So many people are so scared to do things on their own, but it can be so fun and liberating! Iâm my own favorite travel partner. You can try fun places without worrying about what someone else is in the mood for, meet so many people, people watch, read, visit museums Or other stops and take all the time you want, etc. I think a lot of people care too much about what others think when theyâre seen doing something or dining alone, but in the grand scheme of things it doesnât matter. Starting out, go to a restaurant that has a bar and sit at the bar, you can enjoy your food and maybe a drink, if you get anxious about people talking to you or arenât having fun people watching, take up watching the sports on the tv to look occupied! Or maybe your solo outing could first be taking yourself on a museum date and getting to spend as much time as you want in each exhibit.