Boat Transport - 30ft sailboat
With most states limiting the maximun trailer width with overhangs (sailor, read "beam") on public highways to 8''6" without requiring a permit (for each state) and a "chaser" vehicle displaying a "wide load" warning, not to mention dealing with a curb weight well beyond the towing capacity of any production truck I can think of (even the GMC only tows around 5600 lbs., with a gasoline engine, as I recall, and you won''t be at anything nearly as svelte as 7500 lbs. with boat, trailer and equipment: I don''t think even the biggest, burliest diesel can pull that. And <em>Lord</em>, I don''t want to assume that kind of liability while on the road, either!), this is not a do-it-yourself operation. Almost anything beyond a 25'' water-ballasted Catalina or Hunter is a "truckable" but not a "trailerable" boat.
P. S.— you get to pay a per-mile charge for the chaser car, too!