Bite of Baltimore - Fells Point & Mt. Vernon Food Tour - All Year Long - Food. Facts. Fun. These are the 3 things we can promise on a Food Tour! Every Sat and Sun, Bite of Baltimore offers these amazing walking tours in the Fells Point, Mt. Vernon, or Federal Hill Neighborhoods. You will enjoy a progressive dinner (very filling!) consisting of 4 plates of food: appetizer, entrees, and desert along with a seasonal cocktail.

September:

National Hard Crab Derby - August 30 - September 1, 2024 - The Crisfield National Hard Crab Derby is a favorite annual Labor Day weekend event on the Maryland Eastern Shore, a unique crab themed event that includes crab races, crab cooking and picking contests, crafts, live entertainment, beauty pageants, parade, fireworks and more.

Wine On The Beach - September 6-7, 2024 - Ocean City Inlet Park – Where the Boardwalk Begins. Featuring Wineries from Maryland, Micro-Brew beer and Domestic Beer for purchase, Delmarva Cuisine, Quality Arts & Crafts, Local Live Entertainment

Maryland Restaurant Week - September 13-22, 2024 - For ten days, we’re bringing all counties and all restaurants together to celebrate and support our industry. For the restaurants: There are no course requirements, no prix-fixe menus needed, and no entry fees. Participating restaurants may offer special menus, discounts, or seasonal fare for dine-in, curbside, or carryout. The dining public is invited to enjoy these Maryland Restaurant Week-specific specials.

Maryland Wine Festival - September 14, 2024 - The Maryland Wine Festival® returns to the Carroll County Farm Museum for a single-day event! Join us for our 40th annual celebration of Maryland wine. Enthusiasts of local wine and fans of great local festivals are invited to enjoy the beautiful grounds of the Farm Museum while exploring delicious, local wine, shopping from juried artisans, and dancing to live music! This year’s event will take place on Saturday ONLY.

Family Fest On The Potomac - September 14, 2024 - FREE FOR ALL AGES! Bring the whole family for fun activities, food, live music (featuring the Sibling Rivalry Band) FREE admission to Museum, Lighthouse and Historic Park, Exhibits and vendors and a variety of food trucks.

Maryland Seafood Festival - September 14-15, 2024 - The Maryland Seafood Festival hosts loads of seafood vendors, local shopping and vendor options, a fantastic beverage selection with lots of local craft beer and kids activities.  The Crab Soup Cook-off will again occur on-site on Saturday and tickets are available in advance.  Tickets are non-refundable but are exchangeable.  Pets are not allowed!

Johnny Appleseed Festival - September 14-15, 2024 - The fall festival will celebrate our orchard heritage with apple pie and ice cream and anticipates a crowd of 5,000 over two days. Local businesses will share goods and services, and Paradise will host artisans from all over the state and beyond selling a variety of handicrafts.

Calvert County Watermen's Festival and Boat Docking Competition - September 15, 2024 - Starting at noon at Watermen's Wharf at the end of Solomons Island. The Festival is perhaps best known for our Boat Docking Contest, during which work boats and charter boats compete within their divisions for cash, prizes and trophies.  Never a dull moment, this is a spectacular event to watch!  Beer, food and soft drink sales and exhibits by some of our sponsors will also be available. Live entertainment will be provided by Deanna Dove, the Island Girl herself. This year we'll also feature a Buoy Toss Contest for kids 7 and under, a Small Ahchor Toss (8-10 year olds) and a Large Anchor Toss for 11-14 year olds.
SEATING IS LIMITED SO PLAN TO ARRIVE EARLY!

Trifecta Food Truck & Musical Festival - September 21, 2024 - Thirty-Five plus food trucks, Fifty plus vendors, Twelve plus awesome live bands, local craft beer & cocktails, free mechanical bull rides, axe throwing, the O's Bird and more.

Susquehanna Wine & Seafood Festival - September 21, 2024 - The festival will feature 20+ local restaurants and food trucks including Jimmy’s Famous Seafood, Conrad’s Crabs,  Mason’s Famous Lobster Rolls,  Faidley’s Seafood, Flash Crabcake Co., Shell & Barrell, Sobeachy Haitian Cuisine, London Chippy, Cream Cruiser and more! Each restaurant will serve signature seafood dishes ranging from crab cakes, lobster rolls, grilled oysters, and fish tacos as well as Maryland steamed crabs (of course)! There will also be non-seafood fare available. In addition to delicious culinary offerings, the festival will feature 60+ wines, signature cocktails, and brews. The event will feature live music, cooking demos by local chefs, wine pairings, mixology demonstrations, unique shopping, a VIP tent and a family zone. Locals and visitors will get a chance to experience some of Maryland’s best seafood in a fun, casual, waterfront setting.

The Big Dill World’s Largest Pickle Party - September 21, 2024 - Drawing more than 10,000 pickle fanatics, this annual festival features pickle-based cocktails and a pickle-based lager, pickle eating and brine chugging challenges,  music, comedy, food, and a fantastic kid zone with rock climbing, skee ball, and more. Join the party and see what the big “dill” is!

J. Millard Tawes Crab & Clam Bake - September 25, 2024 - All-You-Can-Eat.Steamed Blue Crabs, Steamed Clams, Steamed Corn, Raw Clam Bar, Fried Clam Strips, Fried Fish, Sweet Potato Fries, French Fries, Onion Rings and Watermelon. Includes beverages with all-can-drink Iced Cold Pepsi and Bottled Water, Cold Draft Beer (with I.D.). Drink responsibly and bring a designated driver! Bring family, friends & co-workers to join us for a beautiful day by the Bay with musical entertainment and enjoy the finest seafood our local waters and watermen have to offer.

The Maryland Italian Festival - September 27-29, 2024 - Billed as the largest Italian festival in Maryland, this event has it all. Featuring live entertainment, carnival rides, beer, wine and cocktails, Italian food, cooking and wine demonstrations, a bocce tournament and more…this festival is a sure-fire recipe for a weekend of delicious family fun.

Taste of St. Mary's - September 28, 2024 - Spend your afternoon in the heart of Downtown Leonardtown sampling the best dishes that our local restaurants have to offer. This family fun event will have a wide variety of food and drinks, kid friendly activities, and a classic car show.