The sun is shining, the temperature is getting warmer, Covid restrictions are easing up and it is a perfect time to dine on the water. Southern Maryland has restaurants that offer great food and beautiful views.

This week, I will give you locations of waterfront dining restaurants in Charles County. Most of these are crab houses that have piers available for boat docking. Several have full-service marinas. Check out their Facebook pages and/or websites for additional information.

Next time, I will let you know about waterfront dining in Calvert County.

Charles County waterfront restaurants include:

Captain Billy’s Crab House

11495 Popes Creek Road

Newburg, MD


Casual, seasonal American restaurant on the Potomac, offering locally-sourced seafood & a full bar.

Captain Billy’s hours:

Tuesday through Sunday – 11:00 am to 9:00 pm

Monday – closed

Captain Billy’s Facebook page:

Captain Charles Seafood House, Sports Bar & Marina

16320 Cobb Island Road

Newburg, MD


Seafood restaurant with steamed crabs. There is a bar and live entertainment. They have a full-service marina with boat rentals and slips.

Captain Charles hours:

Wednesday through Friday – 11:00 am to 2:00 am

Saturday – 8:00 am to 2:00 am

Sunday – 8:00 am to 12:00 am

Monday – 11:00 am to 2:00 am

Tuesday – closed

Captain Charles Facebook page:

Captain Charles website:

Captain John’s Crab House

16215 Cobb Island Road

Newburg, MD


Captain John’s specializes in steamed crabs, crab cakes, fish, crab legs, oysters, scallops, and shrimp. The seafood is fried in zero trans-fat oil. They have all-you-can-eat specials and there is an on-site marina.

Captain John’s hours:

Monday through Thursday – 12:00 pm to 9:00 pm

Friday – 12:00 pm to 9:30 pm

Saturday – 11:00 am to 9:30 pm

Sunday – 11:00 am to 9:00 pm

Captain John’s Facebook page:

Captain John’s website:

Gilligans Pier Seafood & Steakhouse

11535 Popes Creek Road

Newburg, MD


Gilligan’s Pier features seafood, steamed crabs, crab legs, and shrimp. They have live entertainment and a beach tiki bar.

Gilligan’s Pier hours:

Wednesday through Sunday – 11:30 am to 9:00 pm

Gilligan’s Pier Facebook page:

Gilligan’s Pier website:

Port Tobacco Marina and Restaurant

7536 Shirley Boulevard

Port Tobacco, MD


The Port Tobacco Restaurant is a full-service restaurant overlooking the beautiful Port Tobacco River. They offer cocktails, steamed crabs, hand-cut fresh steaks, and live entertainment.

Port Tobacco Restaurant hours:

Wednesday – 9:00 am to 5:00 pm

Thursday – 11:00 am to 11:00 pm

Friday – 11:00 am to 2:00 pm

Saturday – 11:00 am to 2:00 pm

Sunday – 11:00 am to 11:00 pm

Monday and Tuesday – closed

Port Tobacco Restaurant Facebook page:

Ray’s Pier

18170 Desoto Lane

Benedict, MD


A restaurant along the Patuxent River serving seafood and crabs/shrimp.

Ray’s Pier hours:

Wednesday and Thursday – 11:00 am to 8:00 pm

Friday – 5:00 pm to 9:00 pm

Saturday – 11:00 am to 9:00 pm

Sunday – 11:00 am to 8:00 pm

Monday and Tuesday – closed

No Facebook page or website

Scuttlebutt Restaurant and Marina

12320 Neale Sound Drive

Cobb Island, MD


Scuttlebutt’s is located on Cobb Island. They have great food and drinks, dinner specials, and live entertainment.

Scuttlebutt’s hours:

Sunday to Thursday – 11:00 am to 12:00 pm

Friday and Saturday – 11:00 am to 2:00 am

Scuttlebutts Facebook page:

The Rivah

12364 Neale Sound

Cobb Island, MD


A waterfront restaurant featuring locally-caught and prepared seafood, Friday night buffets and drink specials. There is a tiki bar, and they have live entertainment.

The Rivah hours:

Monday through Friday – 4:00 pm to 9:00 pm

Saturday – 11:00 am to 9:00 pm

Sunday – 12:00 pm to 9:00 pm

The Rivah Facebook page:

The Rivah website:

Lynne O'Meara

Lynne retired after 30 years of federal service with the Office of Naval Intelligence in 2015. After retirement, she was a Commercial Real Estate Agent, which is where she learned about the business side...

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