Really informative post on how to do this "by hand"! I use https://trips.furkot.com (which is free) for this kind of trip planning. It is fantastic to determine how much stuff you can fit in a day, taking into account when you want to start/end your day, driving time, stops for food, time at any road-side attractions, overnight stays, ticketed events (to ensure you arrive on time), etc. It's an... - Source: Hacker News / about 1 year ago

Route 3 makes the most sense. Keep mind some of the landmarks you listed for each city are far apart (ex, The Getty and the Getty Villa, Hearst Castle to PG). CA is huge and can be boring at some sections. I use this site https://trips.furkot.com to plan out my road trips. It'll give you an idea of how far the drive is and what accommodations/sites are near. Source: over 1 year ago

Trips.furkot.com It's free and very nifty at plugging in destinations and it'll find the fastest path. Then, you can drag to adjust and take different routes. Source: over 1 year ago

I use this to plan my drive https://trips.furkot.com/ you can enter what time you want to start and end you day. I stop about every 4 hours to stretch. I prefer to stop at the large truck stops along the way for bathroom breaks. I have snacks for the road such as trail mix, grapes and apples. I don't rush I like to stop along the way if there is anything of interest. The website I gave also has things to see... Source: almost 2 years ago

I've used https://trips.furkot.com to plan this. Really like it so far. Source: almost 2 years ago

For example I didn't know about https://nomadlist.com or that some countries are doing work visas specifically targeted towards digital nomads or how taxation works. - Source: Hacker News / about 2 months ago

As a digital nomad, you can work wherever you want provided you have access to an internet connection. If you're interested, this is a good website to start learning about it: https://nomadlist.com/. Source: 11 months ago

Here's a good place to start https://nomadlist.com. Source: 11 months ago

I understand that year-round weather might be important factor for you. But I would still say that the fundament of nomad lifestyle (both historical and current) is following important patterns (of weather, animals, prices, interests...), so whether somewhere one of this factor is stable (year-round) is not so important when you are nomad, as you can harmonise your changing places with the change of these... Source: 12 months ago

Nomadlist.com (reviews of countries, cities) + its discussion groups on Slack for individual countries etc. (when you are paid member). Source: 12 months ago