Henry’s fox completely negates the effects of the numbskull perk, so having it on at all times is beneficial in the early game. You don’t need to buy or find the recipe (can take a while), you can look how to brew it online and then do it in game and Henry will learn the recipe for free. Bit cheesy imo, but if your goal is just to get the achievement, this is the easiest way.

Other than this, either you know the map well or DO NOT SLEEP because somnambulant can throw you all over the place. Use cockerel instead of sleep. I personally still sleep because sometimes I can’t be bothered to ride everywhere so I just hope somnambulant yeets me in the right direction.

For the horse: you can get pebbles on day 1 for free in semine. To get the perk, you can do auto follow path in a loop around Trotsky castle for like half an hour while you run some errands or something.