Both the Bayliner 266 DIS 2010 and the Bayliner 285 Cruiser 2013 are deep-V designs, both built in fibreglass, so 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?

On paper these two are close siblings in the size department - Bayliner 266 DIS 2010 at 25,6 ft versus Bayliner 285 Cruiser 2013 at 28,6 ft. Weight tells a clearer story for trailering families: the Bayliner 285 Cruiser 2013 tips the scales at 8 056 lbs - 1 702 lbs less than the Bayliner 266 DIS 2010 at 6 354 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 Bayliner 266 DIS 2010 carries a rated maximum of 300 hp. Engine data for the Bayliner 285 Cruiser 2013 wasn't available in our records - check the manufacturer's spec sheet before sizing a motor.Fuel capacity breaks the other way: the Bayliner 285 Cruiser 2013 carries 89 gallons versus 81 gallons in the Bayliner 266 DIS 2010. 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 Bayliner 266 DIS 2010 is rated for 10 passengers, while the Bayliner 285 Cruiser 2013 caps at 9. If you're regularly pulling extended family or a group of friends onto the water, the extra seats on the Bayliner 266 DIS 2010 could be the deciding factor.