When two boats share the same hull type — in this case both the Monterey 244FS 2011 and the Monterey 360SY 2011 are modified vee designs with fiberglass construction — 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?

Size is the most obvious dividing line here. The Monterey 360SY 2011 measures 37,0 feet overall (2011), giving it roughly 13,0 additional feet of deck space compared to the Monterey 244FS 2011 at 24,0 feet (2011). Weight tells a clearer story for trailering families: the Monterey 360SY 2011 tips the scales at 165 lbs — 122 lbs less than the Monterey 244FS 2011 at 43 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 425 hp, the Monterey 360SY 2011 has a 105-hp advantage over the Monterey 244FS 2011's 320-hp ceiling — enough to notice on acceleration and at cruising speed, particularly with a full passenger load. Fuel capacity breaks the other way: the Monterey 244FS 2011 carries 62 gallons versus 23 gallons in the Monterey 360SY 2011. On a lake day that's negligible, but for coastal cruising or long reservoir runs the extra range matters.

The Monterey 244FS 2011 is rated for up to 1 people. Passenger data for the Monterey 360SY 2011 wasn't available.