When two boats share the same hull type — in this case both the Boston Whaler 285 Conquest 2009 and the Boston Whaler 320 Outrage 2013 are deep vee designs with fiberglass 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 Boston Whaler 320 Outrage 2013 measures 32,2 feet overall (2013), giving it roughly 29,2 additional feet of deck space compared to the Boston Whaler 285 Conquest 2009 at 3,0 feet (2009). At 75 lbs and 85 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 600 hp, the Boston Whaler 320 Outrage 2013 has a 100-hp advantage over the Boston Whaler 285 Conquest 2009's 500-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 285 Conquest 2009 carries 207 gallons versus 3 gallons in the Boston Whaler 320 Outrage 2013. On a lake day that's negligible, but for coastal cruising or long reservoir runs the extra range matters.

Both boats are rated for 14 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.