I'm so happy to be part of this community. I wanted to share my plans here in case any of you have any recommendations.
So, I get to work remotely, and I want to take a road trip from my home in Orlando to San Francisco. I plan on leaving June 6th, which is a sunday. Here's the itinerary:
June 6 - June 13 = New Orleans
June 13 - June 27 = Austin
June 27 - July 5 = Phoenix
July 5 - July 18 = Los Angeles
July 18 - Indefinite = San Francisco
I plan to couch surf my way out to California and soak in these places as much as I can.
Sometime in August/September I'll leave San Francisco and go take in Idaho, Montana, etc. and see the west.
It's really my first time travelling alone so I have no idea what to expect. Any suggestions/tips would be greatly appreciated.
You'll have a grand time. Some things will help. Bring a GPS. It will help navigate your way through some of the big cities. It's easy to get lost; and some of the interchanges can be tricky. A smartphone loaded with Google Maps will do, too. Bring a cooler for drinks, etc. I like to listen to music, particularly on long stretches of road. So bring some along.
Are you planning to visit cities mostly, or are you also exploring the great outdoors? If it's also the latter, make sure your fuel tank is full before you set out; and watch that you don't run out. There aren't many gas stations in some places. I discovered that once in Montana.
There are some great places to visit on your way from Florida to California beyond the cities that you listed. It will help if you plot an itinerary using the Travellerspoint.com mapping tool.
I have several favorite drives, including the Pacific Coast Highway; and the route between the five national parks (plus a state park) in southern Utah. See this link: http://www.nationalgeographic.com/travel/road-trips/united-states/utah-national-parks/
Since you have a car, explore; get off the main roads. You'll see and experience a lot more.
P.S. When parking your car, never leave bags or anything of value in plain sight. Put it in the trunk.