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

155 New and Used Cutter Boats

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Used

47.01 ft.

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1936

San Pedro (United States of America)

Shoreline Yacht Group

EQUIPMENT EDSON BRONZE WORM GEAR STEERING ARIES WINDVANE CPT AUTOPILOT 300' 3/8" GALVANIZED CHAIN ELECTRIC SIMPSON LAWRENCE WINDLASS MANUAL BACKUP WINDLASS 60# CQR ANCHOR ...

boat-cover

Used

37.01 ft.

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1977

Oak Harbor, Washington (United States of America)

POP Sells

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, never hooked...

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Used

39.01 ft.

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1980

Longview, Washington (United States of America)

POP Sells

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 inexpensivel...

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Used

37.01 ft.

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1985

Brooklin, Maine (United States of America)

Seattle Yachts

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

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Used

37.01 ft.

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1978

Marina Del Rey, California (United States of America)

Seattle Yachts

SPECIFICATIONS Price: $52,888 Boat Name: Morning Star Make: Tayana Model: 37' Cutter Year: 1978 Condition: Used Category: Cutter Construction: Fiberglass Length: 37 ft Display...

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Used

44.0 ft.

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1980

Green Cove Springs, Florida (United States of America)

POP Sells

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 people comfo...

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Rafiki 37

$27,000

Used

37.01 ft.

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1977

Essexville, Michigan (United States of America)

POP Sells

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 that is curr...

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Used

37.01 ft.

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1981

Green Cove Springs, Florida (United States of America)

POP Sells

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 deck hatch, ...

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Niagara 42

$114,000

Used

41.99 ft.

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1986

Mystic, Connecticut (United States of America)

Brewer Yacht Sales

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 this boat in excellent conditi...

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Used

37.99 ft.

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1985

Gig Harbor, Washington (United States of America)

POP Sells

***SALE PENDING*** TIMELESS ELEGANCE AND STYLE ARE ON FULL DISPLAY WITH THE SOLID BUILT 1985 HANS CHRISTIAN 38T - SELLER WILLING TO FINANCE WITH GOOD DOWN PAYMENT! Welcome aboa...

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Used

44.32 ft.

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2014

Key west, Florida (United States of America)

Pier One Yacht Sales

This 2014 Bruce Roberts offshore 44 is the perfect vessel for those nurturing the lifelong aspiration of blue water cruising and embracing a live-aboard lifestyle. Should you b...

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CSY -37

$47,000

Used

37.01 ft.

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1979

Richmond, California (United States of America)

POP Sells

This is a beautiful CSY Cutter Well Maintained with a New Engine This CSY 37 is Eunique to the West Coast. They are well known on the East Coast and have been used as a cruise ...

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Used

48.0 ft.

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2005

Redwood City CA (United States of America)

Seattle Yachts

Introducing the “Gypsy Pearl,” a stunning Tayana 48 Center Cockpit Cutter designed and built for world cruising. This beautiful boat is ready to take on any sea with its under 1,700 hours on th...

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Used

29.99 ft.

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1978

Emeryville, California (United States of America)

POP Sells

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. She is a nice s...

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Used

37.99 ft.

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1990

Fajardo, Puerto Rico (United States of America)

POP Sells

Photos Nov. 2021, The boat needs a bit of TLC. Make it your own. 1990 SLAND PACKET 38 - SINGLE YANMAR 4JHZE 50 HP ENGINE - the upgraded larger of the available motors for this ...

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SHANNON 52

$390,000

Used

52.0 ft.

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2001

Grosse Pointe Woods MI (United States of America)

Atlantic Yacht & Ship Inc

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 highest quality standards. "G...

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Choate 44

$29,950

Used

44.0 ft.

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1981

Key West, Florida (United States of America)

POP Sells

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 Peterson design. So...

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Used

74.02 ft.

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1986

Reno, Nevada (United States of America)

Seattle Yachts

SPECIFICATIONS Price: $599,000 Boat Name: Interlude Make: Deerfoot Model: 74 Pilothouse Year: 1986 Condition: Used Category: Cutter Construction: Aluminum Length: 74 ft Displa...

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Used

52.99 ft.

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1990

Fort Lauderdale FL (United States of America)

Atlantic Yacht & Ship Inc

53' Cheoy Lee Cutter Rarely does a vessel of this caliber arrive on the market in such exceptional condition. Over $450,000 spent in the last few years to bring her back to her true majesty. ...

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Durbeck 38

$66,600

Used

37.99 ft.

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1983

Punta Gorda, Florida (United States of America)

POP Sells

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 prop, sturdy tran...

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Used

37.99 ft.

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1989

Anacortes, Washington (United States of America)

Seattle Yachts

SPECIFICATIONS Price: $119,000 Boat Name: SHEET MUSIC Make: Caliber Model: -- Year: 1989 Condition: Used Category: Cutter Construction: Fiberglass Length: 38 ft Display Length...

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Used

31.99 ft.

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1987

Oxnard, California (United States of America)

POP Sells

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. Bill Garden de...

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Used

42.32 ft.

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1982

Greenport, New York (United States of America)

Brewer Yacht Sales

Raeven II is an original owner cutter rigged Pearson 424 with a two berth, two head layout.When entering below deck the Nav Station is to starboard with a double berth to port.Forwa...

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Used

41.5 ft.

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1997

Port Charlotte, Florida (United States of America)

Pier One Yacht Sales

$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 40, this on...

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Used

38.42 ft.

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1995

pt charlotte, Florida (United States of America)

Pier One Yacht Sales

THIS VERY POPULAR AND COMFOTABLE CRUSING BOAT IS IN EXCELENT CONDITION ISLAND PACKETS HAVE A GREAT REPUTATION IN MANY AREAS THEY ARE VERY WELL BUILT AND PROVIDE A LEVEL OF S...

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Used

30.41 ft.

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1978

Warwick, Rhode Island (United States of America)

Brewer Yacht Sales

Price Drop! Ocean Rose is a classic double-ended cutter rigged 1978 Southern Cross 28, which Sailingmagazine described as a "sturdy cruiser that is capable of mighty blue water passage...

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Used

44.72 ft.

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1989

Bayboro, North Carolina (United States of America)

Beaufort Yacht Sales

Pegasusis offered by her original owner after > 100,000 sea miles put on over 35 years visiting the island nations, and coral reefs of the world, including Venezuela, Colombia, Ecuador...

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Used

48.0 ft.

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2005

Redwood City, California (United States of America)

Seattle Yachts

SPECIFICATIONS Price: $329,900 Boat Name: Gypsy Pearl Make: Tayana Model: 48 Center Cockpit Year: 2005 Condition: Used Category: Cutter Construction: Fiberglass Length: 48 ft ...

* 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.

MANUFACTURERS IN CUTTER BOATS