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
156 New and Used Cutter Boats
$49,500
CONDITION:
Used
LENGTH:
37.01 ft.
|
YEAR:
1977
LOCATION:
Oak Harbor, Washington (United States of America)
OFFERED BY:
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...
$39,500
CONDITION:
Used
LENGTH:
31.0 ft.
|
YEAR:
1985
LOCATION:
Venice, Florida (United States of America)
OFFERED BY:
POP Sells
Excellent Cutter Hull #53! 2 Sets of Sails, Updated Electronics, Sea Talk Network, Quantum 2 Radar with Doppler! Fully Enclosed Cockpit w/ Isinglass! 1985 Island Packet 31 Cutt...
$58,000
CONDITION:
Used
LENGTH:
39.01 ft.
|
YEAR:
1980
LOCATION:
Longview, Washington (United States of America)
OFFERED BY:
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...
$129,500
CONDITION:
Used
LENGTH:
37.01 ft.
|
YEAR:
1985
LOCATION:
Brooklin, Maine (United States of America)
OFFERED BY:
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...
$46,000
CONDITION:
Used
LENGTH:
37.01 ft.
|
YEAR:
1978
LOCATION:
Marina Del Rey, California (United States of America)
OFFERED BY:
Seattle Yachts
SPECIFICATIONS Price: $46,000 Boat Name: Morning Star Make: Tayana Model: 37' Cutter Year: 1978 Condition: Used Category: Cutter Construction: Fiberglass Length: 37 ft Display...
$74,999
CONDITION:
Used
LENGTH:
36.91 ft.
|
YEAR:
1985
LOCATION:
New Bedford, Massachusetts (United States of America)
OFFERED BY:
Latitude Yacht Brokerage
Podjo stands as a testament to enduring craftsmanship and seaworthiness. Impeccably maintained over the years, this vessel exudes both charm and practicality. Its distinctive U-shaped galley wi...
$45,600
CONDITION:
Used
LENGTH:
37.01 ft.
|
YEAR:
1979
LOCATION:
Racine, Wisconsin (United States of America)
OFFERED BY:
POP Sells
VERY WELL maintained HUNTER Cherubini 37 READY TO SAIL AWAY!! Sail for the day or just sail away this sought after Hunter Cherubini 37 is ready for adventure!! Well kept and we...
$38,000
CONDITION:
Used
LENGTH:
35.99 ft.
|
YEAR:
1974
LOCATION:
Cathlamet, Washington (United States of America)
OFFERED BY:
POP Sells
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 36 Deep Keel...
$44,000
CONDITION:
Used
LENGTH:
44.32 ft.
|
YEAR:
2014
LOCATION:
Key west, Florida (United States of America)
OFFERED BY:
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...
$119,000
CONDITION:
Used
LENGTH:
37.99 ft.
|
YEAR:
1989
LOCATION:
Anacortes, Washington (United States of America)
OFFERED BY:
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...
$79,900
CONDITION:
Used
LENGTH:
44.0 ft.
|
YEAR:
1980
LOCATION:
Green Cove Springs, Florida (United States of America)
OFFERED BY:
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...
$25,500
CONDITION:
Used
LENGTH:
37.01 ft.
|
YEAR:
1981
LOCATION:
Green Cove Springs, Florida (United States of America)
OFFERED BY:
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, ...
$27,000
CONDITION:
Used
LENGTH:
37.01 ft.
|
YEAR:
1977
LOCATION:
Essexville, Michigan (United States of America)
OFFERED BY:
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...
$104,000
CONDITION:
Used
LENGTH:
41.99 ft.
|
YEAR:
1986
LOCATION:
Mystic, Connecticut (United States of America)
OFFERED BY:
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...
$69,000
CONDITION:
Used
LENGTH:
46.82 ft.
|
YEAR:
1992
LOCATION:
Saint Augustine, Florida (United States of America)
OFFERED BY:
Sunshine Cruising Yachts
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 artist and nav...
$390,000
CONDITION:
Used
LENGTH:
52.0 ft.
|
YEAR:
2001
LOCATION:
Grosse Pointe Woods MI (United States of America)
OFFERED BY:
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...
$88,000
CONDITION:
Used
LENGTH:
44.0 ft.
|
YEAR:
1981
LOCATION:
Key West, Florida (United States of America)
OFFERED BY:
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...
$37,000
CONDITION:
Used
LENGTH:
41.01 ft.
|
YEAR:
1977
LOCATION:
Vero Beach, Florida (United States of America)
OFFERED BY:
Sunshine Cruising Yachts
Listing MLS by Yachtr.com
$39,500
CONDITION:
Used
LENGTH:
31.99 ft.
|
YEAR:
1987
LOCATION:
Oxnard, California (United States of America)
OFFERED BY:
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...
$66,600
CONDITION:
Used
LENGTH:
37.99 ft.
|
YEAR:
1983
LOCATION:
Punta Gorda, Florida (United States of America)
OFFERED BY:
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...
$64,500
CONDITION:
Used
LENGTH:
37.99 ft.
|
YEAR:
1990
LOCATION:
Fajardo, Puerto Rico (United States of America)
OFFERED BY:
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 ...
$17,500
CONDITION:
Used
LENGTH:
29.99 ft.
|
YEAR:
1978
LOCATION:
Emeryville, California (United States of America)
OFFERED BY:
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...
$535,000
CONDITION:
Used
LENGTH:
52.99 ft.
|
YEAR:
1990
LOCATION:
Fort Lauderdale FL (United States of America)
OFFERED BY:
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. ...
$42,000
CONDITION:
Used
LENGTH:
39.99 ft.
|
YEAR:
1958
LOCATION:
Indiantown, Florida (United States of America)
OFFERED BY:
Sunshine Cruising Yachts
Pirouette’s History: This vintage beauty, Pirouette, has been lovingly refitted. She is a true classic and she’s ready to set sail! Pirouette is looking for new owners to enjo...
$59,500
CONDITION:
Used
LENGTH:
40.16 ft.
|
YEAR:
1981
LOCATION:
Stuart, Florida (United States of America)
OFFERED BY:
Manatee Pocket Yacht Sales
40' Bristol 40 Centerboard Cutter 1981 We are very proud to bring this classic Bristol 40 Centerboard Cutter Yacht to the marketplace. She has enjoyed great ownership with an owner in the mari...
$299,000
CONDITION:
Used
LENGTH:
48.0 ft.
|
YEAR:
2005
LOCATION:
Redwood City, California (United States of America)
OFFERED BY:
Seattle Yachts
SPECIFICATIONS Price: $299,000 Boat Name: Gypsy Pearl Make: Tayana Model: 48 Center Cockpit Year: 2005 Condition: Used Category: Cutter Construction: Fiberglass Length: 48 ft ...
$49,000
CONDITION:
Used
LENGTH:
43.01 ft.
|
YEAR:
1998
LOCATION:
Annapolis, Maryland (United States of America)
OFFERED BY:
Annapolis Sailyard
Listing MLS by Yachtr.com
$79,999
CONDITION:
Used
LENGTH:
41.99 ft.
|
YEAR:
1978
LOCATION:
Baltimore, Maryland (United States of America)
OFFERED BY:
POP Sells
Nice Westsail Cruiser These boats have sailed all over the world, New Captain wanted ! If you are in the market for a cutter, look no further than this 1978 Westsail 42, priced...
* 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.