Go Places Alone

You don't have to have friends or a date to go out and have fun. It's perfectly possible to have fun alone, and you might even enjoy it more!

Figure out whether you're going out to be sociable or to do something just for yourself. Behave really well.
Pick where you're going. If you want to look for social action, go someplace where there will be lots of people. If you want to do something just for yourself, you can go to a mall or festival full of people. Or you can go someplace quiet and just have fun alone. Choose a place that suits your intests: If you're into art, you could visit art galleries, get tickets for the ballet, opera, or a symphony. If you like to read, you could go to the library & bookstores, new & used. More options are museums, local parks, coffee houses, gyms. Or enjoy a movie you've been wanting see, see it alone! This is something specifically for YOU!
Make sure you know how to get to the place you're headed for. If you can't drive, then ask for a ride, take public transportation, walk, or ride a bike.
Carry a cell phone and make sure somebody knows where you're going and approximately when you're planning on getting back. This way, if you run into trouble you can call for help, and if you run into really serious trouble and cannot call, your family will know where to start looking for you.
Don't go someplace lonely at night by yourself. For one thing, it can be depressing. For another, you could be targeted by bad people with bad intentions.
Carry some money, just in case you need it.
Take a map with you. Plan your route and consider leaving a copy of your travel plan for the day on your kitchen table - this way if you don't arrive home when expected, your loved ones may be able to retrace your steps and get help to you quicker if you are, for example, stranded by a car breakdown, flat tire, or have an accident along the way

Don't go someplace just because you feel you "should." If you aren't interested in it or you don't think you'll have fun, there's no point.
Money: Take enough to get you around so that you don't need to pull out your ATM card for a hamburger. A good tip: Carry about $60 in your pocket or wallet, and anything over that in your sock. If you're mugged, you'll have enough cash on you to hopefully satisfy your attacker, but you won't lose a huge sum to the thug. And the bonus is, should your pocket develop a hole or you mislay your wallet, you have a reserve "bank" in your sock or shoe.
Keep your eyes, ears and mind open. Be aware of what's going on around you.
Don't be afraid to try new things. You can learn a lot.
Your personality changes a little when you're by yourself. Pay attention to this - when you're by yourself, you are probably closest to your truest self. If you find yourself "going along" with stuff you wouldn't do when alone, then you're behaving like a sheep, and should continue your solo outings until you feel strong in your likes and dislikes, and can express them effectively to friends.
Consider carrying a pocket-sized notebook and pen. You never know, you might want to exchange emails or take a note at some point.
A study shows that texting makes you look less approachable and less likely to meet new people. Relax! Put away your friends for a night and try to meet new people.
If you like to skateboard, find against good, flat road to skateboard on! Or you can go to a public park and sit on the bench. If you are adventures, go for a bike ride to a new place, be sure to take a compass!

Never drink alcohol alone. It's not safe, and it's not a healthy habit to get into either.
If you meet somebody while you're out who wants to go elsewhere with you, such as back to their own house, be very cautious. It's best to stick to public spaces with people you don't know.
If you get stuck while you're out and cannot get home, do not accept a ride from a stranger. Borrow a phone and call your own family.