Should you go left or right? Or up the middle? The answer depends on a number of strategic factors that you must try to figure out before the start. The plan you make will then tell you how to approach the start. © Allen Clark/

Here’s one way to approach the beginning of a race: Sail around in the starting area long enough to get a good line sight and figure out which end of the line is farther upwind. Start near that end, right on the line with clear air. Then look around to see which side of the course is better, and head that way.

I must admit I have started this way more than a few times, but I must also say that it is completely backwards. That’s because, in most races, your position at the first mark will be influenced much more by where you went on the first leg than by where you were at the start. Therefore, your strategic plan for the windward leg should have top priority. Consider this typical example: The starboard end of the starting line is favored by 5 to 7°, so you start near the committee boat end because that means you are already several boatlengths ahead of boats starting at the pin. You hit the line with full speed and clear air.

About a minute after the start you can see more wind ahead (on the left side of the course), so you continue on starboard tack. That was a good decision, but all the boats that started below you on the line get into the better pressure sooner. By the windward mark, the pin-end starters are 10 to 15 boatlengths ahead of you.

The moral of this story is that you should always try to figure out your strategy for the windward leg first. Listen to predictions and observe the wind direction, wind velocity, current and so on. Talk to local sailors before the regatta, check the wind and weather on the web, and spend a lot of time sailing around in the course area before the start.

After collecting all your data, decide whether you like the left or the right, or possibly the middle. Then comes a very important step: Figure out a starting plan that will let you follow the strategy you chose for the windward leg.

If there is better pressure on the right, for example, you probably shouldn’t start near the pin end. If you expect the wind direction to shift left, starting at the committee boat is not a great idea. Of course, there will be some times when you have no idea which side of the first beat is favored. This actually happens fairly often, even with the best sailors. When it does, what you need is a starting strategy that gives you flexibility. Typically this means starting in the middle of the fleet. After the start you can watch boats on each side of the course to see which ones are gaining – then head that way.

There are a couple times when you might base your starting plan totally on which end of the line is farther upwind. This would make sense when a) it seems like the wind and other strategic factors will remain fairly steady up the first beat; or b) one side may be favored slightly but it’s not enough to make up for a skewed line.

Remember, the strategy you choose on the first leg usually has more of an effect on your race results than where you started on the line. So pick your upwind strategy first, and then execute a start to help you follow that plan.

Test the first beat with a partner.

Even when you have time to sail around the entire racing area before the start, it’s hard to compare sides of the course by yourself.? This is where a friendly ‘strategy partner’ can be very helpful.

Begin by setting up a ‘rabbit’ start somewhere near where the starting line will be. One boat ducks behind the other and then both sail close-hauled as fast as they can toward opposite sides of the windward leg.

After a while, both boats tack at about the same time and keep sailing fast upwind until they cross. Assuming that both boats were going the same speed, it will be easy to see which side of the course was favored during this test. You have to take these results with a grain of salt. Unless you had a lot of time, you probably didn’t sail all the way to the corners of the course. And the conditions you experienced during the test may well change before the race.

One common example is an oscillating breeze – if you test during a right shift the right side will appear favored, but in a left shift it’s the opposite. For these reasons it’s best to do more than one test, so get out to your starting area early. Once you’ve done a test like the one shown here, repeat it by switching sides. If you do this several times and one side is always better, that’s a pretty good indication that it may be favored during the race. ■

This article originally appeared in David Dellenbaugh’s Speed & Smarts, The newsletter of how-to tips for racing sailors. If you want to sail faster and smarter, log onto


A resident of Easton, CT, Dellenbaugh was tactician and starting helmsman for America3’s successful defense of the America’s Cup in 1992. He’s a Lightning World Champion, two-time Congressional Cup winner, seven-time Thistle National Champion, two-time winner of the Canada’s Cup, three-time Prince of Wales U.S. Match Racing Champion, and a winner of the U.S. Team Racing Championships for the Hinman Trophy.