Newbie poster here but long time voyeur!

What are people’s experiences in jumping over versions when upgrading? We are currently looking at going from 2008R2 to 2016 for a number of applications. As far as I can see the 2016 Migration Assistant (upgrade advisor!) doesn't even consider 2008R2. Would you upgrade to 2012/2014 and then do a separate upgrade to 2016 or just go straight to 2016?