After talking with three different friends about planning my latest trip, I just decided to buy the ticket, get the hotel, and if it's solo, it's solo. Sometimes it's hard to coordinate schedules. Then, if you have the right schedule, they may not be ready to spend on the same level as you for meals/hotel etc. Or if they do, they don't want to play poker. I think the best solution is to know someone going at the same time and meet up with them occasionally each day. But you don't feel compelled to do the same things at any given time.
This thread has some useful info:
http://forumserver.twoplustwo.com/10...right-1267709/
On some of my trips to Vegas, which are usually short, much time was wasted when a group is trying to decide what to do or where to go. Usually the solution is some least common denominator decision that pleases no one.
My last trip for WSOP in 2014: I was there concurrently with 5 friends. We all stayed at the Rio, I had my own comped room. We met up at various times for food/pit games but most of the time I was on my own and loved it.
I think the biggest issues/conflicts involve food. I live in a restaurant wasteland, so I'm not about to waste my three dinners in Vegas on something lame because, say someone doesn't want to take a cab to Kabuto. I don't mind eating alone at the bar in a nice place.
On the other hand, playing craps with my brother on our various trips, or blackjack with friends, can be awesome. Mixing it up with different trips is likely the solution if you have multiple opportunities to visit.