Most trucking companies will handle it. You have to shop rates, (try and do it thru your company who may have much better rates set up) We shipped a Laser from CT to Nevada a couple years ago for approx $600 That did not include boxing it up.
just for giggles i called FedEx Freight and got a quote from them... $1100, that was only after the nice gal on the other end said she would give me a 51% discount for being a frequent customer (she was just being nice, the only time i use FedEx is for overnight document delivery)
I've used uship.com, as both a shipper and as the trucker. Describe the boat carefully, as noone will know that a 14 footer can be 130 lbs, etc. I advertise as a trucker/sailor, and have hauled to FL and back 4-5 times(when I was going anyways), for very grateful new boat owners. I carry spares, tires, grease, tools, fix lights, have a legal plate, etc. because I don't want to be delayed, as well as to protect their new baby.
1000 miles, if someone was going anyway, should be a 3-400 bid. A trucker's main concern is how much time is wasted on each end, not the weight/cubes. So, offer to meet them at a truck stop on a major route, vs. deliver to a residence, etc.
I've used craigslist.org rideshare, and got a laser from VT to Oregon for 300. on a subaru with a Thule. The young college guy was thrilled as that was 90+% of his cost.
So, yes, it's worth a try. Also, let people here know, and on sailing anarchy.