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I did it this summer (48' cat). The boat was very well equipped and with autopilot, power winches, etc., could have been singlehanded as long as you didn't have too much weather to deal with. The only real difference was in the marina. Getting used to handling two 40 hp diesel engines and bringing her in for water, diesel, etc., was scary for me given the price tag on the thing. That charter contract has some language in it that you need to read carefully as you are warranting (guarenteeing) that you have the ability and experience to handle the boat. I asked for some language changes and got them as the market for charters is soft.
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