Car service Venice to Verona and Verona to Milan

https://connectotransfers.com/
https://daytrip.com/

You will need a car seat for your 5 yo

Trenitalia does offer assistance for disabled etc
https://www.rfi.it/en/for-persons-with-disability/information-about-the-assistance-of-the-sala-blu-in-one-click.html

You might also consider that the train will be probably twice as fast from Verona to Milan 1:15 versus 2:30+ depending on traffic.

Transfers include the ease of potentially starting and ending at your final location versus needing to get to and from the train station, but the speed of the fast trains is hard to beat if time is a concern.

In Venice you will need to get somewhere to meet the driver - probably Piazzale Roma - unless you're going straight from the airport and skipping the city itself.

Hope it works out well for you,
=Tod

Thank you! Yeah I normally would do train but the issue for me is managing the bags etc. I suppose that is an issue regardless in Venice since I need to get somewhere

We have traveled with 2 RS convertible bacpacks when mobility has been an issue

Could you and your husband each carry one of those?
They fit an amazing amount of stuff

Sue, I recommend asking your hotel for a driver. They will surely have names of reliable people who do this.
Prices as stated by the hotel should be in line with what you can find elsewhere.

Thank you! Great idea