Yup-take them and go. Honestly, many folks I know take theirs on short jaunts first-get in the trailer, go to a park or a friends, neighbors whatever- walk around, load up and come home. Load them up and go to the store. Make them stand there a little bit. Just a variety of stuff to put some miles under his belt and yours. Make sure you don;t bite off more than you should, and if you cannot do it with confidence yourself, then go for something less. As long as YOU are confident, chances are your horse will be too. You get nervous and he will feed off that. Mine have always stepped on and off everywhere like they have always done it-even though sometimes it may be a situation that makes me nervous and I have to keep myself in check. It should always be a positive experience. For both of you.