Sailboats for Sale in South Dakota - Discover the Sailboat of Your Dreams, or sell your current South Dakota Sailboat to get ready for a new adventure today.
Your search returned 17 matches of 109924 sailboats posted to date

International Marine West Wight Potter Length: 19''     Beam:  7.5'     Draft:  3.6' Year: 2002 Type: cruiser Hull: fiberglass  monohull Engine: 1 gas outboard Location: Custer, South Dakota Asking: $6,000 Sailboat Added 16-Jun-2025  More Details Hobie Cat H16 Length: 16'     Beam:  6'     Draft:  2' Year: 1984 Type: racer Hull: fiberglass  catamaran Location: Madison, South Dakota Asking: $1,000 Sailboat Added 16-Jun-2025  More Details Laser VAGO XD Length: 14'     Beam:  4'     Draft:  4' Year: 2011 Type: racer Hull: other  monohull Location: Madison, South Dakota Asking: $2,000 Sailboat Added 16-Jun-2025  More Details Hake Yachts Seaward 23 Length: 24'     Beam:  8.4'     Draft:  2.1' Year: 1990 Type: cruiser Hull: fiberglass  monohull Engine: 1 gas outboard Location: Piedmont, South Dakota Asking: $10,900 Sailboat Added 21-Mar-2025  More Details O'Day 272 Length: 27'     Beam:  9'     Draft:  2'9' Year: 1986 Type: cruiser Hull: fiberglass  monohull Engine: 1 diesel inboard Location: Colton, South Dakota Asking: $8,500 Sailboat Added 26-Apr-2024  More Details hunter 31 Length: 31'     Beam:  11'     Draft:  4'' Year: 1985 Type: cruiser Hull: fiberglass  monohull Engine: 1 diesel inboard Location: Yankton, South Dakota Asking: $19,000 Sailboat Added 24-Apr-2024  More Details Catalina 250 Length: 25'     Beam:  8'     Draft:  5' Year: 1998 Type: daysailer Hull: fiberglass  monohull Engine: 1 gas outboard Location: Yankton, South Dakota Asking: $26,000 Sailboat Added 05-Apr-2022  More Details Catalina 250 Length: 25'     Beam:  8.6'     Draft:  5' Year: 1998 Type: daysailer Hull: fiberglass  monohull Engine: 1 gas outboard Location: Lewis and Clark Lake Yankton SD, South Dakota Asking: $26,000 Sailboat Added 28-Mar-2022  More Details Ericson 27 Length: 27'     Beam:  9'     Draft:  5'3' Year: 1975 Type: cruiser Hull: fiberglass  monohull Engine: 1 gas inboard Location: Sioux Falls, South Dakota Asking: $7,500 Sailboat Added 25-Aug-2021  More Details Pearson P30 Length: 29'9''     Beam:  9'6''     Draft:  5'' Year: 1976 Type: cruiser Hull: fiberglass  monohull Engine: 1 gas inboard Location: Mitchell, South Dakota Asking: $8,000 Sailboat Added 21-May-2019  More Details homemade Whilly Boat Length: 14.5'     Beam:  4.6'     Draft:  0.6' Year: 1997 Type: dinghy Hull: wood  monohull Location: Vermillion, South Dakota Asking: $4,000 Sailboat Added 05-Apr-2017  More Details Pearson 30 Length: 29.79'     Beam:  9.50'     Draft:  5.00' Year: 1973 Type: cruiser Hull: fiberglass  monohull Engine: 1 diesel inboard Location: Sioux Falls, South Dakota Asking: $19,950 Sailboat Added 23-Sep-2016  More Details Boston Whaler Harpooon Length: 15'     Beam:  5'6'     Draft:  3'4' Year: 1982 Type: daysailer Hull: fiberglass  monohull