You all drifted off a couple pieces to this puzzle:
1. The OP is new to sailing and boat ownership
2. The bigger boat in question is a *$16,000* 42 foot boat.

The C&C 30 is a GREAT boat to learn to sail AND to learn to be a boat owner. 
The scale of the repairs, if needed, both in cost and physical size/weight is 
doable.
A bargain basement 40+ foot boat is going to need expensive upgrades and 
repairs that are hard to appreciate for a new-to-boating person. This is kind 
of like when one of my flight students realized that while $100,00 would get 
him a great 4 seat airplane in nearly new condition, it would also get an old 
DC-3. He had no idea that the latter airplane would be costing him $100,000 
every year, not just the year he bought it.

Joe Della Barba
Coquina
C&C 35 MK I
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