Only you can answer this. We all need time alone and with others. We all differ in what level of support we want from another traveller and how annoying we will find them when they are not doing anything fun or useful. Some people travel better alone, view stuff that's harder on your own as a challenge and can get all the company they need via Skype the web or talking to strangers. Others need the back up and don't mind the enclosing influence of a fixed group.

I have done group tours which I hated. I have done weeks of riding with a really good mate and my wife and we all still view them as good trips. I have done solo trips meeting people along the way which have been both good and bad. I think the key is openness and the ability to adapt. My wife knows we would both hate Norway in winter, her cold and me worried she is hating it. Alone I love it. October fest on the other hand is much better with a few mates along.

You should get into the scene where you are, try one of the HU meets. Try a solo trip see if you like it. Much as I detest them you could also sign up for an organised tour.

A club that tolerates me as a member has a tradition of humorous rants. My take on the organised tour is here http://www.thumperclub.com/smf/index.php?topic=7006.0 but please don't let this put you off, one guys wait in a carpark wasting the day is another's relaxed chance for a lazy breakfast.

The trick with companions is to either know you will always get on or get over it, or know you can go your own ways. Problems happen when aims differ but the "team" cannot go their own way due to shared kit or fixed plans.

Edit to add (almost forgot my manners there): Welcome to HUBB .

Andy