I helped Chris the Carpenter and Kari the Herbalist set up YurtTrash and The Lifted Lorax Show recently. They were using iWeb and importing to WordPress did not look promising. Fortunately, they decided against importing so I ceased seeking out a solution or writing one myself. Melinda has asked about the solution for importing from iWeb to WordPress. Luckily, Dan of MaciVerse wrote an excellent guide on March 8, 2008 How To: Import your iWeb Blog to WordPress. Since MaciVerse is down right now, I am reproducing his entire post (minus pictures) for prosperity:
Update: Looks like MaciVerse is back up. I just caught caught it during Maciverse’s face lift.