When two boats share the same hull type — in this case both the Grady-White Express 330 2009 and the Grady-White Express 360 2010 are modified 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 Grady-White Express 360 2010 measures 39,3 feet overall (2010), giving it roughly 3,4 additional feet of deck space compared to the Grady-White Express 330 2009 at 35,8 feet (2009). Weight tells a clearer story for trailering families: the Grady-White Express 360 2010 tips the scales at 14 919 lbs — 13 835 lbs less than the Grady-White Express 330 2009 at 1 084 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 1 050 hp, the Grady-White Express 360 2010 has a 350-hp advantage over the Grady-White Express 330 2009's 700-hp ceiling — enough to notice on acceleration and at cruising speed, particularly with a full passenger load. Both carry nearly identical fuel loads — 35 gal and 37 gal — so range won't be a tiebreaker here.

For family outings this is probably the sharpest distinction between the two. The Grady-White Express 360 2010 is rated for 11 passengers, while the Grady-White Express 330 2009 caps at 10. If you're regularly pulling extended family or a group of friends onto the water, the extra seats on the Grady-White Express 360 2010 could be the deciding factor.