I think it's completely different for every child, but we started doing some spoon loading around maybe 10 months. We did BLW so everything up to that point was eaten with hands, but I started to introduce some yogurt and porridge that I could load up on a spoon and she could feed herself. She wasn't really feeding herself with a spoon independent of any help from me until just after a year, maybe 13 months? We introduced a fork with some meals shortly after that, which actually was easier than a spoon with certain things. I think as soon as your LO has the hand strength and coordination to attempt to hold a spoon or fork and explore eating with it, give it a go. In reality, they will still eat partially with their hands for awhile. My daughter is almost 2 now and though she had a fork or spoon for every meal (unless it's like a sandwich or finger food anyway), she still eats partly with her hands, sometimes hands help with getting food on the fork, sometimes they pick up things that have fallen, sometimes she shovels food in with both at once.
If your LO is already drinking from a sippy cup with a lid, then certainly you can start to introduce a regular cup with some help from you. I don't think there's an age when they should drink from a normal cup as there are plenty of 4 year olds who drink from sippy cups as they can run around with them and they don't spill (think of it the way we might think of using a water bottle when out or doing some activities). But if your LO is happy to try to drink from an open cup, then certainly give it a go. We started to use a doidy cup and then just a normal open cup with handles (or sometimes not) maybe around 14 months? Turns out she didn't really like sippy cups as she couldn't drink fast enough from them. So actually a normal cup was much easier. We haven't used a sippy cup regularly (unless I need it for in the car or other travel) since maybe 16 months? Probably next time I'll skip the sippy cup altogether and go straight to using a doidy cup.