Location: Flandreau, South Dakota Asking: $4,900 Sailboat Added 03-Aug-2016  More Details Macgregor 25 Length: 25'     Beam:  7'     Draft:  5' Year: 1984 Type: cruiser Hull: fiberglass  monohull Engine: 1 gas outboard Location: Mission, South Dakota Asking: $4,500 Sailboat Added 23-Jun-2016  More Details Seaward Length: 23' Year: 2001 Type: daysailer Hull: fiberglass  monohull Engine: 1 gas outboard Location: Yankton, South Dakota Asking: $9,950 Sailboat Added 15-Apr-2016  More Details Marshall Sandpiper Length: 15' Year: 1991 Type: daysailer Hull: fiberglass  monohull Engine: gas inboard Location: Dell Rapids, South Dakota Asking: $7,000 Sailboat Added 05-Apr-2016  More Details Hunter 310 Length: 31'     Beam:  10.8'     Draft:  4' Year: 1998 Type: cruiser Hull: fiberglass  monohull Engine: 1 diesel inboard Location: Yankton, South Dakota Asking: $48,750 Sailboat Added 20-May-2015  More Details

Featured Sailboats (all): 26' macgregor 26m charlotte, North Carolina Asking $9,800 12' Howard Boats Barnstable Cat Boat Riverside, Connecticut Asking $8,000 42' Beneteau 42 First Port Washington, New York Asking $39,500 35' Catalina 355 Pine Beach, New Jersey Asking $279,000 21' Precision 21 Saugatuck, Michigan Asking $4,500 38' Endeavor 38 San Francisco Bay, California Asking $54,000 41.3' Morgan Out Islander sloop Kemah, Texas Asking $24,900 30' Sail Craft Ltd UK Iroquois 30 MKII Gulfport, Florida Asking $24,999 58' Edson Schock Custom 58 Ocean Racer/ Cruising Sailboat Sausalito, California Asking $49,500 48' Beneteau Oceanis 48 Lake Champlain, New York Asking $354,000 41' Hunter Aft Cockpit 41 Santa Barbara, California Asking $115,000 19.5' Gordon Douglas Flying Scot Rockford, Illinois Asking $1,500 32' Catalina 309 Lasalle, Michigan Asking $79,000 35' Coronado 35 sloop liveaboard Hyde Park - Poughkeepsie NY on Hudson River, New York Asking $27,000 39' O'Day 39 Jeanneau Sun Fizz New Bern, North Carolina Asking $49,000 35' Island Packet 35 Merritt Island, Florida Asking $54,900 28' Pearson 28 Wickford, Rhode Island Asking $4,500 34' Chislett's Boating Mirage 338 Portsmouth, New Hampshire Asking $40,000 28' Aloha 8.5 Waukegan, Illinois Asking $18,000 30' Aloha Aloha30 sacandaga lake, New York Asking $10,000 44' Hunter 44ds Green Cove Spring, Florida Asking $149,900 15' International Marine West Wight Potter 15 Novato, California Asking $15,000 22' Catalina 22 Sport Fernandina Beach, Florida Asking $10,000 16' Hobie Catamaran 16 Spruce Run Reservation, New Jersey Asking $5,000 14' Performance Sailcraft Laser ILCA Buffalo, New York Asking $2,500 22' Catalina 22 Sport Cincinnati, Ohio Asking $63,000 32' Endeavor Yachts - Endeavor Fairhaven and Mattapoisett, Massachusetts Asking $7,400 40' Caliber 40 Oxford, Maryland Asking $70,000 29' Bayfield 29 Sturgeon Bay, Wisconsin Asking $17,000 30' Cape Dory 30 -Alberg design Atlantic Highlands Marina, New Jersey Asking $11,000 27' O'Day 272 Brookville, Indiana Asking $8,450 42.5' Sabre 426 Sausalito, California