I struggled with this question for a long time. Traveling with amps and a DACs. It was heavy and bulky or a mass of interconnections.
My solution was to switch to highly efficient headphones designed to be driven by low power. I bought a pair of Ultrasonde Edition 8 that sound great driven directly from the iPhone.
The best solution depend on the circumstances you use the system. In particular, the ambient noise you will be experiencing. I enjoyed this solution for many years. But I realized I was fine leaving “high end” sound at home and traveling in comfort (+200,000 miles a year) was more important and switched to Bose QuietComfort. Not highly accurate but really enjoyable (like your favorite inexpensive wine as opposed to a $250 bottle of Bordeaux) to listen to and incredibly comfortable and could be worn with noice cancelation only in airports and airplanes.
So, depends on your usage.