Sailing Challenges | The Official Website of Virtual Sailing for PC & Mac

Challenges & Live Sailing

eSail will help you develop your skills with races, steering challenges, anchoring, ‘know your boat’ challenges and other sailing games.  Receive gold, silver or bronze medals and see your results to the eSail leaderboards.

eSail Sailing Race

eSail Races

With eSail races you pit your skills against ‘computer skippered’ boats without having to worry about all the rules and regulations of a real sailing regatta. You will become skilled at race tactics, tacking, gybing and trimming the sails including using the mainsheet, jib sheets and kicker (boom vang).

Treasure Hunt

Treasure Hunts

It’s all about throttle control! You need to get close enough to click on your prize without drifting into the jetty or quay.

In this fun sailing game, don’t go too fast when you grab your vase or it will end up smashed on the deck!

Steering Challenge

Steering Challenges

Steer between the red and green buoys and keep your speed up for maximum points.   But be careful of the other boats.  They should observe collision regulations or ‘Rules of the Road’ but with your boat constantly changing direction they do not always behave as expected!

Anchoring Challenge


In these challenges you will anchor up, then we check your swing circle by applying different wind directions.

You need to take into account the condition of the sea bed and lay down enough anchor chain.

Passage Planning

Passage Planning

Using our unique boat simulator charting tool, create a course between locations such as Maxwell Marina and Frazer Town via given waypoints. At the end of your voyage make sure you moor up safely (using your fenders) without making contact with the jetty!

eSail Sailing Sim exploring Little Venice

Live Sailing

With Live Sailing you weigh anchor, set sail and explore the seas and ocean around the Shearwater islands! Your goal is to collect ‘Points of Interest’ (POIs). If you collect all 13 you achieve ‘Master Explorer’ status.

Here is a quiz to check your sailing knowledge!

1. Looking forward on a boat, which side is ‘starboard’?


2. A line used to hoist or lower a sail is called what?


3. How many ropes are there on sailing boat?


4. The wind felt by those aboard a moving boat is known as what?


5. The guard rail and area around the forward deck is known as the ‘pulpit’.


6. When your boat is stuck pointing straight into the wind so you cannot sail, you are in what?


7. A ‘pan-pan’ distress signal sent by radio means what?


8. When a wind is ‘veering’ it is doing what?


9. A typical small sailing yacht with mainsail and jib is known as what?


10. The best way to learn to sail is on a real boat.


Question 1 of 10

eSail is available for Windows and Apple Mac.
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