Both the Scout 205 Sportfish 2008 and the Scout 221 Winyah Bay 2013 are modified-V designs, the first built in composite and the second in fibreglass, so the buying decision usually comes down to a handful of practical questions: how many people are you putting on the water, how far do you trailer, and what does your tow vehicle weigh?
On paper these two are close siblings in the size department - Scout 205 Sportfish 2008 at 19,0 ft versus Scout 221 Winyah Bay 2013 at 22,0 ft. At 1 980 lbs and 1 940 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.
The power gap is worth calling out. Rated to 300 hp, the Scout 221 Winyah Bay 2013 has a 75-hp advantage over the Scout 205 Sportfish 2008's 225-hp ceiling - enough to notice on acceleration and at cruising speed, particularly with a full passenger load. Fuel capacity breaks the other way: the Scout 205 Sportfish 2008 carries 65 gallons versus 61 gallons in the Scout 221 Winyah Bay 2013. On a lake day that's negligible, but for coastal cruising or long reservoir runs the extra range matters.
For family outings this is probably the sharpest distinction between the two. The Scout 221 Winyah Bay 2013 is rated for 10 passengers, while the Scout 205 Sportfish 2008 caps at 8. If you're regularly pulling extended family or a group of friends onto the water, the extra seats on the Scout 221 Winyah Bay 2013 could be the deciding factor.
Bottom line: Choose the Scout 221 Winyah Bay 2013 if your priority is putting more people on the water - it handles 10 passengers and at 22,0 ft it has the deck room to back that rating up comfortably. The Scout 205 Sportfish 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.