Used Bluewater and Coastal Cruising Sailboats for Sale

Used Sailboats for Sale by Whiteaker Yacht Sales
Used Sailboats for Sale
by Whiteaker Yacht Sales


Whiteaker Yacht Sales offers a broad range of sailboats and catamarans. No matter the size or your lifestyle, we will work to find the best possible ownership experience for you.

We offer family oriented well constructed coastal cruisers like Hunter, Catalina, Beneteau, or Jeanneau. If you’re looking for a blue water cruising experience we can help you find the more rugged yachts such as Caliber, Outbound, Tartan, or Pacific Seacraft.

Or maybe you really like the more traditional classics like Tayana, Hans Christian, Morgan, or Pearson. We either already have them or our experienced brokers can help you find them. If your style is the roomy island hopping catamarans like Gemini, Endeavour, Lagoon, or Seawind we can help with that too.

If you’re looking for a yacht broker that you can have a long term lasting relationship with, you’ve come to the right place. Call one of our friendly brokers today and get started on finding the boat of your dreams.

Used Sailboat Listings

2005 - 58 Kasten-Bos & Carr Steel Schooner - "Jennie"

$295,000 - Palmetto, FL

A custom 58' Kasten Bos & Carr Steel Schooner that was designed and equipped for WORLD voyaging on any Ocean. Offers long range cruising in style & safety.

58 Kasten-Bos & Carr
"Jennie"
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1982 - 53 Mason 53 - "Searaphim"

$249,100 - Palmetto, FL

This 1982 Mason Cutter Ketch 53' is a proven (and FAST) Ocean-going bluewater cruiser that is loaded with equipment for long range cruising like roller furling genoa and staysail, AC, generator, bowthruster, Raymarine electronics and so much more.

53 Mason
"Searaphim"
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New - 52 Outbound - "NEW MODEL"

$849,000 -

The new Outbound 52 yacht is a true bluewater cruiser with everything you've dreamed of. Whiteaker Yacht Sales is the Southeast dealer for Outbound Yachts and has these sailboats available for order-placement and construction.

52 Outbound
"NEW MODEL"
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1990 - 48 Ladd 48 - "Piquet"

$268,000 - Port Royal, SC

"Piquet" is a custom built, Aluminum, proven blue water cruiser with new electronics, watermaker, low hour Yanmar engine, new batteries, lots of safety gear.. ready to take you to the destination of your choice.

48 Ladd
"Piquet"
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2000 - 48 Tayana Center Cockpit Cutter - "Geo Nova"

$324,900 - Titusville,FL

2000 Tayana Center Cockpit Cutter that has been lightly used and shrink-wrap stored every winter. Meticulously maintained with all roller furling sails in great condition, Raymarine electronics, generator, low hour Yanmar diesel and lots more..

48 Tayana
"Geo Nova"
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1988 - 48 Celestial Cutter Ketch - "Bright Star"

$149,800 - Brunswick, GA

This 1988 Celestial Cutter Ketch is very spacious with tons of storage and outfitted with all the amenities you would want on a sailboat meant for sailing around the world! Generator, 16k BTU Marine Air Conditioning system, great marine electronics, full cockpit enclosure with new Isinglass, just to name a few!

48 Celestial
"Bright Star"
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1981 - 47 Vagabond Cutter Ketch - "Majestic Dream"

$159,900 - Port Charlotte, FL

A used 47' Vagabond Cutter Ketch with AC, generator, watermaker and more! Easily handled by a couple and ready to sail away today!

47 Vagabond
"Majestic Dream"
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2009 - 46 Outbound 46 - "Sundara"

$469,500 - Palmetto, FL

A rare to the market, one owner, 2009 outbound 46. Ready to cruise to the destination of your choice NOW. Generator, Bow thrusters, Upgraded electronics, AC/Heat, tons of storage and features that make cruising a breeze.

