Last August I went from San Diego -> Toronto Excellent Trip. I think my liver has finally recovered and some of the details are fuzzy!
Day1, San Diego -> Reno
Day2, drank heavily with friends
Day3, Reno -> Salt Lake and drank with nonMormon friends. I cut across highway 50 and did some cool roads that eventually got me on I-15 towards salt lake
Day4, Salt Lake -> YellowStone, cut along the snake river into JacksonHole. I camped in yellowstone, which has freakin awsome roads. You are going through during the peak of tourist season, expect LOTS of traffic once you hit Grand Tetons (45mph limit for 150miles)
Day5, Yellowstone -> Sturgis, wake up as earily as humanily possible and I choose not to drink that night, which was a good idea. The roads in yellowstone are absolutely excellent and free of tourist (and rangers, but still carry your detector) at the crack of dawn. Once out of yellowstone travelled through Big Horn Nat. Park and towards Devils Tower. Stayed with friends outside of Sturgis. This was the best section of the trip - HUGE FAST SWEEPERS, with no troopers in sight!
Day6 - Sturgis -> Milwaukee or someplace 1000 miles East on I-80, might as well complete an Iron butt... there is nothing in between South Dakota and Wisconsin except for about 10,000 lakes. Ride Fast and take chances... careful about the troopers, they are running radars and hiding like little devils. I had a terrible crosswind/headwind that brought my milage down to ~33mpg!
Day7 - Rest and drink heavily with friends in Milwaukee.
Day8 - Milwaukee -> Cincinatti, stayed with friends and drank heavily again. Expect LOTS of tolls!
Day9- Cincinatti -> Pittsburg, stayed with friends and drank heavily for the third night in a row. I will need to get back to work and detox! Looked at a map and try to stay off the main highway. I had fun hiding from a local cop that burned a u-turn, just keep your eyes open. The roads are hilly with lots of curves.
Day10 - Pittsburg -> Niagara Falls, meet with my running club (hash house harriers) and continued to drink.
Day11-14 Niagara Falls -> Toronto, continued to drink the entire time.
Day15-18 Toronto -> Chicago -> Denver -> Las Vegas -> San Diego, Detoxed while riding
Day19 Detoxed, replaced liver, and rested before going back to work!
Let me know if you want to want more detailed routes and highways.