I wish to fly into Istanbul then travel to Italy staying near Bologna. I have only a week to do so, but am interested in seeing Eastern Europe and couch surfing along the way. From Italy I plan to take a month and travel through Germany and Holland, but that's a whole other set of questions.
Not sure what your actual question is... please clarify
I do not recommend trying to couch surf your way from Istanbul around the Adriatic to Italy in one week. Trains are slow there and the one departing Istanbul starts with a connection in the middle of the night. See www.skyscanner.com for flights from Istanbul to Italy.
How to Look Up Train Schedules and Routes Online gives you the DB train schedule link and tips for using it. Rick’s Train Travel Time & cost Map gives you an overview of faster train travel times in hours, as well as regular (full-price) 2nd-class fares.