Sailing Yachts for Sale

Our sailing yachts are crafted for those who value the harmony of wind, water, and design. Own a vessel that turns every journey into art.

sail Boats for Sale

251-282 of 282 Vessel results for your search.
1
sail Boats for Sale
43' - Broadblue - 2010 - 435 - ADVENTURE - New Bern, North Carolina, United States435
2010 435
  • Engine Qty 2
  • Cabin Count 3
  • Sleep Count 7
  • Head Count 2
  • Catamaran
  • 324,900
  • Cabins 3 Sleeps 7 Heads 2
  • 2 Volvo Penta
  • ADVENTURE
324,900
2
sail Boats for Sale
50' - Beneteau - 2014 - Sense 50 - A Next Slice - New Orleans, Louisiana, United StatesSense 50
2014 Sense 50
  • Model 4JH4TCE
  • Engine Qty 1
  • Cabin Count 3
  • Sleep Count 8
  • Head Count 2
  • Cruisers/Sloop
  • 179,900
  • Cabins 3 Sleeps 8 Heads 2
  • -Certified Professional Yacht Broker Listing-
  • 1 Yanmar 4JH4TCE
  • A Next Slice
179,900
3
sail Boats for Sale
52' - Santa Cruz - 1996 - 52 - MEDUSA - San Diego, California, United States52
1996 52
  • Model 4JH2TBE
  • Engine Qty 1
  • Cabin Count 3
  • Sleep Count 8
  • Head Count 2
  • Racing Sailboat/Cruiser-Racer
  • 329,900
  • Cabins 3 Sleeps 8 Heads 2
  • PRICE REDUCTION!
  • 1 Yanmar 4JH2TBE
  • MEDUSA
329,900
4
sail Boats for Sale
PENDING
44' - St Francis - 1999 - Saint Augustine
1999
  • Engine Qty 2
  • Cabin Count 3
  • Sleep Count 0
  • Head Count 2
  • Catamaran
  • 189,000
  • Cabins 3 Sleeps 0 Heads 2
  • 2
189,000
5
sail Boats for Sale
38' - Brewer - 1988 - STEEL HULL Kaiulani - KaSondera - Boston, Massachusetts, United StatesSTEEL HULL Kaiulani
1988 / 2017 STEEL HULL Kaiulani
  • Model 4108
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 6
  • Head Count 1
  • Cutter/Sloop
  • 175,000
  • Cabins 2 Sleeps 6 Heads 1
  • A GREAT PRICE FOR SUCH A VESSEL
  • 1 PERKINS 4108
  • KaSondera
175,000
6
sail Boats for Sale
38' - Brewer - 1988 - Kaiulani - KaSondera - Boston, Massachusetts, United StatesKaiulani
1988 / 2018 Kaiulani
  • Cabin Count 2
  • Sleep Count 6
  • Head Count 1
  • Cutter
  • 189,900
  • Cabins 2 Sleeps 6 Heads 1
  • KaSondera
189,900
7
sail Boats for Sale
PENDING
39' - Fountaine Pajot - 2011 - Grenada
2011
  • Engine Qty 3
  • Cabin Count 4
  • Sleep Count 0
  • Head Count 2
  • Catamaran
  • 270,000
  • Cabins 4 Sleeps 0 Heads 2
  • 3
270,000
8
sail Boats for Sale
PENDING
30' - HopYacht - 2023 - Fort Lauderdale
2023
  • Engine Qty 2
  • Cabin Count 2
  • Sleep Count 0
  • Head Count 1
  • Catamaran
  • 269,000
  • Cabins 2 Sleeps 0 Heads 1
  • 2
269,000
9
sail Boats for Sale
44' - Cherubini - 1983 - 44 Ketch - Sappho - Huntington, New York, United States44 Ketch
1983 44 Ketch
  • Model 62T
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 0
  • Head Count 2
  • Ketch
  • 324,500
  • Cabins 2 Sleeps 0 Heads 2
  • 1 Beta Marine 62T
  • Sappho
324,500
10
sail Boats for Sale
42' - Farrier - 2007 - F-41 - Sea Joy - StuartF-41