Asking $295,000 28.25' Tartan 1984 Tartan '28 Stirling Harbor Greenport, New York Asking $9,500 19' Seaward Fox Indiana Asking $6,000 28.5' Catalina 28 MKI Kennett, Pennsylvania Asking $26,000 26' Grampian 26 Pier 7 Marina Bay City MI, Michigan Asking $4,395 25' Com-Pac 25 Price Drop Washburn Marina, Wisconsin Asking $19,900 19.5' Flying Scott Sail 1869 Richland, Washington Asking $3,500 16.5' Com-Pac Legacy Price Drop New Virginia, Iowa Asking $5,000 17' Com-Pac Sun Cat Tampa, Florida Asking $16,000 19' Com-Pac CP19 Mk2 Glenside, Pennsylvania Asking $5,500 36' Tillotson Pearson Freedom 36 in transit Alaska to Seattle, Washington Asking $49,500 25' O'Day 240 Madison, Wisconsin Asking $8,950 28.5' TPI J/28 Chebeague Island, Maine Asking $25,000 41' Hardin Sea Wolf San Blas Nayarit Mexico, Washington Asking $35,000 12' schellback sailing dinghy Green Cove Springs, Florida Asking $2,000 19' West Wight Potter Potter 19 Cedar City, Utah Asking $7,700 9' E D Stokes Conny Chocowinity, North Carolina Asking $6,500 22' Catalina 22 Oyster bay, New York Asking $0 44' Custom Scotia Offshore 44 - Twin Diesels Cape Charles, Virginia Asking $165,000 22' catalina 22 Stamford, Connecticut Asking $5,500 27' Corsair F-27 Austin, Texas Asking $42,000 41' Tartan 41 Custom Sparkman & Stephens Shennecossett Yacht Club 1010 Shennecossett Rd Groton CT 06340Groton, Connecticut Asking $55,500 46' Amel Maramu Rouses Point, New York Asking $99,500 77' Pendennis Yachts Custom Sloop Panama City Asking $799,000 19' Stuart Marine Rhodes 19 Centerboard Conneaut Lake PA, Pennsylvania Asking $13,500 24' Tillotson-Pearson J24 New Buffalo, Michigan Asking $9,100 23' WD Schock Santana 23 Bend, Oregon Asking $6,500 27' Albin Vega Long Beach, California Asking $11,600 17' Windrider 17 Columbus, Indiana Asking $5,200 17' Whitehall Spirit 17 Expedition Bluffton, South Carolina Asking $29,500 38' Downeaster Yachts USA Downeaster 38 Langkawi Malaysia Asking $43,000 44.6' pearson countess Saint Petersburg, Florida Asking $55,000 29' Islander 29 chicago, Illinois Asking $5,000 32.83' Beneteau Oceanis 323 Miami, Florida Asking $55,000 27' Com-Pac 25 Erie PA, Pennsylvania Asking $22,000 21' Beneteau First 210 Downingtown, Pennsylvania Asking $12,000 41' Tayana Tayana 37 Centreville, Maryland Asking $45,000 14' fulcrum rocket Pawlet, Vermont Asking $5,500 26' Luger Tradewinds Crescent Sail Yacht Club Grosse Pointe Farms, Michigan Asking $5,500 25' Catalina 25 Grosse Pointe Farms, Michigan Asking $5,500 19' Hansa SKUD 18 San Diego, California Asking $14,999 32' Gilbert Marine Gibsea 96 gaines marina, New York Asking $24,000 36' Edel Catamaran Aventura 36 Greece Asking $75,000 ' O'Day 272 Muncie, Indiana Asking $10,500 22' Seaward Yacht 22 West Yarmouth, Massachusetts Asking $3,200 34' Hunter 336 Cartagena Colombia, Asking $33,000 27' Pearson 27 Johnson Brothers Boat Works - Pt Pleasant NJ, New Jersey Asking $11,700 34' Tartan 34C Charlotte, Vermont Asking $7,000 54' Jeanneau Sun Oddysey 