When two boats share the same hull type — in this case both the Regal 3360 Window Express 2008 and the Regal 3760 Sport Yacht 2009 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 Regal 3760 Sport Yacht 2009 measures 38,0 feet overall (2009), giving it roughly 4,0 additional feet of deck space compared to the Regal 3360 Window Express 2008 at 34,0 feet (2008). Weight tells a clearer story for trailering families: the Regal 3360 Window Express 2008 tips the scales at 1 212 lbs — 1 060 lbs more than the Regal 3760 Sport Yacht 2009 at 152 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 Regal 3360 Window Express 2008 carries a rated maximum of 2 hp. Engine data for the Regal 3760 Sport Yacht 2009 wasn't available in our records — check the manufacturer's spec sheet before sizing a motor.Fuel capacity breaks the other way: the Regal 3760 Sport Yacht 2009 carries 276 gallons versus 168 gallons in the Regal 3360 Window Express 2008. On a lake day that's negligible, but for coastal cruising or long reservoir runs the extra range matters.

The Regal 3360 Window Express 2008 is rated for up to 10 people. Passenger data for the Regal 3760 Sport Yacht 2009 wasn't available.