When it comes to sailing, there are all kinds of things to learn how to do. How you go about learning will depend on your particular style. Here are examples of ways you can acquire the skills you feel you need:

Take courses. Community colleges, marine chandleries, Coast Guard Auxiliary, boat shows, and a number of other enterprises offer seminars, workshops, and courses on a variety of topics related to cruising. If you learn best in a classroom or group environment, check out resources in your area.

Get one-on-one instruction. Hire a sailing instructor. Look over the shoulder of a diesel mechanic. Talk to a sail maker. If you learn best through individual instruction and consultation, there should be any number of experts available that you can hire, exchange services with, or otherwise remunerate in return for instruction on a particular topic. Read everything you can get your hands on. Some people learn best through the written word. There are scads of books out there about every topic pertinent to cruising, so if you enjoy learning by reading, there is plenty of resource material available.

Learn on the water. There are those who learn best by doing. Boat handling skills in particular are probably best mastered in situations. Which leads me to the next ‘preparing to prepare’ topic.

Getting Out on the Water Find ways to get yourself and your partner onto the water, either separately or together. No matter how much you learn from books and courses, on-the-water experience is a great way to really solidify your skills. This will also help you decide if being on the water is worthy trying as a lifestyle.

Go with friends. If you have friends with boats, go out with them. If you don’t have a boat yourself, this will give you time on the water. If you do have a boat, this will expose you to different boat characteristics and equipment.

Charter a boat in your home waters. If you are within easy reach of a body of water, charter a boat of the type or types that you are considering cruising. Vary the amount of time, the kind of boat, and the nature of the weather that you go out in. Charter a boat in faraway waters. Consider taking boating vacations in other parts of the world. Besides exposing you to different types of boats, this will put you into different environments and weather patterns.

Participate on a racing crew. If you live in an area with an active racing community, either or both of you can join a crew. Many coastal cities and town have ‘Beer Can’ races during the season that are a little bit more laid back and convivial than the mainstream racing events; these are best to participate in if you don’t want to be a blood-n-guts racing competitor.

When it comes to types of sailboats there are multiple choices you can choose from. Some things help you can find your perfect sailboat.

Length

How long a sailboat is will have a huge bearing on the price. However, this isn’t the only thing you need to consider when looking at length. The actual length of a boat also determines things like how much mooring will be.

You see, you’ll be paying per foot of the dock that you occupy, so the longer the boat, the more you’ll pay on a monthly basis to keep your boat tied up at a dock. Some people, because of this, prefer to anchor out in the bay and keep only a small rowboat so they can get out to their boat and not have to pay huge moorage fees. However, if you plan to travel around with your boat, this is something to consider.

Price isn’t the only thing in play here. How much room do you actually need? A very small sailboat can be nice for short outings or playing around. They are also quite popular for regattas, if you are interested in that sort of thing. However, the smaller boats also tend to capsize easily and are not stable enough for anything apart from slightly choppy water, which renders them quite limited.

A longer sailboat, 25-35 feet can actually include space for a home inside. If you plan to spend a lot of time on your boat, this is something to consider. It can be nice to have a spot to get out of the wind and make a cup of tea or lay down and relax while anchored.

Keep in mind that the bigger the sailboat, the more difficult it will be to sail with just one person. Larger sailboats are either automatic or require two or three people to run it, something to remember when you are purchasing. How many people will you have to sail the boat with? Don’t exceed the number unless you plan to hire extra hands.

Material

There are many different materials to build a sailboat from. You will likely have a preference based on looks already, but it’s good to know a bit more about each sailboat material before you choose a used sailboat.

Concrete: This is not a very common boat material, but it does exist and should be avoided. Used concrete sailboats are usually a recipe for disaster and are too heavy and difficult to work with for a beginner.

Wood: Older sailboats are probably going to be made out of wood. This can be very beautiful, particularly when properly maintained. With the right woods, a sailboat can be lovely to look at. However, there are plenty of problems associated with wood.

Even treated wood will tend to rot away over time and it is something that also attracts insects and pests, both air and waterborne, which will destroy the wood. If you do opt to look at buying a wooden used sailboat, make sure you have a complete inspection done of the entire boat, above and below. Keep in mind that wood will require a LOT of maintenance and must be frequently painted or treated to keep it intact. This is not a great material for beginners or anyone who wants a boat they can use when they need it and leave it between times. Investing in a wooden sailboat is a bigger investment than the initial cost.

Fiberglass: This is by far the most common material for boats in general, including sailboats. Nearly all newer used sailboats will be built from fiberglass. It’s resistant to corrosion and tends to be very durable. Make sure that there is no major damage to the finish, which could require some hefty repairs later. This includes gashes or gouges below the waterline, cracked finish or a very dull gelcoat that will require repainting, a costly endeavor.

Steel: While very hardy in construction, steel tends to be prone to rust which can render a great boat useless. Be sure to have a professional inspection if you are looking at a steel used sailboat.

Price

Buying a used sailboat is going to be your best bet for sticking to a budget. Brand new boats tend to be very expensive and while they do come in pristine condition, they don’t come with sails, rigging, and all the gear that you’ll need in order to actually sail your boat.

Usually, used sailboats will come with extras that you would otherwise have to buy separately. The sails and rigging will be used, as well, but if you take the time to look them over and make sure that they are in decent condition, this could be a very good deal. It saves a lot of money since you don’t need to go out and find a set of sails and other extras, which can really add up.

Finally consider how you are going to use your sailboat. For those who want to race, you will need a drastically different boat than those who just want a sailboat to use for a leisurely time on the marina or lake. Taking all of these factors into account can help you choose the right sailboat type for your needs.