If you talking about a boat that is normally stored in the water, but can be trailered, you will need antifouling. However, if you normally will be storing it on the trailer, and then just putting it in the water to sail it... you may not need anti-fouling...
You can often paint the bottom of a trailerable by painting around the pads on the trailer, and then jacking the boat up to paint the area under the pads. That is what I'll be doing later this month, since my boat is "trailerable", even though it normally sits in a marina slip.
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You know what the first rule of sailing is? ...Love. You can learn all the math in the 'verse, but you take
a boat to the sea you don't love, she'll shake you off just as sure as the turning of the worlds. Love keeps
her going when she oughta fall down, tells you she's hurting 'fore she keens. Makes her a home.
—Cpt. Mal Reynolds, Serenity (edited)
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Still—DON'T READ THAT POST AGAIN.