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'
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...
$54,900
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...
$94,900
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
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
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
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
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
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...
$100,000
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
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
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 ...
$88,900
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
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
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 ...
$39,000
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
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
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...
$500,000
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
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...
$129,500
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...
$45,000
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...
$125,000
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...
$65,600
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...
$29,900
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...
$59,999
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
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
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 ...
$199,000
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.
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.