I'll throw my 2 cents in for you.

1. No problem with the bottom of the hulls. West Systems has a kit to fix worn hull bottoms.

2. Need to determine if cracks are just in gelcoat or through into fiberglass. Not an expensive fix either way. Grind out and repair.

3. Replace the shroud anchor.

Worst case sounds like about a $150.00 max fix not including labor.

Regards,
Mike