Four Winns 255 Sundowner 2007 vs Four Winns 285 Sundowner 2004 - Boat Spec Comparison

Q: Which is easier to trailer — the Four Winns 255 Sundowner 2007 or the Four Winns 285 Sundowner 2004?

For trailering, the Four Winns 255 Sundowner 2007 has the edge at 491 lbs dry weight versus 728 lbs for the Four Winns 285 Sundowner 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.

Q: How many people can each boat hold?

The Four Winns 255 Sundowner 2007 is Coast Guard rated for 8 passengers, while the Four Winns 285 Sundowner 2004 is certified for 9. Note that legal capacity and comfortable capacity aren't always the same thing — on a full day out, most experienced boaters aim for about 80% of the rated number to keep things comfortable.

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

The Four Winns 285 Sundowner 2004 measures 112" wide, compared to 102" for the Four Winns 255 Sundowner 2007. 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 255 Sundowner 2007 or the Four Winns 285 Sundowner 2004?

The Four Winns 255 Sundowner 2007 has the bigger tank at 65 gallons, versus 13 gallons on the Four Winns 285 Sundowner 2004. That 52-gallon difference translates to roughly 156–260 nautical miles of additional range at cruising speed, depending on motor, load, and conditions.

Q: Are the Four Winns 255 Sundowner 2007 and Four Winns 285 Sundowner 2004 from the same manufacturer?

Yes — both the Four Winns 255 Sundowner 2007 and the Four Winns 285 Sundowner 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.

Boat Comparison

Four Winns 255 Sundowner 2007 vs Four Winns 285 Sundowner 2004

Four Winns

Four Winns 255 Sundowner 2007

2007

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Four Winns

Four Winns 285 Sundowner 2004

2004

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Detailed Evaluation & Buyer Recommendation

Four Winns 255 Sundowner 2007 vs Four Winns 285 Sundowner 2004 — Same Brand, Different Boat

The Four Winns 255 Sundowner 2007 vs Four Winns 285 Sundowner 2004 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.

For family outings this is probably the sharpest distinction between the two. The Four Winns 285 Sundowner 2004 is rated for 9 passengers, while the Four Winns 255 Sundowner 2007 caps at 8. If you're regularly pulling extended family or a group of friends onto the water, the extra seats on the Four Winns 285 Sundowner 2004 could be the deciding factor.

Bottom line: Choose the Four Winns 285 Sundowner 2004 if your priority is putting more people on the water — it handles 9 passengers and at 0,0 ft it has the deck room to back that rating up comfortably. The Four Winns 255 Sundowner 2007 is the smarter pick if you want a lighter, easier-to-trailer boat rated for 8 that costs less to run day-to-day.

General Boat Info

MakeFour Winns

Model255 Sundowner

Model285 Sundowner

Model Year2007

Model Year2004

Measurements / Dimensions

Beam8 ft. 6 in. (2.59 m)

Beam9 ft. 4 in

Beam - Meters2.59

Beam - Meters2.84

Beam - Inches102

Beam - Inches112

Deadrise20℃

Deadrise21℃

Draft [drive up] - Detail19 in. (48 cm)

Draft [drive up] - Detailnot available

Draft [drive up] meters0.48

Draft [drive up] metersnot available

Draft [drive up] inches19

Draft [drive up] inchesnot available

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

Draft [max] - Detail37 in

Draft [max] - Meters0.91

Draft [max] - Meters0.94

Draft [max] - Inches36

Draft [max] - Inches37

Weight - DetailWith Engine: 4,650-4,910 lbs. (2,100-2,230 kg)

Weight - Detail6,380-7,280 lbs

Weight - kg2227.14

Weight - kg3302.15

Weight - lbs.491

Weight - lbs.728

Length - Meters8.15

Length - Metersnot available

Length - Feet26

Length - Feetnot available

Length - Inches9

Length - Inchesnot available

Length overall - Detail26 ft. 9 in. (8.15 m)

Length overall - Detail30 ft. 10 in. (with Swim Platform)

Length overall - Meters8.15

Length overall - Meters9.4

Length overall - Inches321

Length overall - Inches37

Height [transom]not available

Height [transom]5 ft. 6 in

Body / Hull

Hull materialFiberglass

Hull materialnot available

Engine and Drivetrain

Engine/s standard5.7 Gi/DP 280 hp Volvo Penta

Engine/s standardnot available

Fuel tank capacity - Detail65 gal. (246 l)

Fuel tank capacity - Detail130 gal

Fuel tank capacity - Liters246.05

Fuel tank capacity - Liters492.1

Fuel tank capacity - Gal65

Fuel tank capacity - Gal13

Fuel typeGas

Fuel typenot available

Drive typeI/O

Drive typenot available

Operational Info

Maximum capacity2,500 lbs. (1,134 kg)

Maximum capacityYacht

Water capacitynot available

Water capacity20 gal

Trailer Info

Trailer - DetailSure-Load? custom-matched trailer, tandem axle w/brakes

Trailer - Detailnot available

Trailer - Weight1,370 lbs. (622 kg)

Trailer - Weightnot available

Four Winns 255 Sundowner 2007 vs Four Winns 285 Sundowner 2004 — Common Questions

Which is easier to trailer — the Four Winns 255 Sundowner 2007 or the Four Winns 285 Sundowner 2004?

For trailering, the Four Winns 255 Sundowner 2007 has the edge at 491 lbs dry weight versus 728 lbs for the Four Winns 285 Sundowner 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.

How many people can each boat hold?

The Four Winns 255 Sundowner 2007 is Coast Guard rated for 8 passengers, while the Four Winns 285 Sundowner 2004 is certified for 9. Note that legal capacity and comfortable capacity aren't always the same thing — on a full day out, most experienced boaters aim for about 80% of the rated number to keep things comfortable.

Which boat is wider, and does it affect trailering?

The Four Winns 285 Sundowner 2004 measures 112" wide, compared to 102" for the Four Winns 255 Sundowner 2007. 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 255 Sundowner 2007 or the Four Winns 285 Sundowner 2004?

The Four Winns 255 Sundowner 2007 has the bigger tank at 65 gallons, versus 13 gallons on the Four Winns 285 Sundowner 2004. That 52-gallon difference translates to roughly 156–260 nautical miles of additional range at cruising speed, depending on motor, load, and conditions.

Are the Four Winns 255 Sundowner 2007 and Four Winns 285 Sundowner 2004 from the same manufacturer?

Yes — both the Four Winns 255 Sundowner 2007 and the Four Winns 285 Sundowner 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.

← Four Winns 255 Sundowner 2007 full specs ← Four Winns 285 Sundowner 2004 full specs