The Regal 2750 Cuddy 2007 vs Regal Boats 42 Fly 2020 comparison sits squarely in the category of decisions where specs alone won't tell the whole story — intended use, storage, and long-term ownership costs all factor in.

Size is the most obvious dividing line here. The Regal Boats 42 Fly 2020 measures 42,0 feet overall (2020), giving it roughly 14,0 additional feet of deck space compared to the Regal 2750 Cuddy 2007 at 28,0 feet (2007). Weight tells a clearer story for trailering families: the Regal Boats 42 Fly 2020 tips the scales at 27 500 lbs — 27 439 lbs less than the Regal 2750 Cuddy 2007 at 61 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.

For family outings this is probably the sharpest distinction between the two. The Regal Boats 42 Fly 2020 is rated for 12 passengers, while the Regal 2750 Cuddy 2007 caps at 8. If you're regularly pulling extended family or a group of friends onto the water, the extra seats on the Regal Boats 42 Fly 2020 could be the deciding factor.