Hi jleek4:
One of the reasons I love my 23 CC is because it is about the biggest boat you can get and still go with one single with out compromising on performance.
If you go with one 250-300 you will have more than enough power and speed then your sea conditions will let you use. Your hole shot is fast and your cruising speed will not over tax your engine. You can put lots of people and stuff in the boat and still be ok. As for security here in South Florida one engine and Sea Tow is all you need and because of the dependability of the newer engines I have never called Sea Tow.
FellowShip
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Just for the Grins
Official Antique Classic SeaCraft Owner