Both the Contender 27 Tournament 2010 and the Contender 31 Tournament 2008 are deep-V designs, both built 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 - Contender 27 Tournament 2010 at 29,7 ft versus Contender 31 Tournament 2008 at 32,0 ft. Weight tells a clearer story for trailering families: the Contender 27 Tournament 2010 tips the scales at 9 250 lbs - 3 400 lbs more than the Contender 31 Tournament 2008 at 5 850 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 Contender 31 Tournament 2008 has a 100-hp advantage over the Contender 27 Tournament 2010'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 Contender 31 Tournament 2008 carries 310 gallons versus 265 gallons in the Contender 27 Tournament 2010. 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 Contender 31 Tournament 2008 at 32,0 ft is the right call if deck space, comfort, and entertaining are top of your list. The Contender 27 Tournament 2010 at 29,7 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.