I lived in Austin for 5 years. San Antonio is sweet to board around, especially on the river walk (board or not, you better go and the alamo area. But holy crap, HOLY CRAP, Austin is too good to be true. Best city on the planet. If there were a city on the planet cursed with "too much chill" its Austin. Hit up zilker park, the trails along the lake trails (technically its a river) and go to all the awesome food places while you board the streets to get sweet food and awesome live music. Small business and live musical capital of the world! Also the best city ever. Board or not, give Austin the time it deserves. (Summer is 5183629 times better than the winter in Austin, so go in the summer for real fun). Both great cities. Replace the segway with your board, and hit up both.