New and Used Cutter Boats for Sale

The cutter rig sailing boat is a great boat to start sailing with. It has a flexible, easy to handle inboard rig, which is why many cruising sailors -are such a fan of it. Typically a cutter boat is a small, but in some cases, a medium-sized, watercraft yacht designed for speed rather than for ca... learn more about Cutter Boats

722 New and Used Cutter Boats

Custom Boats Navigateurs J.E.L. Custom 37'
Custom Boats Navigateurs J.E.L. Custom 37' Custom Boats Navigateurs J.E.L. Custom 37' Custom Boats Navigateurs J.E.L. Custom 37'

Custom Boats Navigateurs J.E.L. Custom 37'

Green Cove Spring... (United States of America)

37.01 ft.

1980

Used

Video Tour

Custom Built!! Bilge Keel!! Extremely Stable Blue Water Sailer!! If you are in the market for a cutter, look no further than this 1980 Custom Built Navigateurs J.E.L. Custom 37", priced right at $54,900 (offers encouraged). This vessel is located in Green Cove Springs, Florida and i...

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$54,900

Endeavour 42 Cc
Endeavour 42 Cc Endeavour 42 Cc Endeavour 42 Cc

Endeavour 42 Cc

Green Cove Spring... (United States of America)

41.99 ft.

1985

Used

Video Tour

Boat Overview Very Nice Center Cockpit!! Air Conditioned!! Dinghy Included!! Vessel Details Model: Endeavour 42 Year: 1985 Price: $94,900 (offers encouraged) Location: Green Cove Springs, Florida Condition: Good Engine: Perkins Engine Ho...

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$94,900

Dickerson aft cockpit cutter

Dickerson aft cockpit cutter

Westport, Connect... (United States of America)

37.01 ft.

1983

Used

Boat for Sale Location: Westport, CT Year: 1983 Model: 37ft Dickerson Shoal Draft Diesel Auxiliary Cutter Condition: Great condition Description Beautifu...

$35,000

Csy 44 Center Cockpit

Csy 44 Center Cockpit

Stuart, Florida (United States of America)

44.26 ft.

1979

Used

44' CSY Center Cockpit 1979 We are pleased to offer this clean and ready-to-sail 44 CSY built for a private owner. The CSY 44 was a ruggedly built mid-cockpit cut...

$69,500

Bayfield 36

Bayfield 36

Stuart, Florida (United States of America)

41.24 ft.

1987

Used

36 Bayfield Cutter The Bayfield 36 is a recreational full keel cutter built predominantly of fiberglass with teak wood trim. It features a cutter rig with anodized ...

$35,000

Kadey Krogen 38

Kadey Krogen 38

Stuart, Florida (United States of America)

38.09 ft.

1982

Used

Kadey Krogen 38 Tandem Centerboard We are pleased to present the well-updated 38 Kadey Krogen. The 38 Kadey Krogen is a centerboard gunkholer. Living and working ...

$84,900

Laurent Giles 38

Laurent Giles 38

Mystic, Connecticut (United States of America)

37.99 ft.

1952

Used

Boat Overview Located in a boat shed at a marina in Mystic, Connecticut, the Bermuda cutter Rose of York fulfills her description as a "powerful cruising yacht of c...

$32,000

Cape George 31

Cape George 31

Saint Petersburg,... (United States of America)

31.0 ft.

1982

Used

Interior Accommodations The interior of the 1982 Cape George 31 is a masterful blend of classic craftsmanship and functional design. Offering both comfort and pract...

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$100,000

Nordia 82

Nordia 82

Saint-Raphael, Pr... (France)

82.02 ft.

1987

Used

Boat Description ALTAÏR is an oceangoing aluminium ketch of the best pedigree. She has benefited from an extensive refit ending in 2020, which has brought her to ne...

$860,255 *

Chantier Naval de Marseille Race Bermudian Cutter

Chantier Naval de Marseille Race Bermudian Cutter

Cogolin, Provence... (France)

59.88 ft.

