For trailering, the Four Winns 255 Sundowner 2006 has the edge at 491 lbs dry weight versus 1 065 lbs for the Four Winns 298 Vista 2004. Add a motor (typically 300–500 lbs for an outboard in this class), gear, and a partial fuel load and the difference grows. Lighter is friendlier on smaller tow vehicles and on fuel economy while hauling.

The Four Winns 298 Vista 2004 has an official capacity rating of 9 people. Capacity data wasn't available for the other model in this comparison — verify directly with the dealer.

The Four Winns 298 Vista 2004 measures 126" wide, compared to 102" for the Four Winns 255 Sundowner 2006. The US standard-width towing limit is 8’6" (102") in most states — anything over that may need a wide-load permit. Confirm your specific route requirements with each state's DOT.

The Four Winns 255 Sundowner 2006 has the bigger tank at 65 gallons, versus 14 gallons on the Four Winns 298 Vista 2004. That 51-gallon difference translates to roughly 153–255 nautical miles of additional range at cruising speed, depending on motor, load, and conditions.

Yes — both the Four Winns 255 Sundowner 2006 and the Four Winns 298 Vista 2004 are built by Four Winns. That means shared dealer networks, common parts availability, and consistent build quality across the line. The choice between them is essentially a question of how much boat you need, not which brand you trust.