Thanks to newer ways of commutations, you can find so many options to explore for ensuring a smooth transportation of goods from one destination to another in relatively countable days. In addition, it is a matter of a great surprise that you can even ship any amount of goods even as large as a yacht to another destination without any possible hurdles. Also, there is absolutely no need to worry for the damages in transit. The preparation necessary will largely depend on the particular ship(s) you'll be using, and their loading requirements.
Sometimes, it's possible to load a sailboat on a ship without lowering the rig. Generally, however, the boat is prepared much as for trucking, except a cradle is built for the boat, the vessel is almost always shrink-wrapped, and then it is lifted and placed on the ship via crane.
Collect more information on roll-on/roll-off transporters that allow boats to be loaded via trailer.