Watches are easy to get lost in. In order of watches most worn to least worn
Casio GW-M5610U-1ER
https://amzn.to/3MZoL0V
Citizen Promaster
Casio F91WG-9
Steeldive “Willard” (Chinese clone of the Seiko Willard)
As guys have said, you can spend a ton on watches. I’ve owned several Tudors, seikos, custom seikos, citizen and Casio. The square body gshock gets the most wrist time because it is the most accurate and has a ton of features that fit what I need. The citizen pro master is great, super accurate and sits lower on the wrist than an automatic. The Steeldive Williard clone surprised me. I had a Seiko king turtle and that watch, and the Steeldive was better all around except for the namesake. I sold the king turtle because my watch collection got a little out of hand.
If you want an automatic watch, go with a Seiko SRPE93
https://amzn.to/4cDYRu9
It’s the most recent version of the Seiko turtle. It’s slightly outside your price point but shop around. Good movement, cushion case, everything you need from a dive watch. After that, save up for a luxury brand if you really want to scratch the itch. I love watches but I won’t buy another one because I have what I need now. I only really wear the gshock and almost feel “obligated” to rotate because I have the others. I’d honestly sell the rest if I thought I could.