A Beginner’s Guide to Sailing the World (It’s Easier Than You Think)

Sailing is an invigorating and empowering sport that comes with many rewards. But, pick up any sailing how-to book or magazine and you’d probably assume that sailing is difficult. Fortunately, this isn’t the case at all.
With this in mind, it comes as no surprise that more and more people are turning to the sea for their family, couple and solo holidays. In fact, a staggering 3.41% of Americans regularly take part in some form of recreational boating. Travel lovers and thrill seekers alike are exploring new methods of seeing the world.
Here, we divulge how to swot up on your sailing knowledge, any essential kit you’ll be requiring, how to get your hands on a sailboat and provide recommendations on ideal beginner sailing locations.
Essential courses
Whether you’re based near the coast or not, you won’t have to look far to find a reputable sailing course. Many local sailing clubs offer their own courses.

If you reside in the United States, then you may have heard of the ASA (American Sailing Association), whilst UK residents will be more familiar with the RYA (Royal Yacht Association). Both bodies offer a thorough curriculum that will allow you to go it alone within around 10 days. Online tutorials are available, although most opt for an in-person course to get the most out of the experience.
Get your kit off on
Whilst you don’t need to spend a fortune kitting yourself out, there are a few essential items you’ll want to purchase for a day on the water.

It can get pretty windy and the air can reach ice-cold temperatures, particularly at night, so investing in the right clothing is key. A waterproof spray top and trousers make a lightweight and comfortable solution that will provide plenty of movement, whilst allowing you to add additional insulation underneath.
Meanwhile, a good pair of sailing gloves will help to prevent cold and wet hands, allowing you to maintain a strong grip and avoid friction burn.
Finally, a buoyancy aid is a must for obvious reasons. That said, you could ask your charter or course provider if they supply one, as many do this as standard.
Charter or buy?
So, you’ve completed your sailing course, got your hands on some essential kit and you’re ready to hit the ocean. First of all; congratulations. This is an exciting time and the travel opportunities that lay before you are endless.

Deciding whether to charter or buy a sailboat or yacht can be a tough decision, but not one to be considered lightly. Most beginners opt for a charter first, allowing you to hire a sailboat for days, weeks or even months at a time. This option allows both beginner and even the most experienced sailor to really get to know a boat and its handling.
A number of manufacturers, like Oyster Yachts, can either fully hand over the reigns, providing you with full control, or offer a fully crewed charter, allowing you to take more of a backseat. This luxury British sailboat designer will also provide the perfect itinerary for experiencing stunning locations, exciting activities and delicious cuisine, as well as the right yacht for your experience and goals. Many thrill-seekers go on to fall in love with sailing and will explore Oyster Yacht brokerage at some point in their lives.
Location, location, location
When it comes to choosing your first sailing location, finding a destination that offers forgiving and still waters, fine weather and stunning coastal views is a must.
If Europe’s on your bucket list, then why not opt for the long summers, bright Mediterranean evenings and serene waters of the Aegean sea? Bridging both Turkey and Greece, the Aegean sea offers calm waters, an abundance of anchor points and towns full of historical treasures and remarkable landscapes.

If someplace more exotic takes your fancy, then why not explore the still, turquoise waters and white sandy beaches of the Coral Sea, Australia’s home of the Great Barrier Reef? According to several surveys and polls, Australia is one of the most beautiful sailing destinations in the world. The most popular time to visit is from April to September when the weather is generally warm and pleasant. There are 74 of the Whitsunday Islands to hop, many of which are uninhabited and completely unspoilt.

Wherever your first sailing exploration takes you, you’ll be rewarded with an incredible sense of freedom and empowerment. From improved organization and navigation skills to a boost in your physical fitness and mental wellbeing, sailing offers a range of benefits. There really is no better feeling than being out on the open seas.
This post was sponsored by Oyster Yachts. Got a great travel story you want to tell? Contact us at workwithus@anewtraveller.com.
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- Why the Cayman Islands Might Be the Best Post-Pandemic Getaway
- A Beginner’s Guide to Sailing the World (It’s Easier Than You Think)
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Jennifer Allen

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- A Beginner’s Guide to Sailing the World (It’s Easier Than You Think) - January 12, 2021