Basic questions for newbie

I mainly stream Qobuz into pi2aes/Roon to a Schitt Dac/vtl integrated amp. But I listen late at night after wife has gone to bed, keeps her awake. Vtl has a headphone out but is about 10’ from where I sit (Long cable, heavy?). 

I have no experience in headphones. What are options I should pay attention to? Do I just plug headphone in amp? Or run from my surface or iPhone ?  Or ???
I also use Qobuz and run the Apple Camera Adapter from my iPhone or iPad into an Audioquest Dragonfly Red portable amp/DAC into a pair of HifiMan HE400S ‘phones and works really well at home or on the go.  Just one option if you’d rather not run a long cable. 
If you like the sound out of the VTL then buying a longer cable seems like a no-brainer?  Most good cables are really lightweight.  You will never get better sound wirelessly.
Thx. Ok so if a longer cable isn’t too big a pain, then now what about headphones? I have no clue about them...
What speakers do you have?  What aspects of sound reproduction are most important to you?  This can help narrow down what type of headphone might work best.  
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Speakers - Sonus Faber Electa Amator II

I have never quite understood the language for describing reproduced music but here is my best shot: I listen to a lot of female vocalists, some jazz, a lot of music that is spare, with some space to absorb the feeling. Last night I listened to Cat Stevens 50th of Tea for Tillerman and loved his 70 yr old voice. So toward the warm side, I guess, but where instruments are not all mushed together.
Not sure if that’s any help. Thx...
What’s your budget?  Also, I don’t know if there are issues associated with long headphone cable runs so might want to look into that before taking the plunge. 
If you own a iPhone why not get AirPods Pro? Download the Qobuz app on your iPhone and you are in business. 
If you like the Sonus Faber sound, consider headphones by ZMF. But they do require a good amp to drive them to full potential.