Four Winns 258 Vista 2006 vs Four Winns 285 Sundowner 2005 - Boat Spec Comparison

Q: Which is the larger boat — the Four Winns 258 Vista 2006 or the Four Winns 285 Sundowner 2005?

The Four Winns 258 Vista 2006 is the longer of the two at 26,0 feet overall. The Four Winns 285 Sundowner 2005 comes in at 3,0 feet, making it roughly 23,0 ft shorter — a meaningful difference in deck room and overall on-water presence.

Q: Which is easier to trailer — the Four Winns 258 Vista 2006 or the Four Winns 285 Sundowner 2005?

For trailering, the Four Winns 258 Vista 2006 has the edge at 612 lbs dry weight versus 728 lbs for the Four Winns 285 Sundowner 2005. 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.

Q: Which boat is wider, and does it affect trailering?

The Four Winns 285 Sundowner 2005 measures 112" wide, compared to 102" for the Four Winns 258 Vista 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.

Q: Which boat has the larger fuel tank — the Four Winns 258 Vista 2006 or the Four Winns 285 Sundowner 2005?

The Four Winns 285 Sundowner 2005 has the bigger tank at 13 gallons, versus 7 gallons on the Four Winns 258 Vista 2006. That 6-gallon difference translates to roughly 18–30 nautical miles of additional range at cruising speed, depending on motor, load, and conditions.

Q: Are the Four Winns 258 Vista 2006 and Four Winns 285 Sundowner 2005 from the same manufacturer?

Yes — both the Four Winns 258 Vista 2006 and the Four Winns 285 Sundowner 2005 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.

Boat Comparison

Four Winns 258 Vista 2006 vs Four Winns 285 Sundowner 2005

Four Winns

Four Winns 258 Vista 2006

2006

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Four Winns

Four Winns 285 Sundowner 2005

2005

View full specs →

Detailed Evaluation & Buyer Recommendation

Four Winns 258 Vista 2006 vs Four Winns 285 Sundowner 2005 — Same Brand, Different Boat

The Four Winns 258 Vista 2006 vs Four Winns 285 Sundowner 2005 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 Four Winns 258 Vista 2006 measures 26,0 feet overall (2006), giving it roughly 23,0 additional feet of deck space compared to the Four Winns 285 Sundowner 2005 at 3,0 feet (2005). Weight tells a clearer story for trailering families: the Four Winns 285 Sundowner 2005 tips the scales at 728 lbs — 116 lbs less than the Four Winns 258 Vista 2006 at 612 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.

Bottom line: The Four Winns 258 Vista 2006 at 26,0 ft is the right call if deck space, comfort, and entertaining are top of your list. The Four Winns 285 Sundowner 2005 at 3,0 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.

General Boat Info

MakeFour Winns

Model258 Vista

Model285 Sundowner

Model Year2006

Model Year2005

Measurements / Dimensions

Beam8 ft. 6 in. (2.59 m)

Beam9 ft. 4 in. (2.85 m)

Beam - Meters2.59

Beam - Meters2.84

Beam - Inches102

Beam - Inches112

Bridge clearance - Detail6 ft. 11 in. (2.11 m)

Bridge clearance - Detail5 ft. 6 in. (1.86 m)

Bridge clearance - Meters2.11

Bridge clearance - Meters1.68

Bridge clearance - Inches83

Bridge clearance - Inches66

Deadrise17℃

Deadrise21℃

Draft [max] - Detail36 in. (91 cm)

Draft [max] - Detail37 in. (94 cm)

Draft [max] - Meters0.91

Draft [max] - Meters0.94

Draft [max] - Inches36

Draft [max] - Inches37

Weight - Detail6,070 - 6,120 lbs. (2,750 - 2,780 kg)

Weight - Detail6,380 - 7,280 lbs. (2,894 - 3,302 kg)

Weight - kg2775.98

Weight - kg3302.15

Weight - lbs.612

Weight - lbs.728

Length - Meters7.92

Length - Meters9.4

Length - Feet26

Length - Feet3

Length [over all with swim platform]26 ft. 0 in. (7.92 m)

Length [over all with swim platform]30 ft. 10 in. (9.4 m)

Length - Inchesnot available

Length - Inches1

Engine and Drivetrain

Engine/s standardVolvo Penta 5.0GXi/Duoprop 270 hp

Engine/s standardnot available

Fuel tank capacity - Detail70 gal. (265 l)

Fuel tank capacity - Detail130 gal. (492 l)

Fuel tank capacity - Liters264.98

Fuel tank capacity - Liters492.1

Fuel tank capacity - Gal7

Fuel tank capacity - Gal13

Drive typeI/O

Operational Info

HeadPorcelain with holding tank

HeadPorta-Potti

Water capacity16 gal. (60 l)

Water capacity20 gal. (76 l)

Holding tank capacity - Detail16 gal. (60 l)

Holding tank capacity - Detail9 gal. (34 l)

Holding tank capacity - Liters60.57

Holding tank capacity - Liters34.07

Holding tank capacity - Gal16

Holding tank capacity - Gal9

Four Winns 258 Vista 2006 vs Four Winns 285 Sundowner 2005 — Common Questions

Which is the larger boat — the Four Winns 258 Vista 2006 or the Four Winns 285 Sundowner 2005?

The Four Winns 258 Vista 2006 is the longer of the two at 26,0 feet overall. The Four Winns 285 Sundowner 2005 comes in at 3,0 feet, making it roughly 23,0 ft shorter — a meaningful difference in deck room and overall on-water presence.

Which is easier to trailer — the Four Winns 258 Vista 2006 or the Four Winns 285 Sundowner 2005?

For trailering, the Four Winns 258 Vista 2006 has the edge at 612 lbs dry weight versus 728 lbs for the Four Winns 285 Sundowner 2005. 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.

Which boat is wider, and does it affect trailering?

The Four Winns 285 Sundowner 2005 measures 112" wide, compared to 102" for the Four Winns 258 Vista 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.

Which boat has the larger fuel tank — the Four Winns 258 Vista 2006 or the Four Winns 285 Sundowner 2005?

The Four Winns 285 Sundowner 2005 has the bigger tank at 13 gallons, versus 7 gallons on the Four Winns 258 Vista 2006. That 6-gallon difference translates to roughly 18–30 nautical miles of additional range at cruising speed, depending on motor, load, and conditions.

Are the Four Winns 258 Vista 2006 and Four Winns 285 Sundowner 2005 from the same manufacturer?

Yes — both the Four Winns 258 Vista 2006 and the Four Winns 285 Sundowner 2005 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.

← Four Winns 258 Vista 2006 full specs ← Four Winns 285 Sundowner 2005 full specs