The Bennington 165 Si 2004 vs Bennington 23XSP 2021 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.
The power gap is worth calling out. Rated to 150 hp, the Bennington 23XSP 2021 has a 100-hp advantage over the Bennington 165 Si 2004's 50-hp ceiling — enough to notice on acceleration and at cruising speed, particularly with a full passenger load. Fuel capacity breaks the other way: the Bennington 23XSP 2021 carries 32 gallons versus 2 gallons in the Bennington 165 Si 2004. On a lake day that's negligible, but for coastal cruising or long reservoir runs the extra range matters.
Both boats are rated for 7 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 Bennington 23XSP 2021 at 23,0 ft is the right call if deck space, comfort, and entertaining are top of your list. The Bennington 165 Si 2004 at 15,0 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.