The Boston Whaler 255 Conquest 2006 vs Boston Whaler 285 Conquest 2013 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.

On paper these two are close siblings in the size department — Boston Whaler 255 Conquest 2006 at 26,0 ft versus Boston Whaler 285 Conquest 2013 at 27,8 ft. At 49 lbs and 73 lbs respectively, both sit in a similar weight class — either should pair comfortably with most mid-size SUVs and half-ton trucks, though always confirm your specific tow rating with the motor added.

The power gap is worth calling out. Rated to 500 hp, the Boston Whaler 285 Conquest 2013 has a 50-hp advantage over the Boston Whaler 255 Conquest 2006's 450-hp ceiling — enough to notice on acceleration and at cruising speed, particularly with a full passenger load. Fuel capacity breaks the other way: the Boston Whaler 255 Conquest 2006 carries 15 gallons versus 2 gallons in the Boston Whaler 285 Conquest 2013. 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 Boston Whaler 255 Conquest 2006 is rated for 14 passengers, while the Boston Whaler 285 Conquest 2013 caps at 12. If you're regularly pulling extended family or a group of friends onto the water, the extra seats on the Boston Whaler 255 Conquest 2006 could be the deciding factor.