My usual to-go audio kit.
First photo:
Lid: Extra microfiber cloths and an errant silicone dehumidifier packet on the left. Spare cables, adaptors and tools in two pouches on the right, which are velcro'd to the lid. Most of the stray cables and adaptors that you see are supposed to be in those pouches; I got sloppy.
Base: Clockwise from lower left: iPod Video 5G with 128gb SSD strapped to a Leckerton UHA-6S (first gen) with a homemade SPC LOD. RSA SR-71B on top of a Meier Porta Corda II. Soft pouch with Heir Audio 4.A and homemade SPC cable, terminated in an RSA balanced plug. Black hard case is a mystery guest. The blue thing is a two-USB power adaptor, alongside a white bog-standard iPod USB cable. The white blob below the iPod is a homemade RSA-3.5mm plug adaptor.
Second photo: Glamor shot of the powered electronics in the case.
Do I travel with this? Kinda yeah. It's what I carry between home and office every weekday. I have a smaller version of this case that I can pack in two ways: the iPod and two amps, one IEM, Apple's small power plug, and cables; or the iPod and one amp, two IEMs, the blue power plug above, and cables. The smaller case is what I fly with, though when I'm actually on the plane the IEMs as often as not are being used as earplugs and not connected to anything. Of the three amps, the Meier is most often left at home because it doesn't play as nicely with my IEMs as the others.