Shirley has been cutting my (USN ret.) hair for over 30 years now (1/15/2026). Her associates - Jen…read moreand Angelika - are also licensed Master or Practicing Barbers. Nice people, comfortable atmosphere, no rush. Basic haircuts a specialty. Unfortunately Charlie had to retire due to medical problems a year or so back - he is missed. Come in, sit back, watch the fish. Jim W. Stevensville.

Nice people and great haircut! The price is reasonable also. Say hello when you get there!read more

Consistently great haircut from any of the three terrific ladies working here. Lots of repeat…read morecustomers, which says a lot!

I have used kim for maybe 20 years give or take, and to sum it up. If you need a barber if you just…read moremoved to the island or want a new barber. This will be the last one you will need hands down. But don't take my word for it. Go and you definitely will find out.

Great experience at The Family Barbershop in Annapolis. Joey introduced himself as Joey (baby…read morekangaroo), and honestly, that set the tone perfectly. The guy was bouncing around with great energy, kept me laughing the whole time, and somehow made the haircut go by so fast I barely had time to get comfortable. Even with all that energy, he was completely dialed in. The cut came out perfect, and all I had to do was sit there and relax while Joey (baby kangaroo) did his thing. Quick, easy, reasonably priced, and one of the more entertaining haircuts I've had in a long time. Highly recommend, especially if you want a great cut and some laughs with it.

First time here, recommended by Nick. Got a great cut by Sun who was friendly and welcoming. Great…read morefirst experience!

In town for a wedding and since my local barber in North Carolina broke his hip, now two years ago,…read moreI've struggled to find a reliable local barber who gives a good haircut, I decided to stop in. I went to school at Annapolis Sr High, but moved south a lifetime ago. Nick is a strong supporter on Panthers Football with some of the guys getting their wig hemmed up here, thus putting it on my radar. When I came in, actually on my first visit and a second visit a few weeks later, Nick was out. Yvonne took great care of me. In how small the world is, she worked at the shop that my brother used to get his haircut at, and during our visit we realized the connection. Great haircut, high and tight with some slight modifications like I love it. Normally this can be difficult outside of a military town, and I despite being home to the USNA, I don't consider Annapolis to be a military town. But Yvonne did just right, cleaning up my eyebrows, ears, and a shave edge up. Sometime conversations can be awkward when you're somewhere you don't normally go, but definitely not the case here. Great banter with her and the other folks. Complimentary drinks, water or beer, while you wait. And complimentary laughter to go with it. Some folks may walk in the door and see that lady barber and be put off, but knowing where she's cut hair and the amazing job she does, she's the real deal.

I enjoy the ambiance and banter of this barbershop. It reminds me of the old barbershop in…read moreCharlotte where the mirrors repeated endlessly. The haircut is great! No complaints in that department.

Another fantastic haircut. Andreas always comes through for me. I had an event that I had to go to…read moreand last minute he was able to get me in for a haircut, shave, the works.

This is the old fashioned barber shop you've been looking for. I enjoy the atmosphere as well as…read morethe expertise of the barbers. Their many years of experience ensures that they can cut and style your hair anyway you want it. My only complaint is that I wanted to stay in the chair and be pampered a little longer. I felt a little rushed, even though there was only one man waiting. I would hope that regular customers get to stay in the chair a little longer. Not the absolute perfect barber shop, but clearly the best in Annapolis.

Great service, friendly staff. My husband walked in for a line up and left very happy with the…read moreresult.

what a bad barbershop!!! they ruined me! It cut my whole forehead! I'm never going back! very bad…read moreand rude treatment. I don't remember the barber's name but he's the one on the left who answers the phone! they should take away his license!!! Any advice on how I can proceed?

Great Barber shop!!! Only excepts cash; Perfect haircut every time; Highly recommend Kent Island…read moreBarber shop for your haircut needs!

A particular barber there refused to cut my husband's hair because he said doesn't do black hair…read more He also said he doesn't like the color black and he doesn't fade hair. This makes absolutely NO sense. My husband has never been so humiliated in his life. Ps. If you ever ask for the manager/ owner to make a formal complaint, it is not HIM as he claimed. It's actually his brother. I am still waiting for our formal letter of apology. Ask for Tommy instead!

While Michelle is a lovely person, if I could give a rating lower than one star I would. This is…read moreeasily one of the worst haircuts I have ever received. I went in with hair midway down my back and asked for it to be cut shoulder length, she confirmed the length and began cutting. Except it's significantly shorter than we had agreed on (it doesn't even touch my shoulders!) and she gave me bangs without discussing it with me first (!!!!). Who does that? Now this might not be as much of an issue, except I've spent the last three years growing my bangs to the same length as the rest of my hair because it's curly and they flip in all sorts of directions. This is absolutely unacceptable and will not be going back.

I called them today and they were open for a few hours. I headed up there and they were two of them…read morenicest people I've ever met. I've been getting my haircut on the other side of the bridge for years I want to try someone local since I moved over here and have my hair cut. He did a great job and I would highly recommend them to anyone. Thanks Charlie.