2007 F-41
  • Engine Qty 2
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Catamaran
  • 254,000
  • Cabins 0 Sleeps 0 Heads 0
  • 2
  • Sea Joy
254,000
11
sail Boats for Sale
45' - Beneteau - 2017 - Oceanis 45 - Lily Pad - Orange Beach, Alabama, United StatesOceanis 45
2017 Oceanis 45
  • Model 4JH57
  • Engine Qty 1
  • Cabin Count 3
  • Sleep Count 8
  • Head Count 2
  • Cruisers/Sloop
  • 279,900
  • Cabins 3 Sleeps 8 Heads 2
  • -Certified Professional Yacht Broker Listing-
  • 1 Yanmar 4JH57
  • Lily Pad
279,900
12
sail Boats for Sale
48' - Cherubini - 1983 - Schooner - Victoria - Newport, Rhode Island, United StatesSchooner
1983 Schooner
  • Model 2715
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 0
  • Head Count 0
  • Antique and Classics/Schooner
  • 285,000
  • Cabins 2 Sleeps 0 Heads 0
  • 1 Ford Lehman 2715
  • Victoria
285,000
13
sail Boats for Sale
PENDING
41' - Catana - 2009 - Annapolis
2009
  • Engine Qty 2
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 2
  • Catamaran
  • 334,900
  • Cabins 0 Sleeps 0 Heads 2
  • 2
334,900
14
sail Boats for Sale
41' - Lagoon - 2002 - 410 - STAR VOYAGE - Port Charlotte, Florida, United States410
2002 410
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Catamaran
  • 199,900
  • Cabins 0 Sleeps 0 Heads 0
  • STAR VOYAGE
199,900
15
sail Boats for Sale
PENDING
44' - Hanse - 2011 - Fajardo
2011
  • Engine Qty 1
  • Cabin Count 3
  • Sleep Count 0
  • Head Count 2
  • Catamaran
  • 220,000
  • Cabins 3 Sleeps 0 Heads 2
  • 1
220,000
16
sail Boats for Sale
PENDING
41' - Fountaine Pajot - 2013 - Charleston
2013
  • Engine Qty 2
  • Cabin Count 3
  • Sleep Count 0
  • Head Count 2
  • Catamaran
  • 299,000
  • Cabins 3 Sleeps 0 Heads 2
  • 2
299,000
17
sail Boats for Sale
42' - Hinckley - 1987 - Sou'wester Sloop C/B - TRILLIUM - Portsmouth, Rhode Island, United StatesSou'wester Sloop C/B
1987 Sou'wester Sloop C/B
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 4
  • Head Count 1
  • Sloop
  • 170,000
  • Cabins 2 Sleeps 4 Heads 1
  • 1 Westerbeke
  • TRILLIUM
170,000
18
sail Boats for Sale
PENDING
37' - Lagoon - 2011 - Chaguaramas
2011
  • Engine Qty 2
  • Cabin Count 3
  • Sleep Count 0
  • Head Count 2
  • Catamaran
  • 240,155
  • Cabins 3 Sleeps 0 Heads 2
  • 2
240,155
19
sail Boats for Sale
72' - Schooner - 2000 - Brigantine - La Fantastica - ColombiaBrigantine
2000 Brigantine
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Schooner
  • 250,000
  • Cabins 0 Sleeps 0 Heads 0
  • PRICE REDUCTION
  • La Fantastica
250,000
20
sail Boats for Sale
58' - Camper & Nicholsons - 1984 - 58 - Roxy - Annapolis, Maryland, United States58
1984 58
  • Engine Qty 1
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Cruisers
  • 193,000
  • Cabins 0 Sleeps 0 Heads 0
  • 1 Westerbeke
  • Roxy
193,000
21
sail Boats for Sale
53' - Beneteau - 2005 - Oceanis Clipper 523 - CARINA - Tahiti, French PolynesiaOceanis Clipper 523