1939

New

Boat Description S/Y Race Bermudian Cutter SYLPHE, new sailing yacht for sale from 1939 Chantier Naval du Pharo in Marseille for 285.000 EUR.

$310,345 *

Dinieper Tropic 1200
Dinieper Tropic 1200 Dinieper Tropic 1200 Dinieper Tropic 1200

Dinieper Tropic 1200

Placida, Florida (United States of America)

41.99 ft.

1992

Used

Video Tour

1992 Dnieper 1200 GALVANIZED STEEL HULL! HYDRAULIC CENTERBOARD! A BEAUTY ON THE WATER! General Information This Dnieper is a professionally yard-built Tropic 1200. The hull is flame sprayed galvanized steel. Designed by a mixture of Joubert and Carroff and built by Dnieper, the ...

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$88,900

Robert Clark Mystery 39

Robert Clark Mystery 39

Dumbarton (United Kingdom)

39.63 ft.

1938

Used

Boat Overview The Mystery 39 designed by Robert Clark is one of the most iconic pre-war British designed and built yachts. Sought after for their beautiful lines an...

$51,100 *

Cornish Crabbers Pilot Cutter 30

Cornish Crabbers Pilot Cutter 30

Maliano (Spain)

31.0 ft.

2006

Used

Boat Overview We are proud to present this stunning, meticulously maintained Pilot Cutter 30 located in the North of Spain. Features "The ultimate gaff sailing boa...

$103,339 *

Csy 44 Center Cockpit Walkover
Csy 44 Center Cockpit Walkover Csy 44 Center Cockpit Walkover Csy 44 Center Cockpit Walkover

Csy 44 Center Cockpit Walkover

Río Dulce (Guatemala)

44.0 ft.

1977

Used

Boat Overview This 1977 44’ CSY Walkover is a tough, heavy built blue water cruiser. In fact, Cruising World Magazine included the CSY 44 in its list of the 40 best sailboats of all time! CSY boats were built to unusually high standards of strength, durability, and quality consistent ...

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$39,000

Jongert 21 S

Jongert 21 S

Majorca (Spain)

71.0 ft.

1982

Used

1982 Jongert 21s We are excited to list this stunning Jongert 21s, a true classic sailing yacht. Introducing Serenity of Sea, a masterpiece of maritime luxury. This...

$571,688 *

Formosa 51

Formosa 51

Fethiye (Turkey)

50.83 ft.

1981

Used

Beautifully maintained 1981 Formosa 51, a true ocean-going ketch Well-loved 1981 Formosa 51, an ocean-going ketch that blends classic charm with thoughtful ...

$114,338 *

Gannon & Benjamin 75' Schooner

Gannon & Benjamin 75' Schooner

Mystic, Connecticut (United States of America)

75.49 ft.

2001

Used

Boat Overview A lovely modern classic, built by the superb yard of Gannon and Benjamin located in Martha’s Vineyard, the home of many classic yachts, both commercia...

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$500,000

Ketch Sam Crocker

Ketch Sam Crocker

Mystic, Connecticut (United States of America)

35.99 ft.

1935

Used

PANTOUF is currently docked in Mystic, Connecticut. The price has been reduced for a late summer sale. This classic American ketch was designed by Samuel Sturgis Croc...

$27,000

Bristol Channel Cutter

Bristol Channel Cutter

Annapolis, Maryland (United States of America)

27.99 ft.

1985

Used

Boat Overview -- NOW IN ANNAPOLIS!! -- In 1986 Ferenc Mate' published the second volume of "The Worlds Best Sailboats". One of the selected boats is the Sam L. Mo...

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$129,500

Union Polaris 36

Union Polaris 36

Redwood City, Cal... (United States of America)

35.99 ft.

1980

Used

MORE INFO The well-built teak interior is of classic design and proportions, featuring a skylight that breathes light and life into the living quarters which featur...

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$45,000

Chris Craft 68 Roamer

Chris Craft 68 Roamer

Jacksonville, Flo... (United States of America)

68.01 ft.

1973

Used

Vessel Overview The Vessel Yolo is a classic 1973 Chris-Craft motor yacht from the Roamer 68 series. She is built on a sturdy aluminum hull and features four stater...