54DS Brunswick Landing Marina, Georgia Asking $337,000 40' Beneteau 40CC Rockland, Maine Asking $65,000 38' Morgan Yachts 391 Port St Lucie, Florida Asking $25,000 38' Cabo Rico Offshore model Tampa, Florida Asking $87,500 35.08' Niagara Oriental, North Carolina Asking $29,999 29.9' Bristol 29.9 Chesapeake western shore, Maryland Asking $10,900 37' Tartan T37 Thunder Bay Ontario Asking $47,900 42' Catalina 42 New Bern, North Carolina Asking $96,500 41' Jeanneau Sun Odyssey 419 Kemah, Texas Asking $295,500 19' Flying Scot Fairfield, Connecticut Asking $2,300 19' Menger Cat 19 Erie, Pennsylvania Asking $22,900 30' Baba 30 Cartagena Colombia Asking $59,000 39' Corbin Corbin 39 New Bern Bridgeton, North Carolina Asking $69,777 25' Catalina 250 Pensacola, Florida Asking $16,000 44' Brewer Cutter Ketch Baltimore, Maryland Asking $85,000 23' O'Day 23-2 South Portland, Maine Asking $8,500 36' catalina 36 mark 1 Belle Hatchee Marina LaBelle FL, Florida Asking $21,800 28'2' O'Day 1985 Sloop Marathon, Florida Asking $11,500 18' Beneteau First 18 SE Chicago, Illinois Asking $22,500 37' Willard Boat Works Arthur Wycoff Pocasset, Massachusetts Asking $20,000 55' George Sutton Schooner Port Huron, Michigan Asking $110,000 16' Melges MC scow Torch lake, Michigan Asking $10,500 15' 6' Marshall Sandpiper Metedeconk River YC Brick NJ, New Jersey Asking $16,700 45' Langedrag Marin Oriental, North Carolina Asking $80,000 38.5' Catalina 380 Southport, North Carolina Asking $85,000 41' Hunter 41 DS Solomons, Maryland Asking $165,000 26' Handcrafted Stadel Cutter Reedville, Virginia Asking $11,500 36' Seafarer 36c Portage des Sioux, Missouri Asking $24,000 12'6' Howard Boats Barnstable Catboat Rockland, Maine Asking $5,500 30' Catalina 30 MkI TR BS FK & dinghy w/motor Manhattan, New York Asking $9,500 28' Brown & Marples Custom Sea Clipper 28 Trimaran San Diego, California Asking $27,900 37.5' Endeavour B model v berth Sailing inc 5401 nmarginal in cradle, Ohio Asking $14,000 27' Artekno H-Boat Berkeley, California Asking $15,000 44' Island Packet 440 Marathon, Florida Asking $385,000 16' Grabner Boote Happy Cat hurricane Grand Rapids, Michigan Asking $13,900 15.7' Fusion Fusion 15 Essex, Connecticut Asking $4,000 10' Bauer Bauer 10 Sailing Dinghy Green Cove Springs, Florida Asking $4,000 31.00' Irwin Citation 31 Tracys Landing, Maryland Asking $15,000 35' Young Sun 35 Port Huron, Michigan Asking $14,999 26' Contessa 26 Marlboro, New York Asking $8,900 35' Pearson 323 Hull 319 Marion MA, Massachusetts Asking $27,900 30' Island Packet 27 Colonial Beach VA, Virginia Asking $25,000 30' Catalina 30 Standard Rig Rockport, Texas Asking $12,500 31' Island Packet 31 Aransas Pass, Texas Asking $54,900 48' Seaward Hake 46 RK Saint Thomas USVI, Asking $450,000 43' TaShing Yacht Taswell 43 Jackson MS, Mississippi Asking $70,000 31' Corsair F-31 Ultimate Cruiser Toms River, New Jersey Asking $85,000 26.5' Hunter 27 Baypoint Marina Norfolk, Virginia Asking $5,000 26' S2 7.9 