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
4,877 New and Used Cutter Boats
Río Dulce (Guatemala)
44.0 ft.
1977
Used
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...
$39,000
Río Dulce (Guatemala)
44.0 ft.
1978
Used
S/v Urbi is a 1978 44’ CSY Walkover. The 44’ walkover design is one of the Ted Irwin inspired designs officially attributed to Peter Schmitt and Frank Hamlin. ...
$55,000
Hayling Island (United Kingdom)
27.0 ft.
1996
Used
The Hunter Pilot 27, designed by David Thomas and built by British Hunter, is a versatile and dependable cruiser ideal for coastal or cross-channel sailing. Built in ...
$15,533 *
Río Dulce (Guatemala)
38.0 ft.
1980
Used
PRICE REDUCED!! $38,000 USD Up for sail is the s/v New Horizons a 38 ft Downeaster. These boats were known for their durability, efficie...
$38,000
Montpellier (France)
70.87 ft.
1979
Used
Goélette Aurique Cyprae is an auric schooner from 1979, a replica of John Alden's Malabar X, recognized as maritime heritage. Based in Sète, she boasts a rich history including two world tours, 17 transatlantic crossings, and regatta victories. Her features include: - Length: 2...
$186,531 *
Río Dulce (Guatemala)
38.0 ft.
1987
Used
PRICE REDUCED!! $49,500 USD Presented for sale is s/v Dragon Heart, a classic design well maintained Downeaster, a heavy displacement off...
$49,500
Didim (Turkey)
37.8 ft.
1988
Used
1988 Moody 376 – Versatile Cruiser with Comfort at its Core The Moody 376, a standout design from Bill Dixon and built by Marine Projects, was ahead of its t...
$55,920 *
Río Dulce (Guatemala)
52.0 ft.
1978
Used
S/v Tantalus is a 1978 52’ Irwin stay-sail ketch, designed and built by Ted Irwin, Irwin Yachts USA. There were 250 of these various models built. This pa...
$40,000
Río Dulce (Guatemala)
41.8 ft.
1984
Used
S/v Luciernaga is a beautiful, well cared for 1984 Irwin 41 center cockpit ketch. Built by American designer and boat builder Ted Irwin at Irwin Yachts located...
$69,000
Deltaville, Virginia (United States of America)
43.41 ft.
2001
Used
Long Gone is a spacious 2-cabin, 2-head center cockpit that affords comfort, space, and ample storage.She has been lovingly cruised and maintained by her curren...
$130,000
Oban (United Kingdom)
37.57 ft.
1979
Used
The Rival 38 was the fifth Peter Brett-designed Rival, conceived to fill the gap between the highly successful Rival 34 and the flagship Rival 41. Designed with fuller ends than the smaller Rivals and using a clever raised companionway deck layout, the Rival 38 benefits from having twi...
$67,726 *
Fort-de-France (Martinique)
41.01 ft.
2006
Used
Hunter 41 DS Hunter 41 DS from 2006, owner's version with 2 double cabins and 2 heads, EU VAT and local duty paid, boat with mooring buoy at Marina du Marin transferable upon purchase. Superb sailboat, first-hand and very well maintained by its owners. Energy-independent boat equippe...
$103,165 *
, (British Virgin Islands)
45.01 ft.
2001
Used
$30000 Price Reduction!!! The motivated seller has just reduced the price to $115000 The Hunter Passage 456 has been meticulously designed, engineered, and built to ...
$105,000
Southampton (United Kingdom)
11.5 ft.
1989
Used
This 1 owner from new 376 is a nice example and has been well looked after for her age, original sails together with some additional more recent ones compliment her i...
$62,127 *
Fort-de-France (Martinique)
60.04 ft.
1979
Used
Ocean 60 Ocean 60 schooner from the Southern Ocean Shipyard, built in 1979, featuring 5 cabins, 2 heads, a laundry room, and a large sail locker. Discover this beautiful 60-foot cruising schooner, very comfortable to live on and performing well under sail. It offers 2 double ca...
$182,362 *
Largs (United Kingdom)
36.91 ft.
1995
Used
Video Tour
The Najad 370 offers all the same comfort and build quality you would find on her larger sisters. Built by one of the famous Swedish boat-building powerhouses, she boasts a quality of finish which is hard to find on modern production cruisers. The combination of a well-protected centra...
$117,432 *
Argyll and Bute (United Kingdom)
27.99 ft.
1982
Used
The Mascot 28 was designed as a motorsailer with the emphasis on sailing. As such these boats are very like another Scandinavian brand, the LM range. Ideal for northe...
$22,989 *
Sanremo (Italy)
50.92 ft.
1980
Used
A beautiful classic yacht in a very good condition. This yacht has been upgraded during the last 10 years including a new mast, new rigging, rebuilt engine, all new w...
$171,942 *
Falmouth (United Kingdom)
48.88 ft.
1984
Used
The Hallberg-Rassy 49 is an iconic bluewater cruising yacht, celebrated for its exceptional design, craftsmanship, and offshore capability. Built in 1984 by Hallberg-...
$223,681 *
Valencia (Spain)
82.45 ft.
2001
Used
IKIGAI is a unique 82ft sailing yacht designed by Judel & Vrolijk, built by Chantier Naval JFA, and completely refitted and refurbished by the Vitters Shipy...
$1,823,625 *
Plymouth (United Kingdom)
35.33 ft.
1988
Used
The Rustler 36 needs no introduction. This go-anywhere Holman & Pye globetrotter is a proven ocean crossing machine, but also offers a superb proposition for safe...
$80,711 *
Fort-de-France (Martinique)
39.17 ft.
1994
Used
Chatam Extrem 40 Chatam Extrem 40, built in 1994 by Jean-François DELVOYE (founder of Boréal). SINOE (originally named "Échapée Belle") is a steel centerboard yacht with a stainless steel deck, twin rudders, a deck saloon, and three cabins. This robust and self-sufficient vess...
$82,324 *
Ajaccio (France)
78.71 ft.
1994
Used
Caïque Invitation to elegance and adventure, this ketch measures 23.99 meters. Built in 1994 and fully renovated in 2023, this exceptional boat combines traditional craftsmanship and modern technology to offer remarkable nautical performance and unparalleled comfort. With a laminated ...
$885,761 *
Río Dulce (Guatemala)
36.92 ft.
1992
Used
PRICE REDUCED!! Motivated Seller for this beautiful well maintained boat. Health issues have lead to the sale of this vessel. All reasonabl...
$49,500
Glasgow (United Kingdom)
37.0 ft.
1995
Used
The Hallberg Rassy 36 is a well respected and proven blue water cruiser with good performance abilities. German Frers design and built to the Lloyds Register Class. T...
$124,261 *
United Kingdom (United Kingdom)
40.58 ft.
1995
Used
The Westerly Oceanlord is a well respected design by Ed Dubois, which has taken many people on globe trotting adventures in comfort and safety. The design offers gene...
$99,407 *
Falmouth (United Kingdom)
10.77 ft.
1997
Used
The iconic Rustler 36. One owner from new with blue hull and no teak decks. Her specification list ticks many of the boxes for trans-ocean sailing and certainly fulfi...
$124,205 *
Plymouth (United Kingdom)
12.86 ft.
2013
Used
‘Blue Dolphin’ is one of just a few Southerly 420 cruising yachts built by Northshore. This fine example offers outstanding sailing performance with easy handling by ...
$428,721 *
* 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.