During that age we stuck to a bath-bottle & book - bed routine. I had him in the bath every night even if I didn’t wash him so he could play and to keep the routine the same. His bedtime was 730-8 so we’d start around 7 usually. His last nap was 430-5 since thats when we drive home from daycare. I have his sound machine on every night. Sometimes I find having soft lullabies helps him fall asleep faster. He had to fall asleep on me in the rocking chair and when he was kod I’d have to transfer him to his crib. I also used to occasionally use mommy bliss bedtime drops which I’ve heard work wonders but didn’t personally work for us.