New and Used Sailboats for Sale

Sailboats are incredible vessels designed to offer its owners and guests the thrill of sailing; the feeling of conducting your own boat on the ocean. Search below for these intriguing boats for sale by location, price, size, brand and more.

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What Is a Sailboat?

A sailboat or sailing boat is a boat propelled partly or entirely by sails and is smaller than a sailing ship under 79ft (24m).

What Is the Difference Between a Sailboat and a Sailing Yacht?

A sail yacht is typically a sailboat 79ft (24m) and above. Distinctions in what constitutes a sailing boat and ship vary by region and maritime culture. In there are currently over 1,270 sailing boats and yachts for sale, ranging from 14ft (4m) to 213ft (65m) located around the world – from South of France, to the US, Indonesia, and more and ranging from $28Million max for the Sailing yacht PRANA, the 170ft (51.7m) ALLOY and delivered in 2006; to sailing boat SOUFEE III, 24ft (7.3m) built by C&C in 1976, Model 24MKIII priced at $4.9 Million ca.

What Are the Different Types of Sailboats?

Although sailboat terminology has varied across history, in general sailboat-types may be distinguished by size, boat hull design, configuration, keel type, purpose, number and configuration of masts, and sail plan.

Below some popular monohull type of sailboats:


The cutter is similar to a sloop with single mast and mainsail, but generally carries the mast further aft so that a jib and staysail can be attached to the head stay and inner forestay.It used to be a common racing configuration, today it gives versatility to cruising boats.


A catboat has a single mast mounted far forward but doesn’t have a jib. Today’s catboats have only the mainsail; however, catboat could usually carry multiple sails from the gaff rig.

(Sailing) Dinghy

A dinghy is a type of small open sailboat. Characterized for their short length overall and lightweight, which also makes them very easy to handle, sailing dinghies are used for recreation, youth sailing programs, sail training, and tending a larger vessel.


A ketch is a type of sailing yacht with two masts. They are like sloops in this, but ketches have a second shorter mast astern of the mainmast, forward of the rudder. The second mast is called the mizzen mast and the sail is called the mizzen sail. Originally, ketches were fishing vessels; the term “ketch” comes from the same root word as “catch”. Their versatility and ease of use has made them popular, particularly in Northern European waters, where their sail plan allows them to react quickly to varying wind conditions.


A schooner is a type of sailing vessel with fore-and-aft sails on two or more masts, the foremast being always lower than the foremost main. Such vessels were first used by the Dutch in the 16th or 17th century. Originally schooners were gaff-rigged, but modern schooners may be Bermuda-rigged. (A Bermuda rigged schooner typically has four triangular sails: a mainsail, a mainstaysail, the foremast, a forestaysail, and a jib (or genoa) forward of the foremast. An advantage of the staysail schooner is that it is easily handled and reefed by a small crew, as both staysails can be self-tacking.


A Sloop (from Dutch sloep) is a sailboat with a single mast and a fore-and-aft rig. A sloop has only one head-sail, nevertheless if a vessel has two or more head-sails, she is called a ‘cutter’ and her mast may be set further aft than on a sloop. In the USA however, a sloop may have one, two or three headsails forward of the mast – the term cutter not generally being used for sailboats. The most common rig nowadays is the “Bermuda sloop” which carries a mainsail on a boom aft of the mast, with a single loose-footed head-sail (a jib or a genoa jib) forward of the mast. This is an optimal rig for upwind sailing; consequently, sloops are popular with sport sailors and yachtsmen, and for racing. The rig is simple in its basic form and is maneuverable and fast.

The main disadvantage is the relatively large size of the sails, especially on larger vessels. It is also less successful sailing downwind; the addition of a spinnaker in fact is necessary for faster speed in all but the strongest winds, and the spinnaker is am unstable sail requiring continual trimming.


A Yawl is typically two-masted sailboat, usually rigged with one or more jibsails, a mainsail, and a mizzen. Like the ketch, the forward (main) mast is higher than the mizzenmast, but the mizzenmast of a yawl is placed astern of the rudder post (more for balancing the helm than propulsion) while that of the ketch is closer amidships. Like most modern pleasure boats, yawls are rigged with fore-and-aft sails – the most effective rigging in utilizing manpower. The word yawl is sometimes applied to a dinghy and to a light fishing vessel rigged with lugsails.

What Is the Difference Between a Sailing Boat and a Motor Sailer?

There are many different types of sailboats, and there are various uses for each type. When it comes to sailboats versus motorsailers the differences are significant. When making a purchase, you want to make sure you’re getting the best sailboat for your needs.


The main difference between sailboats and motorsailers is that while sailboats are powered and propelled by the force of the wind against the sails, motorsailers are a hybrid and can be powered equally by the wind in its sails, as well as internal engines (the ratio of sail propulsion to power can range from 30% sail / 70% power up to 70% sail / 30% power).


Cost is another element that distinguishes sailboats and motorsailers. Purchasing a sailboat can be relatively convenient, depending of course on the type of the sailboat. Regular maintenance performed by skilled professionals, insurance, crew, docking, and more are necessary to enjoy the boat and keep its value. The average cost of a motorsailers on the other hand, can be quite high, especially when dealing with sail yachts (ie: motorsailers larger than 24m). In addition to maintenance and insurance, the fuel, the crew fees, the yacht management run by specialized companies are to be considered and can turn the running costs of a motorsailers considerably expensive.


In terms of functionality, while sailboats can be very technical to run, and one needs to learn the parts of the boat and how to set up the sails and mast in the ideal positions according to weather and wind patterns (although in the case of sail yachts you must still count on an expert crew); motorsailers can have the option to propel the boat with just the motors – it is common for sail yachts to use this mode when doing the ocean crossing for instance…

What are the Uses and Passengers Of a Sailboat?

