Matching a modified vee Contender 36 Cuddy 2007 against a deep vee Contender 39 ST 2011 means you're likely deciding between two genuinely different on-water experiences. Hull type shapes everything from ride quality and fuel burn to dock handling and resale trajectory.
Size is the most obvious dividing line here. The Contender 39 ST 2011 measures 39,1 feet overall (2011), giving it roughly 3,1 additional feet of deck space compared to the Contender 36 Cuddy 2007 at 36,0 feet (2007). Weight tells a clearer story for trailering families: the Contender 36 Cuddy 2007 tips the scales at 1 375 lbs — 1 221 lbs more than the Contender 39 ST 2011 at 154 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 1 400 hp, the Contender 39 ST 2011 has a 500-hp advantage over the Contender 36 Cuddy 2007's 900-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 36 Cuddy 2007 carries 41 gallons versus 5 gallons in the Contender 39 ST 2011. On a lake day that's negligible, but for coastal cruising or long reservoir runs the extra range matters.
Both boats are rated for 11 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 39 ST 2011 at 39,1 ft is the right call if deck space, comfort, and entertaining are top of your list. The Contender 36 Cuddy 2007 at 36,0 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.