When two boats share the same hull type — in this case both the Bennington 165Ei 2008 and the Bennington 20SFi 2010 are pontoon designs with aluminum 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 Bennington 20SFi 2010 measures 19,7 feet overall (2010), giving it roughly 3,7 additional feet of deck space compared to the Bennington 165Ei 2008 at 16,0 feet (2008). Weight tells a clearer story for trailering families: the Bennington 20SFi 2010 tips the scales at 1 611 lbs — 146 lbs less than the Bennington 165Ei 2008 at 1 465 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 50 hp, the Bennington 165Ei 2008 has a 27-hp advantage over the Bennington 20SFi 2010's 23-hp ceiling — enough to notice on acceleration and at cruising speed, particularly with a full passenger load.

For family outings this is probably the sharpest distinction between the two. The Bennington 20SFi 2010 is rated for 23 passengers, while the Bennington 165Ei 2008 caps at 7. If you're regularly pulling extended family or a group of friends onto the water, the extra seats on the Bennington 20SFi 2010 could be the deciding factor.

One place where both boats are genuinely identical is tube construction: both run 2 aluminum tubes at 23" diameter. That shared spec means stability and buoyancy characteristics are closely matched — the ride difference you'll feel between them comes primarily from deck length, weight distribution, and motor choice.