This are based on experience. I'm can't recommend what I have only seen.
The
last H bags I would think of as one-and-done are the Kelly (fiddly if you are actually using and not just posing - unsafe open) or a Birkin (unless you are Jane Birkin).
The all-leather Hermes Garden Party (great shopper/work) the Evelyne (any casual occasions) Bolide, Plume or DS are much better options. This is my experience. Obviously, that's not what most want to hear. The K and the B are scaled travel bags. Put stuff inside and unpack when you get there is not the same as 100 pit-stops, opening and closing, and making sure your bag has it's own chair in a busy restaurant.
@Vintage Leather I would say the Gucci Bamboo Top-Handle (one of my favourite bags) is fab if you want a handbag and will carry water bottles and devices in another way. Large is 36cm (you'd have to find preloved - but that was its original size) M 27cm a good handbag size. But they're rigid and don't like to be squashed/pulled/stretched and need to be sat-down when opened/closed. Like the H Kelly they're fiddly but like the K, for those that love them, they're worth it.
@A bottle of Red. I like the idea of a tote for all reasons and seasons. I've heard good
and bad about
Fendi PaB, to the point of irreconcilable, but they look gorgeous. I could recommend a BV Roma (have to be preloved).