I'm having difficulty with the 'learn gesture type icons.' Even though a Sim learns a gesture and it appears in his memory, it doesn't always fulfill the matching vacation icon.
If I'm not very mistaken, the memento is triggered when you use the gestures towards someone after having learned it. I've seen this not only with gestures, but with the hula as well. Which makes even sense, because the corresponding want is "[Learning (whatever)]", whereas the memento says "[Doing (whatever)]".
Ok. I'll go back and make the Sims that have the unfulfilled momento do the gestures. I hope this works at home, as that is where they all are now.
As for the massages: Yes, there are only three, one per destination. Are you sure your sim doesn't just want to get a massage? Mine want that all the time.
I'm seeing the 'learn massage' want for sure. A knowledge Sim that has learned all 3 massages went on a fourth vacation to try to pick up the momentos that were missed the first time around. All throughout this vacation she kept rolling up the 'learn massage' want. It usually showed up right next to the 'get massage' want.