Lots of good advice here.
I have to second the one about a mirror. I can identify with the "Semi behind you and RV coming at you" comment. Sometimes a nice controlled bail off of the road is a good option.
Along with all the good advice about taking training rides, shorter tours to build up your experence and confidence, I have to say one of the most important things is to "KNOW YOUR BIKE"
I would go so far as to recommend that over the winter (oh wait, Florida, never mind
) to get some basic bike tools and a good book, I recommend "Zinn and the Art of Road Bike Maintence" or just the Park Tools Web site. Learn how to take the bike apart, understand how the parts work, what is likely to go wrong. That way, when the derailler starts to chatter, or a brake starts to drag, you are comfortable getting things back into spec. Once you learn how to tune and adjust your bike to get it in top order (and no, they don't always come from the shop that way I'm afraid) you'll be amazed at how quiet and smooth operating it is compared to most of the ones you'll hear coming up on you.
FWIW, I have a "Gumby" doll that mounts on my handlebars when touring. It reminds me that I always have to be flexible when touring, that myh plans can and will change during the ride, that as long as I remember that the reason I'm riding for the Ride, then all is good.
Steve W.
Who often asks "WWGD?" (What Whould Gumby Do?)
ps As for hills, the Spinervals "Uphill Grind" training DVD might be useful, as is just riding into the wind, the hill that never ends.