the car on the left looks to be probably a 1924 or 1925 ford coupe. The truck next to it is around the same year model. I believe the other two trucks are older, probably around 1919-1921, but that's just a guess. I believe those cigars are still made today
Definitely the roaring 20s. Looks like life was pretty good selling cigars. So much so they could afford to have a whole fleet of trucks. If only they knew that the tides were about to change in a few short years.