Windward 28 by Chesapeake Marine Design

Extended sailing cruiser

Length overall28'8.53 m
Beam8' 6"2.59 m
Draft3' 6"1.07 m
Draft (cb up)1' 6"0.46 m
Weight5200 lbs2359 kg
Sail area336 sq. ft.31.22 m2
Engine power10 - 15
Gallery 2 photos
See also Windward 24



WINDWARD 28 is a cruising version of her successful shallow draft sisters. She has generous accommodations in her cabin. Her arrangement drawing shows a vee berth forward, galley to port, storage to starboard, two settees and a porta potty to pull out from under the bridge deck. Other arrangement options are possible including an enclosed head and quarter berths extending under the cockpit. Her self bailing cockpit is large for family and friends to spread out. Storage is provided in the lazaret and under the cockpit seats. She is suited for a 15hp outboard or a 10hp inboard. She will sail upright and go to windward well as her name indicates. The split ketch rig is easy to handle and reduces easily when white caps appear.

Her hull is glue and screw 1/2" Plywood and epoxy on plywood bulkheads and straight frames. Plans include: materials, lines, construction, and two sail plans. Build her and enjoy extended cruising in thin water.

Estimated cost for quality construction materials (not including power or sails) is $32000. This cost includes a high level of outfit and finish you can be proud of after putting the effort into building this fine boat.

Interior layout

Photo gallery

On the water
On the water

On the trailer
On the trailer

See also

Design Length Beam Sail area Engine power Compare
Windward 24 by Chesapeake Marine Design
Daysailer / Camp cruiser
7.32 m
8' 6"
2.59 m
280 sq. ft.
26.01 m2

Boats about same size as Windward 28

Vagabond 26   Vagabond 26
[VG26] An offshore capable cruising boat with shallow draft

LOA: 27'/8.24 m   compare
Didi 28   Didi 28
Radius chine plywood maxi trailer-sailer

LOA: 27' 7"/8.4 m   compare
Cape May 25   Cape May 25
Plywood Lapstrake Trailable Gaff Cutter

LOA: 28' 8"/8.73 m   compare
C-Trawler 29   C-Trawler 29
Power cruiser / Trawler / Motorsailer

LOA: 29'/8.84 m   compare

Questions? Suggestions? Contact us at: