Four Winns 255 Sundowner 2007 vs Four Winns H220SS 2008 - Boat Spec Comparison

Q: Which is the larger boat — the Four Winns 255 Sundowner 2007 or the Four Winns H220SS 2008?

The Four Winns 255 Sundowner 2007 is the longer of the two at 26,0 feet overall. The Four Winns H220SS 2008 comes in at 22,0 feet, making it roughly 4,0 ft shorter — a meaningful difference in deck room and overall on-water presence.

Q: Which is easier to trailer — the Four Winns 255 Sundowner 2007 or the Four Winns H220SS 2008?

For trailering, the Four Winns H220SS 2008 has the edge at 38 lbs dry weight versus 491 lbs for the Four Winns 255 Sundowner 2007. 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: What is the maximum horsepower rating for these boats?

The Four Winns H220SS 2008 has a documented max rating of 320 hp. Engine specifications for the Four Winns 255 Sundowner 2007 were not available in our database — check the OEM spec sheet or manufacturer's website for confirmation.

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 H220SS 2008 is certified for 1. 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: Do these boats require an oversize trailer permit to tow on US highways?

Both the Four Winns 255 Sundowner 2007 and Four Winns H220SS 2008 share an 8 ft. 6 in. (2.59 m) beam — meaning both sit right at the 8’6" threshold that most US states use for standard-width loads. In most states you can tow at that width without a special permit, but regulations vary. Always check the rules for your state and any states you'll be passing through before your first long haul.

Q: Which boat has the larger fuel tank — the Four Winns 255 Sundowner 2007 or the Four Winns H220SS 2008?

The Four Winns 255 Sundowner 2007 has the bigger tank at 65 gallons, versus 5 gallons on the Four Winns H220SS 2008. That 60-gallon difference translates to roughly 180–300 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 H220SS 2008 from the same manufacturer?

Yes — both the Four Winns 255 Sundowner 2007 and the Four Winns H220SS 2008 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 H220SS 2008

Four Winns

Four Winns 255 Sundowner 2007

2007

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Four Winns

Four Winns H220SS 2008

2008

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Detailed Evaluation & Buyer Recommendation

Four Winns 255 Sundowner 2007 vs Four Winns H220SS 2008 — Same Brand, Different Boat

The Four Winns 255 Sundowner 2007 vs Four Winns H220SS 2008 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 255 Sundowner 2007 measures 26,0 feet overall (2007), giving it roughly 4,0 additional feet of deck space compared to the Four Winns H220SS 2008 at 22,0 feet (2008). Weight tells a clearer story for trailering families: the Four Winns 255 Sundowner 2007 tips the scales at 491 lbs — 453 lbs more than the Four Winns H220SS 2008 at 38 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 Four Winns H220SS 2008 tops out at 320 hp. Engine specs for the Four Winns 255 Sundowner 2007 aren't listed — confirm with a dealer before selecting an outboard.Fuel capacity breaks the other way: the Four Winns 255 Sundowner 2007 carries 65 gallons versus 5 gallons in the Four Winns H220SS 2008. On a lake day that's negligible, but for coastal cruising or long reservoir runs the extra range matters.

For family outings this is probably the sharpest distinction between the two. The Four Winns 255 Sundowner 2007 is rated for 8 passengers, while the Four Winns H220SS 2008 caps at 1. If you're regularly pulling extended family or a group of friends onto the water, the extra seats on the Four Winns 255 Sundowner 2007 could be the deciding factor.

Bottom line: Choose the Four Winns 255 Sundowner 2007 if your priority is putting more people on the water — it handles 8 passengers and at 26,0 ft it has the deck room to back that rating up comfortably. The Four Winns H220SS 2008 is the smarter pick if you want a lighter, easier-to-trailer boat rated for 1 that costs less to run day-to-day.

