The first 3 Dragon Quest games do not hold your hand.
Dragon Quest V
Fuck you nigga this game is great. And also Bianca and her Daughter are the cutest lolis in vidya
I wholeheartedly disagree, breaking it into chapters gives each character a chance in the limelight, rather than just being one-off additions. And it gives you a chance to familiarize yourself with their strengths and abilities. DQIV is actually my favorite for that reason, with DQV second.
Quite literally, once you make it to the first timeskip. And if you want to really exploit the game and try out all three waifus, go to the casino before picking one and play until you get some crazy good equipment, see if you can recruit a Metal Slime (I don't remember if you can yet), save, and then copy your file and pick a waifu. Then go back and pick a different one if you don't like her, or if you finish the game and want to do it again, et cetera, because your casino equipment will make it a breeze.
Also remember to use party chat. Spam that shit.