2005 Oceanis Clipper 523
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Other
  • 298,500
  • Cabins 0 Sleeps 0 Heads 0
  • CARINA
298,500
22
sail Boats for Sale
PENDING
42' - Fountaine Pajot - 2003 - West Palm Beach
2003
  • Engine Qty 2
  • Cabin Count 3
  • Sleep Count 0
  • Head Count 2
  • Catamaran
  • 230,000
  • Cabins 3 Sleeps 0 Heads 2
  • 2
230,000
23
sail Boats for Sale
60' - Carroll - 1998 - Farr 60 - Poseidon - Northland, New ZealandFarr 60
1998 Farr 60
  • Model 4JH2-HTE
  • Engine Qty 1
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 1
  • Sloop/Cruiser-Racer
  • 215,000
  • Cabins 0 Sleeps 0 Heads 1
  • New Listing!
  • 1 Yanmar 4JH2-HTE
  • Poseidon
215,000
24
sail Boats for Sale
42' - Najad - 1989 - Annapolis, Maryland, United States
1989
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Cruisers
  • 169,000
  • Cabins 0 Sleeps 0 Heads 0
169,000
25
sail Boats for Sale
PENDING
43' - Voyage - 2002 - Fort Lauderdale
2002
  • Engine Qty 2
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 2
  • Catamaran
  • 245,000
  • Cabins 0 Sleeps 0 Heads 2
  • 2
245,000
26
sail Boats for Sale
44' - Taswell - 1999 - 44 AS - Deltaville, Virginia, United States44 AS
1999 44 AS
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Cruisers/Cutter
  • 297,500
  • Cabins 0 Sleeps 0 Heads 0
297,500
27
sail Boats for Sale
45' - ShearWater - 2004 - 45 - Annapolis, Maryland, United States45
2004 45
  • Model 4JH3E
  • Engine Qty 1
  • Cabin Count 3
  • Sleep Count 6
  • Head Count 1
  • Cruisers
  • 179,900
  • Cabins 3 Sleeps 6 Heads 1
  • 1 Yanmar 4JH3E
179,900
28
sail Boats for Sale
45' - Beneteau - 2017 - Oceanis 45 - La Belle Vie - Houston, Texas, United StatesOceanis 45
2017 Oceanis 45
  • Model 4JH57
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 0
  • Head Count 0
  • Cruisers
  • 319,000
  • Cabins 2 Sleeps 0 Heads 0
  • 1 Yanmar 4JH57
  • La Belle Vie
319,000
29
sail Boats for Sale
PENDING
46' - Lagoon - 2002 - Cruising Adriatic, then Italy
2002
  • Engine Qty 2
  • Cabin Count 4
  • Sleep Count 0
  • Head Count 2
  • Catamaran
  • 333,983
  • Cabins 4 Sleeps 0 Heads 2
  • 2
333,983
30
sail Boats for Sale
45' - Catalina - 1991 - Morgan 45 - Liberty - Marco Island, FL, Florida, United StatesMorgan 45
1991 Morgan 45
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Sloop
  • 150,000
  • Cabins 0 Sleeps 0 Heads 0
  • Liberty
150,000
31
sail Boats for Sale
49' - Dutch US - 1974 - St Petersburg, Florida, United States
1974
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Center Cockpit/Motorsailers
  • 250,000
  • Cabins 0 Sleeps 0 Heads 0
250,000
32
sail Boats for Sale
PENDING
39' - Lagoon - 2014 - Tivat
2014
  • Engine Qty 2
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 4
  • Catamaran
  • 255,793
  • Cabins 0 Sleeps 0 Heads 4
  • 2
255,793
End of results

