I'd say.. definitly not tall enough. When trying to retireve the boat, you need your winch to pull UP on the bow, to make the boat float parallel with the trailer instead of the water. If you pull it down, it might look OK on the water, but when you pull out of the water there will be HUGE strain on the cable, post, and bow eye as the boat tries to bow-up
How bout get a small piece fo square tubing and slide it into the current tower to extend it? The stresses are less up at the top, it can be thinner.
also, maybe mount it on an I-beam that rests on the crossmember of the trailer, and make a new crosmember up front near the wheel.