You may also want to try asking for a quote from J&F Marine Services. I recently had a 34 trucked by Alberts Trucking at a very good rate, set up through them. The service and the equipment used were very good.
Boat Transport Specialists - J&F Marine - 1-888-279-8899 - Transport Your Boat With Us
Regarding the pickup truck option, you'd definately need a dual axle and wide load permiting. I might consider that for a short trip over a fairly flat route, but it seems risky for the distance you're indicating.