Many holidays on my own. There are still some awkward moments, but I have found that by doing a lot of research beforehand (transport, history, culture) and by being open to new experiences, I would rather have gone on my own than not go at all. I download a tourist guide (with maps) to my phone, I don’t take jewellery and I use the hotel safe so I don’t carry a lot of cash on me. I have only felt nervous once, when I was leaving my bag in the baggage storage in the train station in Sydney, Australia, and an obviously drunk or drugged man became belligerent with me. I kept to where there were people around me until I caught the City Tour Bus. I always take a few paperbacks with me (leave them behind when I’m done reading them), and I read when I’m eating alone if I’m not people watching. I walk a lot during the day, so I'm pretty tired at night, and just want to sleep so I don't miss not going to night clubs! (also I write up my journal before I go to bed). My advice, do your research, don't choose obviously unsafe places to holiday in, ask the hotel receptionist about an area before you leave in the morning, and enjoy! Life is too short for regrets!