The Steiger Craft 23 Deep V Block Island 2011 is a deep-V design and the Steiger Craft 26 Block Island 2008 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.
On paper these two are close siblings in the size department - Steiger Craft 23 Deep V Block Island 2011 at 23,0 ft versus Steiger Craft 26 Block Island 2008 at 26,0 ft. Weight tells a clearer story for trailering families: the Steiger Craft 26 Block Island 2008 tips the scales at 8 000 lbs - 3 000 lbs less than the Steiger Craft 23 Deep V Block Island 2011 at 5 000 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 500 hp, the Steiger Craft 26 Block Island 2008 has a 200-hp advantage over the Steiger Craft 23 Deep V Block Island 2011's 300-hp ceiling - enough to notice on acceleration and at cruising speed, particularly with a full passenger load.
Both boats are rated for 7 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 Steiger Craft 26 Block Island 2008 at 26,0 ft is the right call if deck space, comfort, and entertaining are top of your list. The Steiger Craft 23 Deep V Block Island 2011 at 23,0 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.