Key questions:
Do you want to socialise with people while you’re out there? Stay in a hostel (even if you have a private room there will be common areas and events). Go on free walking tours - make sure to bring some cash to pay the guide at the end, even though technically you don’t need to - you can make friends on these. Bar crawls organised by hostels or local groups are amazing for this - you can find them in Prague, Berlin etc.
What kind of trip do you want? Do you want to relax and unwind or go out exploring? It can be liberating to sit on a beach completely by yourself but I prefer city breaks personally as I don’t feel like I’m missing something. It’s easier to navigate a city alone as you’re not compromising or having to match someone else’s pace.
Do you just want to do one place or several? I find that hopping between a few places keeps me engaged, if I stick around in the same place for a while I can go a bit into my head. I really like cities where there’s not too much to do, but enough to keep me occupied/enthused for a few days and then moving on to the next place. In the Balkans and Baltics you will need buses to travel between places as the rail network is either poor or non-existent. Trains are fine in most other places although coaches may still be cheaper.
Watch out for scammers - whether it’s people putting bracelets on you without your consent and trying to charge you for it, people giving you clipboards about donating to charities and then going into your bag under the clipboard to steal money, that kinda thing.
I’ve done:
2014: 6 weeks in Balkans (Belgrade, Sarajevo, Mostar, Dubrovnik, Kotor, Priština, Ohrid, Skopje, Thessaloniki, Plovdiv, Sofia)
This was amazing - being a solo woman (white) people really went out of their way to help me navigate; hostel owner in Ohrid drove me to bus station a couple of times as the bus I was planning to get was sold out and the next one was a few hours later, in Sofia an old man closed his ticket kiosk to chaperone me to the platform I needed for the tram and waited with me for it to arrive so he could show me how to validate my ticket. Because there are fewer tourists, the hostels are smaller and more personal and people will go above and beyond to help you out. It’s also cheap as shit (the whole trip cost under a grand). I don’t think any one place on my trip would have worked for a longer trip but moving on every 3/4 days worked wonderfully. Note - don’t fly into Belgrade and then try to hop into Bosnia, just fly direct to Sarajevo
2015: 3 weeks in Baltics and Scandinavia (Vilnius, Riga, Tallinn, Helsinki, Copenhagen, Malmö, Gothenburg, Oslo)
Scandinavian hostels are really industrial with very limited facilities, Copenhagen one was fine but can’t recommend the others. Don’t really recommend travelling solo unless you have the resources for a hotel. Baltics are good for a solo trip though, travel between the 3 countries is very easy/cheap (I think I used Flixbus). Got persistently harassed by a man in Riga old town one night which really threw me off for the rest of my trip and is the only time I’ve ever really felt unsafe on my solo travels. Tallinn has an amazing walking tour and I had an enjoyable night out with people from my hostel although it ended with vomiting in my bed.
2017: half a week in Luxembourg and Bruges
Luxembourg is pleasant enough but there’s fuck all to do there. Bruges is fine.
2018: 4 days in Nice/Monaco
Fine. Some rowdy Americans in my dorm, one of whom wanted me to go outside with her and smoke weed on the street barefoot. Can’t say whether I did or not, officer.
2019: week in central Europe (Zurich, Liechtenstein, Ljubljana, Bologna, San Marino)
Bologna is brilliant and has great vibes, very affordable, I think it would be a great city to go out in with people from a hostel. San Marino is lovely as a day trip but you could also do Florence if you wanted.
2022: week in Bodrum, all inclusive
Yeah so all inclusive holidays by yourself are an interesting bag. It’s not really set up for solo travellers and I was completely ignored by the entertainment team although the waiters/reception staff took a shine to me. Wouldn’t recommend unless you’re desperate to sunbathe, it’s a bit lonely.