Actually, there is nothing in "Samaritan Snare" to indicate that it would have been Picard's first Academy year.
Quite to the contrary, Picard says he was a "young Starfleet officer", meaning he would be out of the Academy already, having graduated at the top of his class.
The only timing cue given in the episode is that Picard was "not many years older than" Wesley, which tells us basically nothing.
Ok, I checked it again. In fact, I had watch it last in Portuguese and, mistakenly, took "primeiro...classe...na Academia" for first class/year of the Academy. I just checked in English and saw my error. I am sorry for the mix-up.