Did you know that even “1st Generation” Airport Expresses can output TOSLINK digital audio via the same port as the analog jack? I didn’t either, but I’m glad I stumbled on that information.
Here’s my current setup: iPad in the kitchen -> Airplay -> Airport Express -> Mini-to-standard optical adapter -> Amazon basics fiber optic cable -> $20 optical to Coax SPDIF converter box -> ART D/IO DAC -> Preamp -> tube amp -> Yamaha SP-20 speakers