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 ... learn more about Cutter Boats
166 New and Used Cutter Boats
Oak Harbor, Washi... (United States of America)
37.01 ft.
1977
Used
Seller has taken great pride in getting this one to be a beauty!!! Lots of new items!!! Seller Notes: Seller Update: New Volvo Penta forty horse, new water heater,...
$49,500
Green Cove Spring... (United States of America)
37.01 ft.
1981
Used
Recent Paint!! Yamaha 4-Stroke OB for your dinghy!! Ready to Sail Away!! Accommodations on this Hunter Cherubini 37 include a V-berth with hanging locker and large ...
$25,500
Punta Gorda, Florida (United States of America)
35.24 ft.
1989
Used
1989 35 Island Packet Aft Cockpit Cutter 375' (1") Hurricane Line Cream topside, deck, cabin and light beige nonskid with red boot stripes Yanmar diesel engine reb...
$95,000
Green Cove Spring... (United States of America)
44.0 ft.
1980
Used
Most of the Work Is Done!! Lots of Upgrades and Improvements!! Tune the Rigging and Sail Away!! Are you looking for a spacious liveaboard that can easily sleep 5-6 ...
$71,900
Essexville, Michigan (United States of America)
37.01 ft.
1977
Used
Beautiful Sailing Vessel In Very Good Condition, Very Loved And Well Maintained! This 1977 Rafiki 37 designed by Stan Huntingford is a solidly built bluewater boat ...
$25,900
Mystic, Connecticut (United States of America)
41.99 ft.
1986
Used
She crosses oceans in comfort and style, a proven Blue Water Cruiser. DAYDREAM is considered a classic cruising sailboat. A knowledgeable hands on owner maintains thi...
$99,900
Mount Sinai, New ... (United States of America)
37.99 ft.
1978
Used
Well maintained turn key 1978 Morgan 38 with many extras! Ready to sail! If you are in the market for a cutter, look no further than this 1978 Morgan 38, priced rig...
$53,400
Port Charlotte, F... (United States of America)
41.5 ft.
1997
Used
This is a great boat for anyone willing to take on a project. The hull is sound, but as described below, the rigging is in need of replacement. The price has been dro...
$80,000
San Carlos, Sonora, (Mexico)
54.0 ft.
1988
Used
1988 Irwin 54' Cutter PRICE JUST REDUCED BY OVER $10K!! The reputation of the big Irwins is legendary. SEA PEACE’sspacious interior, deck and center cockpit a...
$149,500
Cathlamet, Washin... (United States of America)
35.99 ft.
1974
Used
Rare aft cabin Cascade 36 Deep Keel with many upgrades and Yanmar diesel power. Cascade sailboats are known far and wide for their stability, and this 1974 Cascade ...
$38,000
Saint Augustine, ... (United States of America)
60.76 ft.
1989
Used
Designed by William Waite and built in Tampa Florida at Trident Shipworks, this is a very rare beauty. Windships were built to the same standards as Oysters, Hinckley...
$369,000
Vancouver, Britis... (Canada)
27.99 ft.
1982
Used
The Bristol Cutter Channel is a meticulously maintained sailing vessel designed for both performance and comfort. Featuring a robust 35C3 Westerbeke engine with only ...
$68,224 *
Wilmington, North... (United States of America)
31.0 ft.
1987
Used
Solid and dependable cruising Island Packet style. Welcome aboard Journey II, an Island Packet 31 cutter rig.Her engine is in immaculate condition and all sails...
$55,000
Longview, Washington (United States of America)
39.01 ft.
1980
Used
Custom LIVEABOARD Pilothouse Cutter built in Nova Scotia with Tons of Upgrades Is now the time to go cruising to Hawaii and Points South? Or you might want to live ...
$54,000
, (Denmark)
37.01 ft.
1999
Used
The Sam L. Morse Bristol Channel Cutter is a legendary 28-foot sailboat known for its incredible craftsmanship and exceptional sea-worthiness. Designed by Lyle Hess, ...
$99,000
Grosse Pointe Woo... (United States of America)
52.0 ft.
2001
Used
Preliminary Listing Shannon Boat Company was founded by Walter Schulz in Bristol Rhode Island in 1975 with the intent to design and build offshore yachts to the hi...
$390,000
Racine, Wisconsin (United States of America)
37.01 ft.
1979
Used
VERY WELL maintained HUNTER Cherubini 37 READY TO SAIL AWAY!! Sail for the day or just sail away on this sought after Hunter Cherubini 37 is ready for adventure!! ...
$39,995
Key West, Florida (United States of America)
44.0 ft.
1981
Used
A Great racer/cruiser! a Doug Peterson (Americas Cup winning builder) designed and built This classic Choate is an America's Cup Hall of Fame inducted, Doug Peterso...
$88,000
Honolulu, Hawaii (United States of America)
35.99 ft.
1981
Used
Classic timepiece in paradise !!!! Perfect for liveaboard or sailing off into the sunset. The 1981 Union Polaris 35 is a classic, traditionally styled cruising sail...
$24,750
Punta Gorda, Florida (United States of America)
37.99 ft.
1983
Used
1983 DURBECK 38 MOTORSAILER, YANMAR DIESEL, 50 HORSEPOWER, READY TO SAIL 1983 Durbeck 38 The Durbek 38 is a solid bluewater cruiser. Her full keel with a protected...
$39,900
Boston, Massachus... (United States of America)
41.34 ft.
1988
Used
When you step aboardthe STEEL hulled KaSonderayou willappreciate the love and craftsmanship that went into her design and construction. This 1988 Ka...
$198,900
Oxnard, California (United States of America)
31.99 ft.
1987
Used
2 Wheel Steering Stations, Auto Pilot, Roller Furling Jib! This 1987 Gulf Cutter Sailboat is 1 of 400 built in the USA by Gulf Marine Products/Capital Yachts, Inc. ...
$39,500
Isla Mujeres, Qui... (Mexico)
44.0 ft.
1977
Used
1977 CSY 44 - Great cruising or liveaboard boat. Loads of room , solidly built and comfortable cruising yacht. For sale is this classic 1977 CSY 44 mid cockpit sail...
$69,500
United Kingdom
36.91 ft.
1994
Used
Construction William Crealock designed Grp hull and superstructure Teak laid side decks Canoe stern Long fin lead keel Skeg hung rudder Copper coated hull Deck 12m...
$117,264 *
St Petersburg, Fl... (United States of America)
44.49 ft.
1965
Used
1965 Person Countess 44 This is a classic Alden design. Pearson Countess 44 is a 13.6 m monohull sailboat designed by John G. Alden and built by Pearson Yachts between...
$40,000
Port Charlotte, F... (United States of America)
37.01 ft.
1994
Used
Manufacturer Introduction: The Pacific Seacraft 37 is a superb high-performance cruising yacht that incorporates all the qualities an experienced sailor looks for in...
$75,000
Green Cove Spring... (United States of America)
33.99 ft.
1987
Used
Beautiful Blue Water Sailer!! Wonderful Care!! Tiller Steering!! If you're searching for a sailboat that combines classic beauty with unmatched performance, look no...
$72,900
* 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.