Hello! I did my first sprint tri in July. I had just started learning how to swim in Jan or Feb, so I chose a tri for which the swim leg was in a pool instead of open water. I highly recommend the pool swim as even experienced swimmers sometimes have a hard time making the transition to open water. Also, an event with a pool swim is pretty much guaranteed to be low key, not super competitive.
I think this is a great time of year to start thinking about it and planning. My advice would be to get in the water now, swimming is hard if you're just starting out, don't underestimate it even for short distances. Good luck!
The best part about going up hills is riding back down!