Tipping is a very individual thing. For me, it depends on how long the person is with me and what they do. I do not recall ever tipping less than $5, and usually it is $10. The exception was one time in Miami that was totally f*ed up, when I had to deal with three SEPARATE wheelchair folks. I think they each got $5. Usually the folks in SXM go with us to the baggage claim and retrieve bags and also help us out to our waiting car rental guy. Tipping in SXM on arrival is between $10=$20, depending on how long they are with us. When we leave SXM it's usually $10. If the person needs someone to physically lift a chair down the stairs, that would be more. We have always found the folks in SXM to be well worth the tip. In other places, not so much sometimes.