I'm currently mapping my "world" map - the Mountain Realms (link in signature). One of the important cities there is Breakwater - the only harbour city and also where my players (D&D) resides. I've drawn the city by hand some time ago - but are now working to convert it to digital format via Illustrator and Photoshop. But as I'm currently changing the world map - the city will also meet some changes, like having a great river run by it and having some alterations to the fortifications to take into account the growing of the city over time.
The map posted below is to show how the city started before the comming changes. I hope you like it and feel free to comment