I feel for you.
Our Jasper at one time,could not even get out of the driveway without losing it. GRR...
So we went back to 101 with him.
1-sitting in truck
2- more sitting in truck with radio on
3- starting the truck...(yes he puked) but we cleaned it up and perservered...
4- we did 1 thru 3,but put it in reverse and sat there,turned off truck,cleaned up puke. Then in drive back under carport
5-About this time(a month or so of previous instances) I was blowing up this forum asking for help. So we did ginger snaps,kong,blanket on back seat...bach's rescue remedy...no resolve in the issue.
6-Jasper had to go to the vet for a checkup,and we were dreading the ride. I even covered his head so he woulld not see the scenery whiz by his eyes. (helped some) as he did not get sick on the way there,only profuse drooling. (still considered car sickness)
In one post here by Toffee's mom she mentioned Cerenia. so i mentioned it to our vet. He gladly gave us 4 little pills. MAGIC PILLS!!!!
He only ever got 2 pills, on two differant occasions in the vehicle. It helped tremendously. He learned to swallow the overflow of saliva,and learned to relax.
I did purchase a soft sided crate,which also helped. On occasion he would puke.
More so when we drove into the driveway. Made it to town,but lost it in the driveway.
He is now 2,and I have to say it does get better. But don't do as we did,and stop the rides. Jasper lacked alot of socialization that he could have had because I let a little car sickness stop the trip. He suffered greatly,so it was like playing catch up. And at that point he was nearly 1yr old.
Try our first method,it may work for your pup. I narrowed Jaspers fear to him getting in the truck. It was easier to calm him before he had to get in. Once he was in and already sick,there was no use in trying ginger snaps..etc..
If all else fails,ask your vet for some Cerenia.And pray the pup outgrows the dilemma.