Both the Boston Whaler 305 Conquest 2012 and the Boston Whaler 370 Outrage 2009 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?

Size is the most obvious dividing line here. The Boston Whaler 370 Outrage 2009 measures 37,0 feet overall (2009), giving it roughly 4,9 additional feet of deck space compared to the Boston Whaler 305 Conquest 2012 at 32,1 feet (2012). Weight tells a clearer story for trailering families: the Boston Whaler 370 Outrage 2009 tips the scales at 13 500 lbs - 5 000 lbs less than the Boston Whaler 305 Conquest 2012 at 8 500 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 900 hp, the Boston Whaler 370 Outrage 2009 has a 300-hp advantage over the Boston Whaler 305 Conquest 2012's 600-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 370 Outrage 2009 carries 450 gallons versus 300 gallons in the Boston Whaler 305 Conquest 2012. 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.