A sailboat is normally perfect for cruising, sailing alone and/or racing with a few passengers, however it usually does not provide for the same volume and therefore comfort for living aboard of motorsailers. Depending on the size of the motorsailer you can invite a lot more people for the cruise as many motorsailers – 100% of motorsailers above 98ft (30m) – come with cabins to live in.

When deciding whether to purchase a traditional sailboat or a motorsailer, one must consider what the goals are with sailing and cruising.

These a list of questions that can help narrowing down the search:

  • Are you a beginner in sailing?
  • What is your budget?
  • Do you plan on traveling long distances?
  • Do you want to have passengers with you, or do you prefer to sail alone?
  • Do you plan on living aboard the boat?
  • What do you plan on using your boat for?

What Are Sailboats Pros & Cons?

Traditional sailboats are today used most often for recreation. Cruising and racing are some of the most popular hobbies of sailboat owners. Small dinghies tend to be better for racing.


A sailboat can cruise in lakes, rivers, canals, coastal waters, and, of course, oceans. Many people choose sailboats for quick daytime sailing or weekend getaways.
Manufacturers used advanced technology to to make sailboats sturdier, but light at the same time. This allows them to move swiftly with little wind but remain durable cruise after cruise.
Sailboats are the most environmentally friendly water vehicles you can imagine!
If you are adventurous and like solo cruise, sailboats are a great option to experience nature firsthand but also for people who want to learn the process of manual sailing.


Sailboats rely on environmental factors, so unless you are blessed with ideal weather and wind conditions you would rather wait before hitting the water.
Sailboats don’t roll very much; they reach an angle of heel and pretty much remain there. The heel will depend on how much wind you get and how much sail you have. And the sail will depend on how hard you want to push the boat to get to your destination. This process will require some packing up, often more than what is required for cruising with a motorsailer.

What Are a Motorsailer’s Pros & Cons?

Being more comfortable, coming with a lot more space that traditional sailboats, motorsailers are great for long cruises. They can be customized fully or partially. You can also decide how you want your own interiors to look like and have them as welcoming as your home on land – especially on sail yachts. You can reach offshore areas comfortably and fairly quicklyNO. It all depends on the boat’s fuel tanks and its rate of consumption. You can get a net gain in speed over what would be possible by just using one method of propulsion. With the right motorsailer you could also decide to circumnavigate the globe!


Motorsailers allow more comfort and lazy days when you don’t feel like setting up your sails.
Rolling on motorsailers can be minimal. You just need to make sure you have ideal bilge keels or gyro-driven stabilizers.
Motorsailers can tackle a wide range of weather and sea conditions without damage or discomfort. They’re able to keep up a decent speed even if there is little to no wind. Being bulkier and heavier, allow motorsailers to offer more space for accommodations inside the boat.


The wide stern and heavy displacement – when not the GT – are not ideal for sailing. The big keels can tend to slow down a bit, but many sailors can cruise at a reasonable speed. Some sailors tend to think that because they are built half for sailing and half for powering, motorsailers are only half as good at each use. While there may be some truth to this statement, many owners of motorsailers enjoy their powering and sailing a great deal. There are many benefits to purchase (or even rent and/or charter) a sailboat or motorsailer. Consider the facts and features for each of these boats when you’re choosing which boat to purchase or rent. It’s all about your preferences, your style, your budget, and your needs.

What Is the Cost of Buying a New Sailboat?

Besides all the typical mooring, fuel and other certifications, new sailboat buyers will encounter some potential hidden charges:

  • Sailboat survey cost: Whether you’re buying privately of through a boat broker.
  • Add-ons: Does the boat come with essentials like anchors, sails and rigging?
  • Depreciation: Like a car, the value of a new boat sinks quickly after purchase.

What Is the Cost of Buying a Second-Hand Sailboat?

While you may not be able to customise the boat exactly as you wish, there are often fewer hidden costs to buying a used sailboat. Nonetheless, you will want to account for:

  • Broker’s fee: choose a brokerage based on positive reviews, if you can find them. You could get a great deal on a bargain fixer-upper, or even an ex-charter boat that looks and sails as good as new.
  • Surveyor’s fee: recommended for boats already accustomed to the high seas.
    Maintenance: Examine the boat carefully for signs of wear and tear, as fixing any damage can be costly.

Why are Sailing Boats Popular?

Sailing has been around for travel and fishing, but it’s only become a sport since the early 17th century. The Dutch are said to be the first nation who raced yachts for fun. They gave a ship to Charles II and the sport quickly became popular in England before being taken up in America. Today, it is a pastime enjoyed by millions of people worldwide – both competitively and non-competitively on lakes and rivers to the wide open ocean.

Living on the ocean sounds romantic, and it can be. Sailing for many is about exploring the far flung reaches of the world and discovering places they don’t yet know exist. Sailing is also an invigorating sport that offers many rewards, not the least of which is that it’s simply so much fun. Those who love the environment, live adventurously and want to enjoy the brisk feel of the breeze on their face, the gentle motions of the boat as it cleanly slices through the water are the perfect sailboat buyers.

Nothing compares to the lifestyle on a sailing boat, the freedom that comes with it and the closeness to the sea. Not to mention the allure of such yachts in films like the James Bond “Casino Royale”, Daniel Craig sails into Venice on the Spirit 54, a classic British yacht that’s celebrated for its elegance; the 54-foot boat was handcrafted in Suffolk, incorporating mahogany topsides and teak decks. By being featured in these James Bond scenes, the yacht not only shot to international fame, it also became the first sailing yacht to travel along the Grand Canal is around 300 years.

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