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

164 New and Used Cutter Boats

Rafiki 37 Cutter

Oak Harbor, Washington (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,...

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$49,500

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 ...

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$27,000

Hunter Cherubini 37

Green Cove Springs, (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 ...

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$25,500

Formosa Boats 44 Spindrift

Green Cove Springs, Florida (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 ...

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$79,900

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...

$104,000

Howdy Bailey Marine 47

Saint Augustine, Florida (United States of America)

46.82 ft.

1992

Used

You won't find another boat like this! She's a steel Bruce Bingham design built by the Howdy Bailey shipyard on the Chesapeake Bay.Bruce Bingham, respected arti...

Sunshine Cruising Yachts logo

$69,000

Morgan 38

Mount Sinai, New York (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...

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$53,400

Island Packet IP40

Port Charlotte, Florida (United States of America)

41.5 ft.

1997

Used

$20,000 PRICE REDUCTION 3/30/2024! 1997 Island Packet IP40 Cutter, OPPORTNITY TO OWN AN IP40 WELL UNDER MARKET VALUE! If you're in the market for an Island Packet 4...

$92,900

Island Packet 31 Cutter

Wilmington, North Carolina (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

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 ...

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$54,000

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

Bristol Channel Cutter 28

Vancouver, British Columbia (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 ...

$69,224 *

C & C 61

Anacortes, Washington (United States of America)

60.99 ft.

1974

Used

SPECIFICATIONS Price: $359,500 Boat Name: KOH-I-NOOR Make: C&C Model: 61 Year: 1974 Condition: Used Category: Cutter Construction: Fiberglass Leng...

$359,500

SHANNON 52

Grosse Pointe Woods MI (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

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...

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$88,000

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!! ...

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$39,995

Bristol Channel Cutter Sam L Morse

Brooklin, Maine (United States of America)

37.01 ft.

1985

Used

SPECIFICATIONS Price: $129,500 Boat Name: Jolie Brise Make: Bristol Channel Cutter Model: Sam L Morse Year: 1985 Condition: Used Category: Cutter Constr...

$129,500

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

Tayana 37' Cutter

Marina Del Rey, California (United States of America)

37.01 ft.

1978

Used

SPECIFICATIONS Price: $46,000 Boat Name: Morning Star Make: Tayana Model: 37' Cutter Year: 1978 Condition: Used Category: Cutter Construction: Fibergla...

$46,000

Westsail 42

Baltimore, Maryland (United States of America)

41.99 ft.

1978

Used

Nice Westsail Cruiser! These boats have sailed all over the world. New Captain wanted! A True Bluewater boat!! Thinking of sailing across the Atlantic or sailing ...

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$69,000

Willard Boats 30

Emeryville, California (United States of America)

29.99 ft.

1978

Used

This Willard is a Rare Find as There Were Only 30 Built Beginning in 1973 This Willard is ready for just about any adventure on the water that you have planned. Sh...

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$14,000

Caliber 38 Ft

Anacortes, Washington (United States of America)

37.99 ft.

1989

Used

SPECIFICATIONS Price: $119,000 Boat Name: SHEET MUSIC Make: Caliber Model: -- Year: 1989 Condition: Used Category: Cutter Construction: Fiberglass Len...

$119,000

Pacific Seacraft Crealock 37

New Bedford, Massachusetts (United States of America)

36.91 ft.

1985

Used

Podjo stands as a testament to enduring craftsmanship and seaworthiness. Impeccably maintained over the years, this vessel exudes both charm and practicality. Its dis...

Latitude Yacht Brokerage logo

$69,999

Cascade 36 Deep Keel

Cathlamet, Washington (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 ...

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$38,000

Windship 61

Saint Augustine, Florida (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...

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$369,000

CSY 44

Isla Mujeres, Quintana Roo (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...

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$69,500

Bristol Channel Cutter 28 ft

Sausalito, California (United States of America)

27.99 ft.

1977

Used

SPECIFICATIONS Price: $58,800 Boat Name: Salita Make: Bristol Channel Cutter Model: -- Year: 1977 Condition: Used Category: Cutter Construction: Fiberg...

$58,800

Brewer STEEL HULL Kaiulani

Boston, Massachusetts (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

* 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.