I had a Cypress too...and graduated to a road bike in less than a year. Go ahead and take the plunge...you won't regret it!
My brother just got a Jamis Satellite for just over $700. It's a steel road bike with touring geometry and will take racks easily. That might be one to check out.
2007 Trek 5000
2009 Jamis Coda
1972 Schwinn Suburban
"I rejoice every time I see a woman ride by on a bike. It gives her a feeling of self-reliance and independence the moment she takes her seat; and away she goes, the picture of untrammelled womanhood."
Susan B. Anthony, 1896