The Grady-White Canyon 306 2009 vs Grady-White Sailfish 282 2008 comparison sits squarely in the category of decisions where specs alone won't tell the whole story: intended use, storage, and long-term ownership costs all factor in.
On paper these two are close siblings in the size department - Grady-White Canyon 306 2009 at 30,5 ft versus Grady-White Sailfish 282 2008 at 28,0 ft. Weight tells a clearer story for trailering families: the Grady-White Sailfish 282 2008 tips the scales at 6 781 lbs - 281 lbs less than the Grady-White Canyon 306 2009 at 6 500 lbs. That difference is meaningful if you're working within a half-ton or three-quarter-ton truck's tow rating, especially once you factor in a motor, gear, and fuel.
The power gap is worth calling out. Rated to 700 hp, the Grady-White Canyon 306 2009 has a 100-hp advantage over the Grady-White Sailfish 282 2008's 600-hp ceiling - enough to notice on acceleration and at cruising speed, particularly with a full passenger load. Fuel capacity breaks the other way: the Grady-White Canyon 306 2009 carries 290 gallons versus 207 gallons in the Grady-White Sailfish 282 2008. On a lake day that's negligible, but for coastal cruising or long reservoir runs the extra range matters.
Both boats are rated for 9 passengers - a good fit for a family of four or five plus guests. Comfort at capacity is another matter; the longer hull typically means more seat options and better weight distribution.
Bottom line: The Grady-White Canyon 306 2009 at 30,5 ft is the right call if deck space, comfort, and entertaining are top of your list. The Grady-White Sailfish 282 2008 at 28,0 ft wins on trailering ease, likely lower purchase price, and simpler docking - a solid choice for a buyer who wants more boat for less money.