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Learn the sky. Choose your spot. Practice. Be comfortable.

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Before you start tromping around in the dark with your expensive telescope, you'll need to figure out what you're looking for. Maybe you want to have a gander at the moon, or want to check out the planets. Maybe you're interested in a meteor shower. You'll need to find out timing, place, weather, etc.  If you're trying to observe the stars, for instance, going out on a moon-lit night won't get you very far. Look at books on stars and constellations. These will tell you when the best viewing times are and when the planets are easiest to be seen. Examine sky charts so that when you are out in the dark you know where to point your telescope. Train your eye. To do so, make sketches of the moon and the planets. You don't have to be a great artist to capture them as accurately as possible. This will help you to look more closely at the sky and observe details. You'll need to choose your spot carefully, once you've decided what you're looking for and where it will be. It will need to be accessible at night and have a place with solid level ground for your telescope's tripod.  You'll need to consider light pollution. For instance, if you're in a big city, going up on a high roof (As long as it is safe) can get you away from the worst of the light pollution and allow you to see more clearly. Try to avoid decks and blacktop driveways and concrete. Footsteps on a deck can cause vibrations in the image. Blacktops driveways and concrete can create thermal issues for your telescope. You'll need to practice setting up your telescope and pointing to the correct part of the sky before you start fiddling around at night. Otherwise it is very easy to lose bits of your telescope and forget how to do something. For practice set up your telescope and, using the lowest power eyepiece, point the main scope at something about 100 feet (30.5 m) away like a tree (not the sun!). Center the object in your crosshairs and make sure it's clear. Switch to  a higher powered eyepiece and try again. Make sure that when you're having your big night out with the stars that you have dressed appropriately. If it is going to be cold, make sure you have the right clothes on and bring along a canister of something warm.