I've done enough web-surfing to be familiar with a little more than a good handful of Curlies. Once I had my own I wanted to get more familiar with the breeds, and Shelly White's Curly sporthorses are quite impressive. As far as seeing one in person, it is on the list.
As far as the foal being Curly, it will depend on the zygosity of the parents. My filly born this year was out of two Curly parents, both Curly coated and turned up straight. Last year from the same pairing my mare produced a straight colt. This means both parents must have only one copy of the *curly* gene. (25% chance of straight coat, 75% chance of curls, if I'm not mistaken.) Your mare Sam actually could be homozygous for curl, considering her sire was, and dam had at least one copy of the curly gene. Then if Icon is, you will be guaranteed. If both are, you will likely get another homoz for curl foal.
And even then, it doesn't say much for degree of curl and expression. Generally, most Curlies that are homozygous for curl will be "extremes," which shed their mane/tail and have a tightly curled look overall. Some horses, for example *Big Ben is homoz for curls, but keeps his mane and tail. Plus with pinto Icon as a father, and Sam's pintaloosa heritage, you've got some interesting mish-mosh of color that could happen.