Sailing Yachts For Sale | Large Sailing Yachts for Sale

The joy of sailing is reserved for those who appreciate and know how to enjoy the wind-borne form of transit. Also known as sailboats and motor sailors, there are many different rig and deck styles available. Varieties range from the comfortable short-hop cruisers and long-range adventurer live-aboards, to the mega sailing yacht enthusiasts.

Feel free to use our unique search buttons to find the ideal sailing yacht by region, brand, price, age and features! Updated daily!

 

If you would like to discuss your goals, we would like to know more and find that sailing yacht which meets your requirements – at no obligation!

Experience the joy of sailing!

Sailing yachts for Sale come in different configurations

Sailing yachts enjoy the ability to have unlimited range with larger sizes approaching true luxury accommodations as found on motor yachts. Although sailing yachts are often found with a single engine up to around 70’, larger sailing yachts can offer twin engines and a thruster to assist with docking maneuverability . Often when the wind is just not cooperating, it is important to make trips using an efficient engine alone. Some sailing yachts are termed as motor sailors that offer an adequate sailing rig and reasonable power to work together. Sloops (single mast) rigs are by far the most popular, although ketch and schooner rigs (twin mast) are also popular.

Considerations for sailing yacht buyers:

  • When searching for the right sailing yacht, draft is a concern to keep in mind, as a deep keel helps with performance and performance; yet hinders sailing in shallow waters such as the Bahamas. Many sailing yachts offer a dagger board or a ¾ keel for better draft. Catamaran (twin hull) sailing yachts are popular because of their shallow draft and living volume.
  • A diesel engine with enough power and fuel capacity to motor the sailing yacht when you have to get somewhere when the wind is not cooperating and to tie up.
  • A sailing rig which is easy for one or two people to manage; yet a design which will sail well. Roller furling on both the main sail and the head sails are now the standard. Many sailing yachts for sale also have electric or hydraulic winches to help adjust the ‘sheets’.
  • A comfortable layout. Many sailing yachts feature a master stateroom all the way aft for maximum volume and stability. If the sailing yacht buyer wants to charter the yacht, extra staterooms including adequate crew quarters are necessary.
  • Good electronics – which are becoming very inexpensive to add. A good autopilot and gps plotter are essential.
  • A bow thruster makes it easier to dock and can often be added anytime.
  • Easy ability to maintain the sailing yacht. This includes varnished teak and teak decks. These are pretty; but need to be kept up.
  • The construction of the yacht is important. More expensive sailing yachts are simply built better. Fiberglass hulls and decks are becoming the standard. For trans oceanic crossings, a sailing yacht buyer may wish to consider an aluminum or steel hull for strength considerations.
  • When considering the purchase of a sailing yacht, a professional survey must be done. Also check the rigging and masts!
  • Note that there are many custom or ‘one off’ sailing yachts for sale around the world. Take extreme caution when considering the purchase of one of these. A thorough survey and sea trial is essential!

Please share your goals!

We know it’s a hassle trying to find exactly what you are looking for in the way of a USED YACHT. Our site differs from other Yachts For Sale sites with a variety of ways to identify REAL AND TRULY LISTED YACHTS FOR SALE by Brands, Price, Length, Region and RECENTLY LISTED YACHTS.

So…if you are looking for something special, please don’t hesitate to contact us – no obligation. I am an
expert finding special deals and opportunities to meet YOUR GOALS!

Contact Andy Kniffin at (954) 292-0629 (What’s App user) or email andy@akyachts.com

FAQs – Sailing Yachts for Sale

What is a sailing yacht and why do buyers choose one?

A sailing yacht is a vessel that primarily uses wind power through its sails, offering a quieter, more traditional and environmentally friendly cruising experience compared to motor yachts. Buyers often choose sailing yachts for the joy of hands-on navigation, fuel efficiency, and the sense of adventure that comes with wind-driven travel. Many models also include engines for auxiliary power, making them versatile for both calm and breezy conditions.

Before purchasing, consider your sailing experience, the type of cruising you plan to do (coastal or offshore), and the size of yacht that best suits your needs. Evaluate hull design, rig configuration, sail area, and onboard systems. Ownership costs such as maintenance, dockage, insurance, and sail replacement should also be factored in. Always review the yacht’s history, service records, and recent refits to understand its condition and long-term reliability.

A broker acts as your trusted advisor throughout the purchase process. They help identify yachts that fit your criteria, negotiate fair prices, draft purchase agreements, and coordinate all technical and legal steps, including surveys, sea trials, and documentation. An experienced broker with sailing-yacht expertise can also advise on specific aspects such as rigging inspection, sail condition, and brand reputation, ensuring a smooth and transparent transaction.

The process begins with defining your needs and budget, then reviewing available listings. Once you find a suitable yacht, an offer is made through your broker and a purchase agreement is signed—usually contingent on a satisfactory survey and sea trial. A marine survey assesses the yacht’s structure, systems, and rigging, while the sea trial tests its performance under sail. If results are positive, the final steps include payment, ownership transfer, registration, and delivery.
Arrange for a professional marine surveyor with sailing-yacht expertise to inspect the hull, rigging, sails, deck hardware, and onboard systems. During the sea trial, observe how the yacht performs under different points of sail and weather conditions. Reviewing maintenance records and recent upgrades is also essential. These steps protect you from unexpected repairs and help verify that the yacht meets its advertised standard.