Ruben, Welcome to travel blog,
You are likely to get many answers and opinions to your question. I have limited time this morning to address your questions but will write again. In my opinion, your plan is aggressive.
1st off you are going to have extreme difficulty renting a car in the U.S. if you are under 25 years old. You will have to contact the rental car companies directly to determine the fees. I would suggest checking websites for Enterprise, Budget, National and Hertz car rental companies.
Three days should be enough in Orlando as I'm making an assumption that you are going to Disney World, Epcot and Sea World. The drive from Orlando to Miami is about 235 miles and should take you about 4 hours to drive. The drive to Key West is another three hours south if you don't stop and explore any of the other towns along the way. I would spend two days in Key West as it is a cute town. If you do that it will only leave you 1.5 days in Miami, which I personally think is enough as it is not one of my favorite cities but you will need to be the judge of that.
In my opinion, you have not provided any time to travel from city to city. America is a very large country and most first time visitors do not understand the distances that they will travel.
The drive from Key West to Atlanta is over 800 miles and will take you 14 hours of travel time in a car. Keep in mind that gasoline is currently $4 a gallon and you can travel about 30 miles per gallon so the drive from Key West to Atlanta will cost you about $100 in fuel.
The United States does not offer hostels in every city as is common in other countries around the world. There are some low end hotels that are fairly inexpensive but your budget will be tight. You may want to purchase a tent and go camping. Hotel web sites you may want to check out are Super 8, Red Carpet Inn, Passport Inn and Knight's Inn.
Atlanta is one of the largest cities America-- I'm not sure what you are hoping to see but 2 days will not give you much time. If it were me I'd skip Atlanta and add additional days to another city. (personal opinion) Don't get me wrong-- Atlanta is a lovely city so you may want to explore it. My preference would be to take those two days and explore Savannah, Georgia instead of Atlanta.
The drive from Atlanta to NYC is almost 19 hours-- another 900 miles.
I again make some assumptions about your reason for going to Ohio and that may be to go to Cleveland for the Rock and Roll hall of fame. It is worth the trip.
6 days in NYC will give you a good look around although you could easily spend longer. 2 days in Philadelphia will be ok (three would be better) Philly is a lovely city with lots of history to explore and great food.
The drive from NYC to Niagara Falls is 7 hours.
Niagara Falls to Toronto is a only a two hour drive and from there to Cleveland is about a 6 hour drive. Toronto is a great city as well as Montreal.
Oh, I forgot, the drive from Montreal to Toronto is over 6 hours-- and then of course you have the drive back.
The drive from NYC to Boston is about 5 hours (235 miles) It may take longer because of traffic-- there is no way to predict this.
In my opinion, Washington, DC is one of our prettiest cities. I would spend more than two days. I recommend 3 or 4.
Where do you want to go in North Carolina? This is a big state with several cities worth exploring. Provide additional information on what you would like to see and we will comment.
I do not recommend going to Orlando twice as this will increase your expenses. I would stay there and see all you want to see before heading north. I would fly to LA from one of the northern cities such as NYC, Boston or Washington, DC.
Again, your schedule is very aggressive-- my preference would be to do it slower.
You may want to do the east coast this trip and do the west coast in another trip unless you want to do the west coast. If you focus on the east coast you may want to add Memphis and New Orleans to your list. They are not exactly on the east coast but close enough to add to your itinerary.
I'll add more later.
[Edited: 2011 Oct 09 16:39 - D MJ Binkley:42569 ]
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