46 Outbound
"Sundara"
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2007 - 46 Outbound 46 - "Tidehead"

$463,900 - United Kingdom

A fully equipped 2007 Outbound 46' ready to Bluewater cruise to the destination of your choice. Loaded with generator & solar panels, bow thruster, 2 AC systems, Quality electronic systems and so much more

46 Outbound
"Tidehead"
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1982 - 46 Irwin Center Cockpit - "Osprey"

$98,500 - Isle of Palms, SC

Nicely upgraded and rare to the used market is this beautiful used Irwin Center Cockpit. Perfect for coastal cruising, island hopping in the Caribbean, or as a live aboard boat.

46 Irwin
"Osprey"
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1998 - 46 Beneteau M 461 - "Ne Oublie Voyager"

$134,000 - Palmetto, FL

A 1998 Beneteau M 461 with 3 cabins for a very comfortable liveaboard or Long range cruiser. Loaded with AC/Heat, autopilot, chartplotter, GPS, NEW Perkins 65HP engine, 10'RIB dinghy and lots more.

46 Beneteau
"Ne Oublie Voyager"
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2004 - 45 Shearwater 45 - "Maggy May"

$280,000 - Antigua and Barbuda

This 2004 Shearwater 45' is a true blue water cruising vessel and fully equipped with cruising gear like Raymarine electronics, watermaker, 2-AC units, New dinghy & OB motor, Bimini/dodger & awning and so much more!

45 Shearwater
"Maggy May"
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2002 - 45 Sabre 452 - "Golden Opportunity"

$389,900 - Ft. Lauderdale

This 2002 Sabre 452 is loaded with NEW sails, NEW electronics, NEW canvas, NEW sound system, NEW batteries, FRESH varnish plus A/C and Heat, SSB, Ultra Leather Interior, Fisher-Panda Generator, Bow Thruster, Custom Cabinets, and the list goes on and on. Ready to cruise NOW!

45 Sabre
"Golden Opportunity"
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New - 44/46 Outbound - "NEW MODEL"

$525,000 -

The new Outbound 46 yacht is an outstanding bluewater cruiser. Whiteaker Yacht Sales is the Southeast dealer for Outbound Yachts and has these sailboats available for order-placement and construction.

44/46 Outbound
"NEW MODEL"
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1990 - 44 Antigua 44 - "Camperdown"

$94,900 - Rio Dulce, Guatemala

A 1990 Antigua 44. A beautiful center cockpit, cutter-rigged ketch vessel with two staterooms and two heads!

44 Antigua
"Camperdown"
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2004 - 44 Hunter 44' Deck Salon - "Albion"

$174,900 - Brunswick, GA

2004 Hunter 44 Deck Salon is an exceptionally well maintained sailboat. With new marine electronics including C120 wide chart plotter, digital radar & AIS weather, generator, solar panels, 2 Marine Air systems and lots more, she is also exceptionally well equipped.

44 Hunter
"Albion"
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2006 - 44 St. Francis 44 Mark II - "Fine Line"

$399,000 - Brunswick, GA

A 2006 St. Francis 44 Mark II Catamaran. Original owners are meticulous about maintenance and have kept her in great condition! She is ready to step aboard and go cruising! "Finest 44 St. Francis has ever built!" If your are looking for a great multi-hull sailing vessel...here she is!

44 St. Francis
"Fine Line"
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1988 - 44 Mason Cutter - "Rhapsody"

$164,800 - Brunswick, GA

A used 1988 Mason Cutter well maintained with spacious & comfortable cruising layout & loaded with long range cruising gear like AC, generator, nice electronics, Loads of storage space.

44 Mason
"Rhapsody"
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1983 - 42 Vagabond Ketch - "Josephine"

$119,900 - Brunswick, GA

1983 Vagabond 42 Ketch nicely upgraded with NEW teak and holly sole, NEW fuel tanks, NEW electronics, NEW Bomar hatches, NEW batteries, NEW bottom paint and SO much more!