Grand Slam Warwick, Rhode Island Asking $8,900 31' Hunter 31 Sheepshead Bay, New York Asking $7,000 35' Camper & Nicholson 35 Annapolis, Maryland Asking $25,000 26' O'Day Outlaw Gloucester, Massachusetts Asking $3,500 27' Hunter 27 Eureka, California Asking $50,000 30' Holopuni South Carolina Greenville, South Carolina Asking $17,000 38.3' Pearson 386 Mayo, Maryland Asking $42,500 46'' Catalina CM440 Chesapeake Bay, Maryland Asking $215,000 32' C&C 32 Buffalo, New York Asking $18,500 42' Dekleer Bros Fraser 42 Vancouver BC Asking $67,850 31' O'day 31 Coram, New York Asking $15,000 34' Sabre Mk 1 Oriental, North Carolina Asking $22,500 27' Tartan 27 Suamico, Wisconsin Asking $8,000 26' S2 7.9 Northwest Arkansas, Arkansas Asking $9,800 29' Ericson 29 Southold, New York Asking $7,900 17' Windrider 17 Austin, Texas Asking $10,500 39' Beneteau Oceanis 393 Ponce Yacht and Fishing Club Puerto Rico, Asking $79,000 17' Com-pac Sunday Cat Ithaca, New York Asking $15,900 42' Jeanneau 42 Deck Salon California Asking $189,000 17' Vanguard Nomad Lake Oswego, Oregon Asking $4,250 26' Morris Yachts Frances 26 Sackets Harbor NY, New York Asking $55,000 34' C&C 34 Port Washington, New York Asking $19,999 26' Colgate 26 Marion, Massachusetts Asking $22,500 36' Hunter Vision 36 Port Charlotte, Florida Asking $32,000 34' Morgan Sailboat Deltaville Va, Virginia Asking $5,000 42' Lagoon 420 Owner's Version Wilmington, North Carolina Asking $325,000 28.2' Alerion Alerion Express 28 Bolton Landing, New York Asking $50,000 30' Tillotson Pearson Freedom 30 Newington, New Hampshire Asking $15,750 38' Freedom F 38 Mount Sinai, New York Asking $55,000 22.4' Cape Dory Typhoon Senior Portland Yacht Services on trailer wrapped, Maine Asking $9,000 18' Catalina Catalina 18 Rochester, New York Asking $8,500 34' Beneteau 343 Palmetto, Florida Asking $89,999 28' alerion express Anacortes, Washington Asking $80,000 44' CSY 44 WO San Francisco Bay, California Asking $11,000 40' Caliber 40 LRC Pearl Harbor, Hawaii Asking $195,000 39.3' Beneteau 393 deltaville, Virginia Asking $99,900 33' CSY 33 Baybough, North Carolina Asking $38,500 25' Pacific Seacraft 25 Colorado Springs, Colorado Asking $21,500 18' Marshall Sanderling Southold, New York Asking $16,000 22' Novak & Williams Herreshoff Eagle Chocowinity, North Carolina Asking $7,500 42' Lagoon 42 Rodney Bay Marina Gros Islet St Lucia Available in Martinique upon request Asking $700,000 33.92' Beneteau Oceanis 331 CB Tampa area, Florida Asking $63,500 41' 9' beneteau 411 Indian River Shores, Florida Asking $183,000 26' Colgate 26 Bay City, Michigan Asking $35,000 43' Perry 43 2002 langkawi Asking $306,000 27' Santa Cruz SC 27 Chicago, Illinois Asking $15,000 30' Tartan 30 Aransas Pass, Texas Asking $23,000 35.6' Hunter 356 Annapolis, Maryland Asking $54,500 34' Gemini 105 MC Indiantown, Florida Asking $80,000 32' Pearson 323 Shore Road Marina Setauket NY, New York Asking $8,000 36' Catalina 36 Long Beach, California Asking $59,000