Are you talking about skis or just related gear? For the latter, I don't really see the problem. Even if you get charged for overweight, which is pretty unlikely intercontinental, it'll still be cheaper than shipping. For transfers do you mean air or ground? If it's air transfers, again, you won't have to worry until your final destination. And customs doesn't give a monkey's about how much ski gear you bring, provided it's not new/unused/still boxed up, etc., and even then, they probably don't care.
Check with your airline about how many pieces/weight, etc., and you're good to go. Rolling luggage will get you through any airport or train station, so no problem really. You can do it with skis, too, though skis are always a hassle.