The Carolina Skiff 1965 DLX 2008 is a flat-bottom design and the Carolina Skiff JVX 20 DC 2008 is a modified-V design, so you're likely deciding between two noticeably different on-water experiences. Hull type shapes everything from ride quality and fuel burn to dock handling and resale trajectory.
On paper these two are close siblings in the size department - Carolina Skiff 1965 DLX 2008 at 18,0 ft versus Carolina Skiff JVX 20 DC 2008 at 20,0 ft. At 900 lbs and 850 lbs respectively, both sit in a similar weight class - either should pair comfortably with most mid-size SUVs and half-ton trucks, though always confirm your specific tow rating with the motor added.
Both boats share a closely matched power ceiling - 90 hp for the Carolina Skiff 1965 DLX 2008 and 90 hp for the Carolina Skiff JVX 20 DC 2008. Real-world performance will come down more to which motor is actually bolted on, its load at the time, and whether it's a 4-stroke or 2-stroke setup. Both carry nearly identical fuel loads - 18 gal and 18 gal - so range won't be a tiebreaker here.
For family outings this is probably the sharpest distinction between the two. The Carolina Skiff 1965 DLX 2008 is rated for 9 passengers, while the Carolina Skiff JVX 20 DC 2008 caps at 8. If you're regularly pulling extended family or a group of friends onto the water, the extra seats on the Carolina Skiff 1965 DLX 2008 could be the deciding factor.
Bottom line: Choose the Carolina Skiff 1965 DLX 2008 if your priority is putting more people on the water - it handles 9 passengers and at 18,0 ft it has the deck room to back that rating up comfortably. The Carolina Skiff JVX 20 DC 2008 is the smarter pick if you want a lighter, easier-to-trailer boat rated for 8 that costs less to run day-to-day.