inner Harbor, Baltimore. Call for regatta times; pier party, 5 p.m. 410-537-1797; www.historicships.org
Yorktown Victory Celebration
Celebrate the anniversary of the victory at Yorktown with hands-on military activities, artillery drills, Revolutionary War encampments, parades, ceremonies and fireworks. Yorktown Victory Center,
Yorktown, Va. 9 a.m.-5 p.m. 888-593-4682; www.historyisfun.org
Fall into St. Michaels
This fall festival includes Jack Russell terrier races, ghost tours, a parade, kids pumpkin patch games and much more. Check website for details and times. 410-745-0411; www.stmichaelsmd.org
St. Mary's County Oyster Festival
Watch the pros at work during the National Oyster Shucking and the National Oyster Cook-Off contests, plus enjoy live entertainment, plenty of seafood, rides and games. St. Mary's County Fairgrounds, Leonardtown, Md. Sat. 10 a.m.-6 p.m.; Sun. 11 a.m.-6 p.m. 301-863-5015; www.usoysterfest.com
Oyster and Hot Sauce Festival
Get your freshly shucked fall oysters and slurp them down with specialty hot sauces from around the region. Cambridge, Md. Fri. 2-8 p.m.; Sat. noon-6 p.m. 410-228-0108; www.cambridgemainstreet.com
West River Heritage Day Oyster Festival
Enjoy a gorgeous view of the West River from the Salem Avery Museum's lawn, where you'll find fresh oysters, live music, tours, children's activities, raffle drawings and more. Captain Salem Avery House, Shady Side, Md. 12:30-5 p.m. 410-867-4486; www.captainaverymuseum.org
Marine Diesel Basics
Learn the basics of diesel maintenance and troubleshooting during this hands-on course. The "level II" diesel engine course will take place Oct. 28-29. Annapolis School of Seamanship, Annapolis. 9 a.m.-4 p.m.
Navigation and Piloting Course
Keep your navigating skills sharp during this weekend course that focuses on using charts, tide tables and the Coast Pilot, plotting courses, preparing for trips and brushing up on rules of the road. The "level II" electronic navigation course will continue Oct. 28-29. Annapolis School of Seamanship, Annapolis. 9 a.m.-4 p.m.
Cambridge Schooner Rendezvous
The Cambridge, Md., waterfront will be packed with historic Bay schooners (and quite a few modern tall ships). There will be dockside tours and cruises, live music and maritime entertainment, a blessing of the fleet, parade of sail and more during the weekend. Long Wharf Park, Cambridge, Md. 10 a.m.-5 p.m.
Sailing Hall of Fame Induction
Celebrate the 2013 class of inductees (including the Bay's own Stuart Walker) to the National Sailing Hall of Fame at this official ceremony at Annapolis City Dock. 1 p.m. 877-295-3022; www.nshof.org.
For more events around the Chesapeake Bay, visit the Cruiser's Calendar at ChesapeakeBoating.net.