The SouthWind 229 FX 2011 is a tri-hull design and the SouthWind 2290 FF 2008 is a pontoon 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 - SouthWind 229 FX 2011 at 22,8 ft versus SouthWind 2290 FF 2008 at 22,0 ft. At 3 500 lbs and 3 500 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 250 hp, the SouthWind 229 FX 2011 has a 135-hp advantage over the SouthWind 2290 FF 2008's 115-hp ceiling - enough to notice on acceleration and at cruising speed, particularly with a full passenger load. Fuel capacity breaks the other way: the SouthWind 229 FX 2011 carries 50 gallons versus 35 gallons in the SouthWind 2290 FF 2008. 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 SouthWind 229 FX 2011 is rated for 12 passengers, while the SouthWind 2290 FF 2008 caps at 11. If you're regularly pulling extended family or a group of friends onto the water, the extra seats on the SouthWind 229 FX 2011 could be the deciding factor.
Bottom line: Choose the SouthWind 229 FX 2011 if your priority is putting more people on the water - it handles 12 passengers and at 22,8 ft it has the deck room to back that rating up comfortably. The SouthWind 2290 FF 2008 is the smarter pick if you want a lighter, easier-to-trailer boat rated for 11 that costs less to run day-to-day.