42 Vagabond
"Josephine"
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1990 - 42 Tayana Vancouver Pilothouse - "Jubilee"

$149,500 - Fajardo, Puerto Rico

A beautiful 42' Tayana Vancouver Pilothouse Sailboat just meant for the cruising lifestyle. This boat would be a great live aboard boat, island hopper, or around-the-world cruising.

42 Tayana Vancouver
"Jubilee"
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2000 - 41 Beneteau 411 - "Summer Wind"

$112,500 - Jersey City, NJ

This 2000 Beneteau 411 has a beautiful dark blue hull and warm cherry interior. Convenient in-mast furling & roller furling head sail. Gourmet galley, nice electronics, low hour diesel engine, bimini & dodger and lots more..

41 Beneteau
"Summer Wind"
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1989 - 41 Morgan Catalina Classic - "Gertrude"

$79,900 - Beaufort, SC

A 1989 Morgan Catalina Classic 41' that has proven herself with 2 Atlantic crossings. Equipped with 2 AC units, Autopilot, chartplotter, EPIRB and lots more.

41 Morgan
"Gertrude"
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1990 - 40 TaShing Baba 40 - "Amanda Kay"

$189,900 - Port Canaveral, FL

1990 TasShing Baba 40' Cutter is in as close to NEW condition as you can find. Ready to cruise to the destination of your choice!

40 TaShing Baba
"Amanda Kay"
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1981 - 40 Endeavour 40 - "Seahorse"

$79,900 - Cape Coral, FL

1981 Classic Endeavour 40' with NEW upholstery, NEW canvas and many mechanical & electrical upgrades. Ready to take you to the destination of your choice!

40 Endeavour
"Seahorse"
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2004 - 40 Catalina 400 MKII - "Sea Horse"

$165,000 - Bradenton, FL

2004 Catalina 400 MkII with LOW engine hours, new bottom paint, very well maintained and ready to sail away today.

40 Catalina
"Sea Horse"
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1982 - 40 Creekmore Cutter 40 - "Mariah"

$98,500 - Bradenton, FL

A rare Creekmore Cutter 40. Hull number 1 of 8, and the only Creekmore 40 with a raised cabin (43 LOA). Creekmore's are known for their strong, durable hulls. Well-maintained and perfect for bluewater cruising!

40 Creekmore
"Mariah"
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1992 - 40 Custom Steel Cutter Ketch - "Red Witch"

$60,000 - Ft. Lauderdale

1992 Custom Steel Cutter Ketch easitly handled and a strong cruiser with AC, wind generator, Vetus 62 HP diesel.

40 Custom Steel
"Red Witch"
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2008 - 39 Jeanneau 39 - "Sail Amour"

$129,000 - Palmetto, FL

Popular 3-Cabin Layout Jeanneau Sailboat perfect for your family or entertaining lots of overnight guests. Would be a good live aboard boat or great for island hopping.

39 Jeanneau
"Sail Amour"
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1975 - 38 Alajuela 38 Cutter - "Maya"

$94,111 - St. Petersburg

A used Alajuela 38 Cutter Rigged with tons of charm and character. Equipped with nice electronics, Electric windlass w/ remote, Propane heat, New water heater and lots more.

38 Alajuela
"Maya"
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1983 - 38 Irwin Center Cockpit - "Moteus"

$58,000 - Lady's Island

A used, ONE OWNER Irwin 38' Center Cockpit that has been continuously maintained & loaded with cruising necessities like AC/Heat, generator, bimini with full enclosure and nice electronics package

38 Irwin
"Moteus"
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2006 - 36 Hunter 36 - "Five O'Clock Somewhere"

$99,900 - Palmetto, FL

This Hunter 36 Sailboat is the perfect mid size cruising sailboat. It is multidimensional - great as a coastal cruising boat, perfect for a small family weekender, or ready to take you on a trip to the Bahamas. Five O'Clock Somewhere is ready to set sail.

