We usually drive to WDW so we have lots of luggage. We tip the guy that takes the luggage out of our van and puts it onto the cart $10. We then tip the bellman that takes it up to our room $20. We also do the same on the way out. We used to tip $20 for each guy but figured the first one doesn't do the work that the second does. I do think both of them deserve a tip, just discretionary on what you want to give. Also if it seems too costly then you can always turn down their service and take the luggage in yourself therefore bypassing the bellmen all together. I'm on vacation so their service is most welcome in saving my back from lugging 5 suitcases! LOL!