General Boat Info

MakeFour Winns

Model255 Sundowner

ModelH220SS

Model Year2007

Model Year2008

Measurements / Dimensions

Beam8 ft. 6 in. (2.59 m)

Beam - Meters2.59

Beam - Inches102

Deadrise20℃

Deadrise19℃

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

Draft [drive up] - Detail16 in. (41 cm)

Draft [drive up] meters0.48

Draft [drive up] meters0.41

Draft [drive up] inches19

Draft [drive up] inches16

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

Draft [max] - Detail33 in. (84 cm)

Draft [max] - Meters0.91

Draft [max] - Meters0.84

Draft [max] - Inches36

Draft [max] - Inches33

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

Weight - DetailWith Engine: 3,750 - 3,800 lbs. (1,700 - 1,720 kg)

Weight - kg2227.14

Weight - kg1723.65

Weight - lbs.491

Weight - lbs.38

Length - Meters8.15

Length - Meters6.71

Length - Feet26

Length - Feet22

Length - Inches9

Length - Inchesnot available

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

Length overall - Detail22 ft. 0 in. (6.71 m)

Length overall - Meters8.15

Length overall - Meters6.71

Length overall - Inches321

Length overall - Inches264

Bridge clearance - Detailnot available

Bridge clearance - Detail4 ft. 1 in. (1.24 m)

Bridge clearance - Metersnot available

Bridge clearance - Meters1.24

Bridge clearance - Inchesnot available

Bridge clearance - Inches49

Height - Detailnot available

Height - Detail5 ft. 2 in. (1.57 m)

Height - Metersnot available

Height - Meters1.57

Height - Inchesnot available

Height - Inches62

Body / Hull

Hull materialFiberglass

Hull typenot available

Hull typeModified Vee

Engine and Drivetrain

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

Engine/s standardVolvo Penta 5.0 GXi/SX 270 hp

Fuel tank capacity - Detail65 gal. (246 l)

Fuel tank capacity - Detail50 gal. (189 l)

Fuel tank capacity - Liters246.05

Fuel tank capacity - Liters189.27

Fuel tank capacity - Gal65

Fuel tank capacity - Gal5

Fuel typeGas

Drive typeI/O

Engine maxnot available

Engine max320 hp

Operational Info

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

Maximum capacity1,800 lbs. (816 kg)

Maximum peoplenot available

Maximum people1

Trailer Info

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

Trailer - DetailSure-Load? custom-matched, tandem axle with tandem brakes

Trailer - Weight1,370 lbs. (622 kg)

Trailer - Weight1,293 lbs. (586 kg)

Four Winns 255 Sundowner 2007 vs Four Winns H220SS 2008 — Common Questions

Which is the larger boat — the Four Winns 255 Sundowner 2007 or the Four Winns H220SS 2008?

The Four Winns 255 Sundowner 2007 is the longer of the two at 26,0 feet overall. The Four Winns H220SS 2008 comes in at 22,0 feet, making it roughly 4,0 ft shorter — a meaningful difference in deck room and overall on-water presence.

Which is easier to trailer — the Four Winns 255 Sundowner 2007 or the Four Winns H220SS 2008?

For trailering, the Four Winns H220SS 2008 has the edge at 38 lbs dry weight versus 491 lbs for the Four Winns 255 Sundowner 2007. 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.

What is the maximum horsepower rating for these boats?

The Four Winns H220SS 2008 has a documented max rating of 320 hp. Engine specifications for the Four Winns 255 Sundowner 2007 were not available in our database — check the OEM spec sheet or manufacturer's website for confirmation.

How many people can each boat hold?

The Four Winns 255 Sundowner 2007 is Coast Guard rated for 8 passengers, while the Four Winns H220SS 2008 is certified for 1. 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.

Do these boats require an oversize trailer permit to tow on US highways?

Both the Four Winns 255 Sundowner 2007 and Four Winns H220SS 2008 share an 8 ft. 6 in. (2.59 m) beam — meaning both sit right at the 8’6" threshold that most US states use for standard-width loads. In most states you can tow at that width without a special permit, but regulations vary. Always check the rules for your state and any states you'll be passing through before your first long haul.

Which boat has the larger fuel tank — the Four Winns 255 Sundowner 2007 or the Four Winns H220SS 2008?

The Four Winns 255 Sundowner 2007 has the bigger tank at 65 gallons, versus 5 gallons on the Four Winns H220SS 2008. That 60-gallon difference translates to roughly 180–300 nautical miles of additional range at cruising speed, depending on motor, load, and conditions.

Are the Four Winns 255 Sundowner 2007 and Four Winns H220SS 2008 from the same manufacturer?

Yes — both the Four Winns 255 Sundowner 2007 and the Four Winns H220SS 2008 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 H220SS 2008 full specs