Four Winns 285 Sundowner 2005 vs Four Winns H2 Surf 2023 - Boat Spec Comparison

Q: Which is the larger boat — the Four Winns 285 Sundowner 2005 or the Four Winns H2 Surf 2023?

The Four Winns H2 Surf 2023 is the longer of the two at 22,0 feet overall. The Four Winns 285 Sundowner 2005 comes in at 3,0 feet, making it roughly 19,0 ft shorter — a meaningful difference in deck room and overall on-water presence.

Q: Which is easier to trailer — the Four Winns 285 Sundowner 2005 or the Four Winns H2 Surf 2023?

For trailering, the Four Winns 285 Sundowner 2005 has the edge at 728 lbs dry weight versus 4 400 lbs for the Four Winns H2 Surf 2023. 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 passengers can the Four Winns H2 Surf 2023 carry?

The Four Winns H2 Surf 2023 has an official capacity rating of 6 people. Capacity data wasn't available for the other model in this comparison — verify directly with the dealer.

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 H2 Surf 2023. 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 285 Sundowner 2005 or the Four Winns H2 Surf 2023?

The Four Winns 285 Sundowner 2005 has the bigger tank at 13 gallons, versus 4 gallons on the Four Winns H2 Surf 2023. That 9-gallon difference translates to roughly 27–45 nautical miles of additional range at cruising speed, depending on motor, load, and conditions.

Q: Are the Four Winns 285 Sundowner 2005 and Four Winns H2 Surf 2023 from the same manufacturer?

Yes — both the Four Winns 285 Sundowner 2005 and the Four Winns H2 Surf 2023 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 285 Sundowner 2005 vs Four Winns H2 Surf 2023

Four Winns

Four Winns 285 Sundowner 2005

2005

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Four Winns

Four Winns H2 Surf 2023

2023

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Detailed Evaluation & Buyer Recommendation

Four Winns 285 Sundowner 2005 vs Four Winns H2 Surf 2023 — Same Brand, Different Boat

The Four Winns 285 Sundowner 2005 vs Four Winns H2 Surf 2023 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 H2 Surf 2023 measures 22,0 feet overall (2023), giving it roughly 19,0 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 H2 Surf 2023 tips the scales at 4 400 lbs — 3 672 lbs less than the Four Winns 285 Sundowner 2005 at 728 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 H2 Surf 2023 at 22,0 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

Makenot available

Model285 Sundowner

Modelnot available

Model Year2005

Model Yearnot available

Measurements / Dimensions

Beam9 ft. 4 in. (2.85 m)

Beam8.50 ft

Beam - Meters2.84

Beam - Meters2.59

Beam - Inches112

Beam - Inches102

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

Bridge clearance - Detailnot available

Bridge clearance - Meters1.68

Bridge clearance - Metersnot available

Bridge clearance - Inches66

Bridge clearance - Inchesnot available

Deadrise21℃

Deadrisenot available

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

Draft [max] - Detail3.70 ft

Draft [max] - Meters0.94

Draft [max] - Meters1.13

Draft [max] - Inches37

Draft [max] - Inches44

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

Weight - Detailnot available

Weight - kg3302.15

Weight - kgnot available

Weight - lbs.728

Weight - lbs.not available

Length - Meters9.4

Length - Metersnot available

Length - Feet3

Length - Feet22

Length - Inches1

Length - Inchesnot available

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

Length [over all with swim platform]not available

Length overall - Detailnot available

Length overall - Detail22.00 ft

Length overall - Metersnot available

Length overall - Meters6.71

Length overall - Inchesnot available

Length overall - Inches264

Draft Minnot available

Draft Min2.00 ft

Displacementnot available

Displacement4400.00 lbs

Engine and Drivetrain

Fuel tank capacity - Detail130 gal. (492 l)

Fuel tank capacity - Detailnot available

Fuel tank capacity - Liters492.1

Fuel tank capacity - Liters151.42

Fuel tank capacity - Gal13

Fuel tank capacity - Gal4

Drive typeI/O

Drive typenot available

Operational Info

HeadPorta-Potti

Headnot available

Water capacity20 gal. (76 l)

Water capacitynot available

Holding tank capacity - Detail9 gal. (34 l)

Holding tank capacity - Detailnot available

Holding tank capacity - Liters34.07

Holding tank capacity - Litersnot available

Holding tank capacity - Gal9

Holding tank capacity - Galnot available

Trailerablenot available

TrailerableYes

Boat typenot available

Boat typePower

Four Winns 285 Sundowner 2005 vs Four Winns H2 Surf 2023 — Common Questions

Which is the larger boat — the Four Winns 285 Sundowner 2005 or the Four Winns H2 Surf 2023?

The Four Winns H2 Surf 2023 is the longer of the two at 22,0 feet overall. The Four Winns 285 Sundowner 2005 comes in at 3,0 feet, making it roughly 19,0 ft shorter — a meaningful difference in deck room and overall on-water presence.

Which is easier to trailer — the Four Winns 285 Sundowner 2005 or the Four Winns H2 Surf 2023?

For trailering, the Four Winns 285 Sundowner 2005 has the edge at 728 lbs dry weight versus 4 400 lbs for the Four Winns H2 Surf 2023. 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 passengers can the Four Winns H2 Surf 2023 carry?

The Four Winns H2 Surf 2023 has an official capacity rating of 6 people. Capacity data wasn't available for the other model in this comparison — verify directly with the dealer.

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 H2 Surf 2023. 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 285 Sundowner 2005 or the Four Winns H2 Surf 2023?

The Four Winns 285 Sundowner 2005 has the bigger tank at 13 gallons, versus 4 gallons on the Four Winns H2 Surf 2023. That 9-gallon difference translates to roughly 27–45 nautical miles of additional range at cruising speed, depending on motor, load, and conditions.

Are the Four Winns 285 Sundowner 2005 and Four Winns H2 Surf 2023 from the same manufacturer?

Yes — both the Four Winns 285 Sundowner 2005 and the Four Winns H2 Surf 2023 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 285 Sundowner 2005 full specs ← Four Winns H2 Surf 2023 full specs