How do I semi-automatically guess Wifi passwords?

In some travel destinations, free wireless APs with simple WEP or WPA PSK passwords are common place. Every hotel, cafe, and so on has one. However, language barriers can make it difficult to communicate the password. Common mistakes include "A" vs. "a", "y" vs. "i", "c" vs. "z", "1" vs. "7", "O" (letter) vs. "0" (number). Frequently, you'll find travellers guessing and discussing passwords. Is there are more efficient solution than manual trial-and-error? I'm looking for an app or other solution, that * saves the hassle of retyping the same password and variations thereof by remembering previous guesses, * gives faster, better feedback if the connection with the current password fails (weak signal or wrong password?), * can efficiently try a number of passwords (variations of the password I entered or default passwords from a dictionary). I'm not interested in cracking a network with strong security. I want to get connected quickly if the waiter tells me "It's just oh, one, two, a, be, zee" while he's on his way to the next table. An efficient WEP or WPA2 cracker would get the job done, but for this purpose it's not required to crack strong passwords.