If you can, sit on the porch and watch tourists and natives alike walk by on Duval Street. The open air inside is also totally charming.
Square One is located on the "quality" end of Duval and has a variety of tempting delights from desserts to daily specials for quick nibbles. Our big dog was welcomed on the porch and the lady behind the counter quickly brought him a bowl of water without asking.

Michael the owner is always there to greet you.. Outside seating is avail but I prefer not to sweat during dinner..white tablecloths and candles are awaiting you. There's a piano and they always take requests.. Although the chairs and fabric are a little dated, everything else makes you forget about it..
I always get a sidecar to start the night off here. It's a tradition.. The night of our visit it was very slow but service and food remained remarkable..we were told by Michael that one of the tables were seated with people from NC.. And that several had been in that night..it was nice to talk with folks from back home..
Since therer were just two of us dining that night we had two drinks at the bar and ordered a hot crab appetizer. I had it my last visit and it was as good as I remember .. We asked it steak tartar could be served. Michael said no problem.. It was excellent..I ordered the surf n turf..it was made into oscar at my request. Again a great meal.
But when I got my check I was floored at the price of my meal. I should have asked but I was on a bday wing and was willing to spend a little more. But not $75.. I graciously questioned the waitress the high price. Michael did take $10 off the entree.
This is a must go for great service and food. But be prepared to shell out a few dollars..

Right up front let me say that my brother and his wife are good friends with Michael Stewart, owner of the Square One Restaurant. I had called my brother and told him that my wife and I would like to celebrate our 50th wedding anniversary in Key West. Arrangements were made for a private dining area at the Square One. Upon our arrival Michael was our host and seemed genuinely pleased that we chose to celebrate our anniversary at his restaurant. The ambiance in this restaurant is truly great. I cannot say enough good things about our waiter and his impeccable service. I was very pleased with my food and didn't hear any complaints from others in our party. The wine we drank, and other mix drinks, were all excellent. After dinner we all went into the lounge area for cocktails and I got to play the baby grand piano. Whenever I talk to people and find that they are going to Key West I never hesitate to recommend this restaurant. As far as food prices are concerned.....my little bubba paid for everything, however, let me say that when you have a host that greets you at the door with a smile and a kind word, a waiter that gives great service and delivers hot and tasty food to the table plus a wonderful atmosphere, you can always count on higher prices. I would say for value received that the prices are very fair and not out of line.

We are coming to the end of our honeymoon, and today, Deb from Fury recommended we come to Square One. I admit, we went somewhere else first (big mistake and I was seated in a PUDDLE of water under an air conditioner with no apology) but when we finally made it to Square One for our big dinner out, it was everything that Deb and Trip Advisor had promised. Yes, the food is higher priced, but the service is remarkable. We laughed for hours about how we were greeted with smiles and towels because it had just barely started to rain- after we left the previous place with my rear end soaked and not so much as a napkin. The food was good, you won't be disapointed by your great big glass of wine, or your great big piece of key lime pie. The live piano music just topped off the experience. This place had the kind of friendly atmosphere that made us feel comfortable with just enough sparkle to make us feel like we were having a special dinner out.