36 Hunter
"Five O'Clock Somewhere"
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1987 - 36 Hinterhoeller Nonsuch 36 - "Sunshine"

$89,900 - Palmetto, FL

One of the nicest boats for the money on the market. This Nonsuch 36 has lots of NEW equipment like Bimini Dodger, Doyle Hydra Net Radial Mainsail,Rigging,Marine Air, and New Bottom Paint. Don't waste any time - she won't be on the market long.

36 Hinterhoeller Nonsuch
"Sunshine"
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1988 - 36 Gozzard 36 Cutter - "Hawke"

$114,850 - Brunswick, GA

A beautiful 1988 Gozzard 36 Cutter. Well equipped and ready to cruise!

36 Gozzard
"Hawke"
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1984 - 35 TaShing Baba 35 Cutter - "Northern Light"

$79,900 - St. Petersburg, FL

A used TaShing Baba 35 Cutter with exceptional brightwork, AC, generator, GPS, chartplotter, EPIRB ready to go Blue Water sailing NOW!

35 TaShing Baba
"Northern Light"
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1997 - 35 Island Packet 350 - "Dulcinea"

$118,900 - Southport, NC

This 1997 Island Packet 350 is a proven Blue Water cruiser having circumnavigated with her previous Owner. Recent upgrades to electronics, new bottom job, new davits and motor mounts are just a few of the reasons she is ready to do it again.

35 Island Packet
"Dulcinea"
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1973 - 35 Bristol Sloop - "Sea Mist"

$32,900 - Gulfport, FL

This 1973 Bristol 35' Sloop has been upgraded and refurbished by a Professional Mariner with newer engine, generator, sails and even air conditioning! Truly exceptional for her age!

35 Bristol
"Sea Mist"
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1993 - 33' Hinterhoeller Nonsuch - "Semper Fi"

$104,900 - Dataw Island, SC

One of the last Nonsuch 33's sailboats made, Semper Fi is hull number 66 built by the Hinterhoeller yard in 1993. New cushions, standing and running rigging, low hour Yanmar engine and more.

33' Hinterhoeller
"Semper Fi"
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1985 - 33 Glander Tavana Sloop - "Star Dust"

$34,000 - Palmetto, FL

Used classic sailboat with shoal draft and centerboard. Ready for cruising Florida, Keys and the Bahamas. Recently new Yanmar engine with low hours.

33 Glander
"Star Dust"
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2005 - 30 Hunter 306 - "Wayward Wind"

$54,900 - St. Petersburg, FL

A 2005 Hunter 306. Comfortable and spacious sailboat - great for both beginners and experienced sailors! Owners have taken good care of her with several recent upgrades.

30 Hunter
"Wayward Wind"
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2007 - 30 Catalina 309 - "Photon"

$83,500 - Bradenton, FL

A 2007 Catalina 309. Owner recently changed her to a full battened Mainsail with Tides Marine Strong track system with a stack pack and lazy jacks. Great for coastal cruising, island hopping, or beginning sailors!

30 Catalina
"Photon"
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1989 - 30 Hinterhoeller Nonsuch Ultra - "Serenity II"

$61,900 - Gulfport, FL

A 1989 Hinterhoeller Nonsuch Ultra that is known for its design to create a sturdy, fast family sailboat that is easily handled (&raced!) with no crew. Immaculately maintained & ready to cruise with increased water and fuel tankage, new sail and stack pack, composting head and so much more!

30 Hinterhoeller
"Serenity II"
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1992 - 20 Pacific Seacraft Flicka - "Rowdy"

$37,500 - Bradenton, FL

A 1992 Pacific Seacraft Flicka 20' that has been unbelievably well maintained and updated. Can be very easily single handed and is a real cruiser, proven capable of sailing to Keys & Dry Tortugas in comfort and style.

20 Pacific Seacraft
"Rowdy"
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