How to fit BB bearings to install Ultegra Crank on road bike Wilier Cento 1
Edit: frame is BB94 not 386 



Your hollowtech bb wouldn't work as you correctly identified you'd need BB386 pressfit bottom bracket, (see exploded diagram below)you'd just need to make sure the bb you choose is compatible with your chainset and yes ideally you'd need a bottom bracket press to fit this or alternatively your lbs would fit it. 

You'd need something like a bb reducer spacer kit to change your bb from bb386 to bb30...
bb386/30 converter kit

and then the pressfit bb30 bb that will accept you ht2 ultegra cranks.
FSA Reducer



bb press tool
See Also... How to service a bb30 bb