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 ... learn more about Cutter Boats

166 New and Used Cutter Boats

Rafiki 37 Cutter

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,...

POP Sells logo

$49,500

Hunter Cherubini 37

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 ...

POP Sells logo

$25,500

Island Packet 35

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

Formosa Boats 44 Spindrift

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 ...

POP Sells logo

$71,900

Rafiki 37

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 ...

POP Sells logo

$25,900

Niagara 42

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

Morgan 38

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...

POP Sells logo

$53,400

Island Packet IP40

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

Irwin Cutter

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

Cascade 36 Deep Keel

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 ...

POP Sells logo

$38,000

Windship 61

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...

Sunshine Cruising Yachts logo

$369,000

Bristol Channel Cutter 28

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 *

Island Packet 31 Cutter

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

Bruce Roberts 43

Annapolis, Maryland (United States of America)

43.01 ft.

1998

Used

$49,000

Corbin 39 Cutter Pilothouse

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 ...

POP Sells logo

$54,000

Bristol Channel Cutter 37

, (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

SHANNON 52

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

Hunter 37 Cherubini

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!! ...

POP Sells logo

$39,995

Choate 44

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...

POP Sells logo

$88,000

Union 35 Polaris

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...

POP Sells logo

$24,750

Durbeck 38

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...

POP Sells logo

$39,900

Brewer STEEL HULL Kaiulani

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

Gulf Craft 32

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. ...

POP Sells logo

$39,500

CSY 44

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...

POP Sells logo

$69,500

Pacific Seacraft 37

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...

Red-Ensign logo

$117,264 *

Pearson 44

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

Pacific Seacraft Crealock 37

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

Pacific Seacraft "CREALOCK" 34

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...

POP Sells logo

$72,900

* 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.