In regards to good clothes for going out in Monaco most of the guys just had jeans and a nice’ish shirt. There was a couple of us guys (including me) who bought a nice pair of slacks and a button up shirt (I’m an accountant so it was one of my work shirts) to wear. You can get let into most places with jeans but they did stop a couple of guys who had the daggy jeans from getting into some of the casinos. I glad I brought a pair of slacks and button up shirt because not only did it fit the theme of being in Monaco but I also used them for a couple other occasions during the like for nice dinners and especially for the dinner and concert in Vienna as that was nearly a black tie event. It also helps to have some nice shoes as it’s like going out in Australia to fancy clubs, you need to have nice shoes or else you wont get let into the casinos. For all the rest of the clubs and pubs in Europe I got in with just normal lace up shoes (they’re like converse but nicer). All the girls had some nice dresses and heels for Monaco.
There are many occasions where you can go out drinking and partying during the night on the trip but you aren’t forced to do so. There are quite a few times where people just wanted to explore the city’s by night or just have a easy night without drinking and partying and everyone was cool with that and there was never any pressure to go out if you didn’t want to which was great. There was no pressure to go out and get smashed every night however I went out nearly every night but never got too drunk because I wanted to be fresh for the free exploring days. I more went out to see what the European night life was like and to have a bit of fun. There was the occasional night that I did only get back at about 4:30am and was quite “happy” but me and a friend always backed it up got up at 7am that day to make the most of out free time. The places that didn’t have the great night life meant that we would just go exploring the sights at night which is a great idea because a lot of churches and buildings get lit up a night and look completely different. Just make sure that you are able to get up on your free days and don’t waste them
We had our Toga party in Rome which was a blast. I advise that even if you aren’t a big drinking you should go out once or twice in the trip as it’s still a good way to explore the city and I found that there was no pressure to drink if you didn’t want to on my trip.
I hope this helps and if you have any more questions just ask ;D