Flag House Inn

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Day Trip from Flag House Inn (Annapolis): Kent Island/Kentmorr Restaurant & Crab House

We’re always on the lookout for great places both in Annapolis and a short drive away.  Today we found a real gem, the Kentmorr Restaurant, beach and crab house….

But first, make sure you book your stay with the Flag House Inn, we offer a great location only 2 blocks from city dock, included parking, yummy breakfast, king beds and en suite bathroom.  Book your stay by clicking here.

To get to Kentmorr, go over the 450/Naval Academy bridge, get on US 50 east, go over the Bay Bridge (hint, stay to right through tolls to avoid driving against oncoming traffic when 2 way operation in place) , take the first exit (MD Rt 8), head south about 5 1/2 miles, look for signs to Kentmorr, drive back towards the Bay past a number of homes bordering a grass airstrip, and follow around to the restaurant.  If parking looks tight, just keep driving past the marina, there is plenty of parking further back.

Once there, walk along the docks, you’ll see a wide variety of people docking up their boat or have a look at the Bay Bridge in the distance – you can even see Annapolis and Greenbury Point in the distance!

When you’re ready the hostess will seat you (we got lucky with an outdoors table).  You can order steamed crabs or any of a large number of apps and entrees.  Be sure to get the daily specials sheet, we found some great items: Crab cake/ soft shell platter ; blackened rockfish tacos, and one of my all time favorite desserts – peach cobbler (see pics!)

We also spent some time at Dirty Dave’s Tiki Bar, part of the beach in front of the restaurant.  Dip your toes in the Bay, walk along the beach, or like us, order a “Crush” – It’s a popular local summer drink; you can order orange, grapefruit, peach, or mango.  If it’s a busy weekend, you may need to pay a $5 admission.

All in all, we had a relaxing late summer afternoon over on the Eastern Shore. We found out about Kentmorr from the owners Dave & Tammy Harper, who had stayed with us several weeks ago.  Growing up, Marty spent many weekends driving down Route 8 to Romancoke to go crabbing, and we never knew about this place.  What a gem!

Speaking ot Romancoke, if you want to see where the locals fish & crab, check out either Matapeake or Romancoke piers, you’ll likely see people wetting a line

(Full disclosure – we did not receive, nor give, any discounts.  We purely want to bring you the best experiences the greater Annapolis area has to offer!)

boats tied up at dock

Lots of boats dock up at Kentmorr; it gets quite busy on summer weekends

crab cake, softshell crab, potato salad, tomato slice

We had 3 delicious entrees at Kentmorr – they make most everything in house such as the potato salad. And check out those monster eastern shore tomatoes!

peach cobbler and vanilla ice cream

baked peach cobbler with ice cream

dining room, restaurant

The dining room fills up early

sign that says "Dirty Dave's Tiki Bar"

Have a relaxing stay on the beach

beach, chesapeake bay

Kentmorr offers a good size beach, lots of chairs and shade, along with their Tiki Bar


Kentmorr offers a beach to hang out

boats tied up at marina

Several charter boats are based at Kentmorr, plan ahead and have a day of fisshing

sign board

plan ahead and book a fishing outing – we have some recommendations

2 thoughts on “Day Trip from Flag House Inn (Annapolis): Kent Island/Kentmorr Restaurant & Crab House

  1. Hi Doug – good question – I guess the time to get across the Bay depends how fast your boat is :-)…. I am not a boater, but I do know that from shore of Kentmorr, you can look directly across the Bay and see the spires of downtown Annapolis….. and the Bay Bridge is about 4.5 miles over water, so lets say 5 miles on the water…. on the day we went we saw loads of day trippers coming in for lunch, fuel and to hang out…

    We’d love to host your Bay outing and we are only 2 blocks away from City Dock and nearby to many marinas on Back Creek…. You can book here:

    Marty Etzel

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