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If you have time to prepare before trying to sleep upright, gather bedding such as a blanket, pillows, towel, or a mat. This bedding will make you more comfortable, and reduce any soreness from sleeping upright.  Wearing loose, comfortable clothes and light shoes will also make it easier to sleep while sitting up.  A special travel pillow can provide support for your head and neck. These come in a variety of forms: some go around your neck, some over your shoulder, some attach to the side of a seat, and some can be used in multiple positions. Look for these types of pillows in luggage stores, airport shops, etc. Some people find it easier to sleep while wearing earplugs or headphones to block outside noise and/or distractions. Likewise, many people find an eye mask useful for blocking out light. If you have other things that are part of your routine for going to sleep, such as a book to read or mug of tea, try to have them with you. Making your sleep routine as normal as possible will help you fall asleep sitting up. If you are sitting in a chair, such as on an airplane or train, you can make the best of it and sleep there. If you are free to move and find a place to sleep, however, look for a vertical surface such as a wall, fence, or post to lean against. If you have a board or some other flat surface, you can also lean that against something and rest against it.  A surface that is sloped slightly backwards is best. The cushioning of a chair, recliner, or couch can be more comfortable than a hard surface such as a wall when you are trying to sleep sitting up. If you only have a hard surface, however, you can make it more comfortable by using pillows and blankets for padding. If you are traveling with a friend, or have one nearby, it can make things easier. You can lean against each other (or take turns) and try to sleep.