Urbanna Oyster Festival
This 56th annual running of one of the Chesapeake's biggest bivalve fests will feature oysters (of course), two parades, a shucking contest, arts and crafts vendors, live entertainment and wine tastings. Urbanna Va.
Fri. 10 a.m.-5 p.m.; Sat. 9 a.m.-5 p.m. 804-758-0368; www.urbannaoysterfestival.com
Get your fill of oysters and all things Chesapeake at this annual fall festival with great food, family activities, skipjack and buyboat rides, live music, aquaculture and restoration exhibits, oyster tonging and oyster cooking demonstrations and retriever games. Chesapeake Bay Maritime Museum, St. Michaels, Md.
10 a.m.-4 p.m. 410-745-2916; www.cbmm.org
Grab your tugging gloves and join in the tug-of-war across Spa Creek, pitting Annapolis against the feisty Maritime Republic of Eastport. Before and after the tugging, enjoy live music, food and fun on both sides of the creek. 10:30 a.m.-4 p.m.; the tugging begins at the "crack of noon." www.themre.org
Caribbean 1500 Start and Race
Head to Portsmouth, Va., to cheer on the boats heading to Tortola, BVI in this popular cruising rally and race-and stay for the parties. Sailors will rally and race from Portsmouth's Ocean Marine Yacht Center to Tortola, BVI. Group start is scheduled for noon on Nov. 3. 757-788-8872; www.worldcruising.com
Colonial Beach Rockfish Tournament
This annual rockfish tournament, with over $10,000 in prize money, features two days of great fishing. Organizers this year have added a Special Anglers' Division for disabled and mentally challenged anglers.Colonial Beach, Va. Sat.-Sun. Fishing 7 a.m.-4 p.m. 804-224-5000; www.rockfishtournament.org
Venues across Easton, Md., will participate in this annual festival, which will showcase over 300 artists' wildlife paintings, carvings, decoys, photography and more. There will also be calling contests, retriever and fly-fishing demonstrations, and more. Easton, Md. Fri.-Sat. 10 a.m.-6 p.m.; Sun. 10 a.m.-4 p.m.
Reedville Oyster Roast
Get your fill of all-you-can-eat oysters, bean soup, clam chowder and more along with plenty of music, dancing, and fun, all to benefit the Reedville Fishermen's Museum. Reedville, Va. 2-5 p.m. 804-453-6529; www.rfmuseum.org
Enjoy an evening of gallery openings and receptions, late retail shopping, live music, restaurant deals and more. Downtown Cambridge, Md. 5-9 p.m. 443-477-0843; www.cambridgemainstreet.com
With extended hours for the holidays, the Yorktown Riverwalk Landing will be busy with shoppers stocking up on local produce, fresh seafood and baked goods, plus holiday treats and gifts, all while enjoying live entertainment. Riverwalk Landing, Yorktown, Va. 9 a.m.-3 p.m. 757-890-3500; www.yorkcounty.gov/tourism.
Casey Neal Rogers Rockfish Tournament
This rockfish challenge will feature a $5,000 first prize and benefit the Casey Neal Rogers memorial scholarship fund. An awards dinner open to the public will follow. Smith Point Marina, Reedville, Va. Fishing
7 a.m.-4 p.m., awards dinner to follow. 804-453-4077; www.cnrtournament.com
Monster Rockfish Tournament and Festival
Visit Greenwell State Park to enjoy a festival after the previous day's $130,000 prize-packed open rockfish tournament. The festival will feature a rockfish cook-off, kayak demonstrations, tours of historic Rosedale Manor, arts and crafts vendors, and the tournament awards. Hollywood, Md. Sat. fishing 5 a.m.-3 p.m.
Sun. festival 11 a.m.-5 p.m. www.monsterrockfishtournament.com
Grand Illumination Parade
The holiday season in Norfolk will kick off with a grand parade, lighted floats, marching bands and Santa, and the lighting of the Norfolk and Portsmouth skylines for the holiday season. Norfolk. 7 p.m. 757-623-1757; www.downtownnorfolk.org
MSSA Fall Classic
Anglers across Maryland's waters will vie for nearly $100,000 in prizes during the Maryland Saltwater Sportfishermen's Association's annual fall tournament. Weigh stations are open until 4 p.m. 410-255-5535; www.mssa.net
Colonial Food and Feasts
See how settlers might have prepared their Thanksgiving dinners in 17th- and 18th-century Virginia. Jamestown Settlement and Yorktown Victory Center, Yorktown, Va. 9 am.-5 p.m. 888-593-4682; www.historyisfun.org
Nov. 29-Dec. 1
Made in Mathews Studio Tour
Artists all over Virginia's Mathews County will welcome visitors during this open-studio weekend.
Fri.-Sat. 10 a.m.-5 p.m.; Sun. noon-5 p.m. 804-725-4229; www.madeinmathews.net
Cape Charles Oyster Roast
This annual oyster roast will feature fresh, local oysters and other great food, live music and a silent auction to benefit the historical society. Cape Charles Museum, Cape Charles, Va. 5-9 p.m. 757-331-1008; www.capecharles.org
For more events around the Chesapeake Bay, visit the Cruiser's Calendar at ChesapeakeBoating.net.