• If a team boat, do you want to be the helmsman or crew?
• Do you want to sail a fast, planing type of dinghy, or a slower displacement type of boat?
• Are you going to be able to travel extensively to regattas, or are you going to be racing mostly near your home?
Obviously, if you won’t be able to travel much, you need to see which of the local classes you want to join in with. If you have the ability to travel more extensively, it will give you a wider selection of classes to choose from.
• What is your size and weight and the combined weight of your team (if you are choosing with a team already in mind)?
Be sure to pick a class that suits your size and weight, and that of your team’s. Or, you may choose a class you like and then pick your team to be the best fit for the class. One of the first questions to ask a good sailor in any class is: what is the ideal size and weight for the sailors in the class?
• What sort of budget constraints exist for you?
Again, this is an important question. Perhaps money is not an object for you. Great. But for most, it is. You may have to start campaigning a smaller, less expensive boat before moving into the larger boats. Or, pick a class with racing you like where there is a good used-boat market. Fiberglass boats that have been well maintained hold their performance potential fairly long. You may only need to buy a new sail and some new line or fittings. Or, if you want to crew, find a helmsman who can afford to fund the campaign and offer to do most the “grunt work” (planning, logistics, boat preparation, etc.).
• What are your sailing strengths right now?
Clearly sailing is a sport that rewards being strong in all the aspects of the sport. But if you have particular strengths and can find a class that fits your other goals, then great. If you enjoy the tactical aspect of the sport more than developing boat speed, then find a strict one-design class where all the boats and equipment will be nearly identical. If you enjoy the athleticism of hanging out on a trapeze and you enjoy the tactics of the sport, consider crewing (where you can look around and call the tactics) and finding an excellent helmsman to be your teammate.
You can look at the question from the other viewpoint as well. If you have identified your strengths, then you have essentially identified your weaknesses. You may decide to choose a class that will force you to improve in your weak areas, so that you can become an overall better sailor. For instance, if your strength is singlehanded sailing and tactics (maybe you are just graduating from an Opti program) but your weakness is sailing a team boat with a spinnaker and making it go fast, you may consider a 420 or Lightning, etc.
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