Your vet should have suggestions for car sickness, and would know the personality of your dog well enough to suggest medication for that or for anxiety. When we flew our dog overseas, our vet suggested a collar that gives off pheromones (or something like that). It's calming. This also comes in a spray (you can spray the crate if he's traveling in one) and a kind of stick-on deal that gives off the pheromones (also for inside a crate). The brand we used was D.A.P.
I think she did it for me rather than for the dog!
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It's harder to hate close up.
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