Several companies have done this, just Google "digital nomad cruise." As soon as the DN thing got a little popular scammers set up shop and left some DN groups

Several companies have done this, just Google "digital nomad cruise." As soon as the DN thing got a little popular scammers set up shop and left some DN groups hanging with no hotels or transportation. Be careful and do your research before signing up. For me the best part of the DN lifestyle was doing it on my own. I didn't join groups or seek out DN hot-spots, but I met lots of great nomads and non-nomads just bouncing around to places I found interesting. The trick is to start conversations with people you meet. I was always amazed at the DNs sitting in Chiang Mai or Prague coffee shops with headphones on furiously blogging away about how lonely the DN lifestyle is.