The Xpress Livewell - 1450LW 2008 is a flat-bottom design and the Xpress X21 2013 is a modified-V design, so you're likely deciding between two noticeably different on-water experiences. Hull type shapes everything from ride quality and fuel burn to dock handling and resale trajectory.
Size is the most obvious dividing line here. The Xpress X21 2013 measures 21,3 feet overall (2013), giving it roughly 7,3 additional feet of deck space compared to the Xpress Livewell - 1450LW 2008 at 14,0 feet (2008). Weight tells a clearer story for trailering families: the Xpress X21 2013 tips the scales at 1 580 lbs - 1 190 lbs less than the Xpress Livewell - 1450LW 2008 at 390 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 150 hp, the Xpress X21 2013 has a 125-hp advantage over the Xpress Livewell - 1450LW 2008's 25-hp ceiling - enough to notice on acceleration and at cruising speed, particularly with a full passenger load.
Both boats are rated for 4 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.
Bottom line: The Xpress X21 2013 at 21,3 ft is the right call if deck space, comfort, and entertaining are top of your list. The Xpress Livewell - 1450LW 2008 at 14,0 ft wins on trailering ease, likely lower purchase price, and simpler docking - a solid choice for a buyer who wants more boat for less money.