Here are the less than positive comments. As i recall, the 2002 Maser Spyder has a chassis that flexes easily. During my test drive of the Maser Spyder it was easy to detect this defect, and Maser fixed it in later models. Another factor is the first year of ANY car can be riddled with small things that get 'fixed' in later generations.
While i feel the 355 is a 'better' car than the Maser, beware the known header problem. Ferrari refuses to recognize this and replace them as a defect, as this is part of the emissions system and should under US law covered under warranty.
On the positive side, the Maser interior and ride comfort are smooth. It is no track car and, frankly, an average sports car that has very low visibility (bling). These can be very good things. If you like GPS Navagation built-in to your Maser, forget the Maser system. Everyone i spoke with who has it says it is lackluster.
The 355 is a Ferrari and as such, you get performance and style. My choice would be the 355 and just be aware of the header problems so plan to have $5k or so in the bank to replace them from time to time.