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$125,000

Chris Craft 40
Chris Craft 40 Chris Craft 40 Chris Craft 40

Chris Craft 40

Port Orchard, Was... (United States of America)

39.99 ft.

1947

Used

Boat Overview Absolutely gorgeous, classic Chris-Craft, must see this one! Step aboard a piece of maritime history--this 1947 Chris-Craft 40. A symphony of vintage craftsmanship and timeless elegance, this classic cruiser is more than a boat, it's an invitation to relive the golden...

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$65,600

Chris Craft Special Sportsman
Chris Craft Special Sportsman Chris Craft Special Sportsman Chris Craft Special Sportsman

Chris Craft Special Sportsman

Ellijay, Georgia (United States of America)

21.0 ft.

1963

Used

Boat Overview 1963 Chris Craft Sea Skiff powered by a Chevy motor and trailer available! Condition and Features This 1963 Chris-Craft Sea skiff Sportsman has been restored over the years to stay on the water and still present the original lines of such a historical craft. A cl...

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$29,900

Trumpy Custom
Trumpy Custom Trumpy Custom Trumpy Custom

Trumpy Custom

Jacksonville, Flo... (United States of America)

54.99 ft.

1956

Used

Video Tour

Boat Description One of a kind Custom Trumpy and Sons Motor Yacht. Get ready to see turns head when you glide by on this one. General Information If you are in the market for an antique and classic boat, look no further than this 1956 Trumpy Custom, priced right at $59,999 (offe...

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$59,999

Calkins 50 Pilot House

Calkins 50 Pilot House

San Diego, CA (United States of America)

50.0 ft.

1969

Used

Boat Overview Mike Dorgan w/ Marine Servicenter Yacht Sales San Diego offers this beautiful classic 50' Pilot House Calkins 50 sailboat. She is sure to impress with...

$119,000

Bristol Channel Cutter

Bristol Channel Cutter

Westbrook, Connec... (United States of America)

37.76 ft.

2001

Used

Bristol Channel Cutter Sails Mainsail: 253 sq ft, 7.9 oz, 3 reefs, slab reefing Jib top: 297 sq ft, 7.9 oz, roller furling Staysail: 23 sq ft, 7.9 oz, hanked...

$145,000

Armstrong 52
Armstrong 52 Armstrong 52 Armstrong 52

Armstrong 52

Port Townsend, Wa... (United States of America)

52.0 ft.

1968

Used

Boat Description Hull: Made of Honduras mahogany, strip-planked and edge-nailed. Sails: One fly, three main sails, and a topsail. Specifications Length: 43 feet on deck Waterline Length: 32' 4" Beam: 12' 6" Engine Details Engine: Saab 20 HP hand-crank ...

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$199,000

Custom Boats Frank Edmond Schooner

Custom Boats Frank Edmond Schooner

San Diego, CA, (United States of America)

66.01 ft.

1984

Used

Overview Discover timeless elegance and adventure with this stunning 66-foot schooner, now available in beautiful Ensenada, Mexico. With a graceful green hull and ...

$295,000

* Price displayed is based on today's currency conversion rate of the listed sales price.

ABOUT CUTTER BOATS

The cutter rig sailing boat is a great boat to start sailing with. It has a flexible, easy to handle inboard rig, which is why many cruising sailors -are such a fan of it. Typically a cutter boat is a small, but in some cases, a medium-sized, watercraft yacht designed for speed rather than for capacity and traditionally a cutter sailing yacht is a small single-masted boat.

The cutter rig yacht will have two jibs, the foremost one usually a high-cut Yankee set on the forestay and the other a staysail set on an inner forestay.

There are two options of the cutter rig sailboat; the 'bowsprit version', where the Yankee is set on a bowsprit and the staysail attached to the bow, usually found on heavier displacement sailboats or the 'no bowsprit' type where the whole rig is contained inboard, with no bowsprit.

You also find this type of rig on sloops, ketch boats, and yawls too.

Find your own new or used cutter rig yachts for sale down below.