The Monterey 298 SS Super Sport 2006 vs Monterey 385 SS 2020 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.

Size is the most obvious dividing line here. The Monterey 385 SS 2020 measures 37,0 feet overall (2020), giving it roughly 8,0 additional feet of deck space compared to the Monterey 298 SS Super Sport 2006 at 29,0 feet (2006). Weight tells a clearer story for trailering families: the Monterey 385 SS 2020 tips the scales at 16 000 lbs — 15 992 lbs less than the Monterey 298 SS Super Sport 2006 at 8 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 400 hp, the Monterey 385 SS 2020 has a 80-hp advantage over the Monterey 298 SS Super Sport 2006'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 298 SS Super Sport 2006 carries 142 gallons versus 25 gallons in the Monterey 385 SS 2020. 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 Monterey 385 SS 2020 is rated for 11 passengers, while the Monterey 298 SS Super Sport 2006 caps at 9. If you're regularly pulling extended family or a group of friends onto the water, the extra seats on the Monterey 385 SS 2020 could be the deciding factor.