Four Winns 214 Funship 2005 vs Four Winns 255 Sundowner 2006 - Boat Spec Comparison

Q: Which is the larger boat — the Four Winns 214 Funship 2005 or the Four Winns 255 Sundowner 2006?

The Four Winns 255 Sundowner 2006 is the longer of the two at 26,0 feet overall. The Four Winns 214 Funship 2005 comes in at 23,0 feet, making it roughly 3,0 ft shorter — a meaningful difference in deck room and overall on-water presence.

Q: Which is easier to trailer — the Four Winns 214 Funship 2005 or the Four Winns 255 Sundowner 2006?

For trailering, the Four Winns 214 Funship 2005 has the edge at 436 lbs dry weight versus 491 lbs for the Four Winns 255 Sundowner 2006. 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: Do these boats require an oversize trailer permit to tow on US highways?

Both the Four Winns 214 Funship 2005 and Four Winns 255 Sundowner 2006 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 214 Funship 2005 or the Four Winns 255 Sundowner 2006?

The Four Winns 255 Sundowner 2006 has the bigger tank at 65 gallons, versus 5 gallons on the Four Winns 214 Funship 2005. 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 214 Funship 2005 and Four Winns 255 Sundowner 2006 from the same manufacturer?

Yes — both the Four Winns 214 Funship 2005 and the Four Winns 255 Sundowner 2006 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 214 Funship 2005 vs Four Winns 255 Sundowner 2006

Four Winns

Four Winns 214 Funship 2005

2005

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Four Winns

Four Winns 255 Sundowner 2006

2006

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Detailed Evaluation & Buyer Recommendation

Four Winns 214 Funship 2005 vs Four Winns 255 Sundowner 2006 — Same Brand, Different Boat

The Four Winns 214 Funship 2005 vs Four Winns 255 Sundowner 2006 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.

On paper these two are close siblings in the size department — Four Winns 214 Funship 2005 at 23,0 ft versus Four Winns 255 Sundowner 2006 at 26,0 ft. At 436 lbs and 491 lbs respectively, both sit in a similar weight class — either should pair comfortably with most mid-size SUVs and half-ton trucks, though always confirm your specific tow rating with the motor added.

Bottom line: The Four Winns 255 Sundowner 2006 at 26,0 ft is the right call if deck space, comfort, and entertaining are top of your list. The Four Winns 214 Funship 2005 at 23,0 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

Model214 Funship

Model255 Sundowner

Model Year2005

Model Year2006

Measurements / Dimensions

Beam8 ft. 6 in. (2.59 m)

Beam - Meters2.59

Beam - Inches102

Bridge clearance - Detail4 ft. 6 in. (1.37 m)

Bridge clearance - Detail6 ft. 3 in. (1.91 m)

Bridge clearance - Meters1.37

Bridge clearance - Meters1.91

Bridge clearance - Inches54

Bridge clearance - Inches75

Deadrise17℃

Deadrise20℃

Draft [max] - Detail31 in. (79 cm)

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

Draft [max] - Meters0.79

Draft [max] - Meters0.91

Draft [max] - Inches31

Draft [max] - Inches36

Weight - Detail4,270 - 4,360 lbs. (1,937 - 1,978 kg)

Weight - Detail4,650 - 4,910 lbs. (2,100 - 2,230 kg)

Weight - kg1977.66

Weight - kg2227.14

Weight - lbs.436

Weight - lbs.491

Length - Meters7.22

Length - Meters8.2

Length - Feet23

Length - Feet26

Length - Inches8

Length - Inches9

Length [over all with swim platform]23 ft. 8 in. (7.22 m)

Length [over all with swim platform]26 ft. 9 in. (8.2 m)

Engine and Drivetrain

Fuel tank capacity - Detail50 gal. (189 l)

Fuel tank capacity - Detail65 gal. (246 l)

Fuel tank capacity - Liters189.27

Fuel tank capacity - Liters246.05

Fuel tank capacity - Gal5

Fuel tank capacity - Gal65

Drive typeI/O

Engine/s standardnot available

Engine/s standardVolvo Penta 5.7Gi/Duoprop 280 hp

Operational Info

HeadEnclosed with Porta-Potti

HeadPorta-potti

Water capacity12 gal. (45 l)

Maximum capacity2,000 lbs. (907 kg)

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

Holding tank capacity - Detail3 gal. (11 l)

Holding tank capacity - Detail2.6 gal. (9.8 l)

Holding tank capacity - Liters11.36

Holding tank capacity - Gal3

Holding tank capacity - Gal2.6

Trailer Info

Trailer - DetailSee Standard Features

Trailer - DetailSure-Load? custom-matched

Four Winns 214 Funship 2005 vs Four Winns 255 Sundowner 2006 — Common Questions

Which is the larger boat — the Four Winns 214 Funship 2005 or the Four Winns 255 Sundowner 2006?

The Four Winns 255 Sundowner 2006 is the longer of the two at 26,0 feet overall. The Four Winns 214 Funship 2005 comes in at 23,0 feet, making it roughly 3,0 ft shorter — a meaningful difference in deck room and overall on-water presence.

Which is easier to trailer — the Four Winns 214 Funship 2005 or the Four Winns 255 Sundowner 2006?

For trailering, the Four Winns 214 Funship 2005 has the edge at 436 lbs dry weight versus 491 lbs for the Four Winns 255 Sundowner 2006. 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.

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

Both the Four Winns 214 Funship 2005 and Four Winns 255 Sundowner 2006 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 214 Funship 2005 or the Four Winns 255 Sundowner 2006?

The Four Winns 255 Sundowner 2006 has the bigger tank at 65 gallons, versus 5 gallons on the Four Winns 214 Funship 2005. 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 214 Funship 2005 and Four Winns 255 Sundowner 2006 from the same manufacturer?

Yes — both the Four Winns 214 Funship 2005 and the Four Winns 255 Sundowner 2006 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 214 Funship 2005 full specs ← Four Winns 255 Sundowner 2006 full specs