My DS was pretty much trained during the day by the time we went to WDW at age 3 1/2. But, I didn't want to deal with public restrooms (yuck!) and possible accidents so I kept him in pull-ups. He didn't mind and he kept them dry. As soon as we got home, he wore underwear and has had very few accidents.
We started having him sit on the potty before his bath at around age 2 1/2. He always pooped after lunch so I just stuck him on the potty then and he mastered that right away. We save all those toy catalogs (he loves the Disney catalog) for him to look at while he sits. Sometimes, he just wants to sit on the potty so he can look at them (what is it with boys and reading in the bathroom?). We did not pressure him and I think that made it much less stressful for all of us.
Good luck!
We started having him sit on the potty before his bath at around age 2 1/2. He always pooped after lunch so I just stuck him on the potty then and he mastered that right away. We save all those toy catalogs (he loves the Disney catalog) for him to look at while he sits. Sometimes, he just wants to sit on the potty so he can look at them (what is it with boys and reading in the bathroom?). We did not pressure him and I think that made it much less stressful for all of us.
Good luck!