I'll have an approximately two week leisure trip to Italy departing from the NYC area the last week of May. The best airports for me are PSA or GOA but Milan is also okay. I have almost no experience with award tickets. Does anyone have any suggestions for an interesting award option preferably taking in another city (or two) elsewhere in Europe. I would be interested in traveling business or better at least on the outbound leg, and probably in overshooting Italy outbound for a stopover somewhere else. I'm currently sitting on 100,500 Skymiles points and 258,000 AAdvantage miles (although I would probably prefer to keep the AA miles for a family trip later in the summer). I have the Sapphire card on the way and expect to complete the minimum spend fairly quickly. Any suggestions for interesting awards, or other hints on booking, are welcome. Thanks in advance.