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Having done a fair amount of travel in Europe and the US, I've picked up a few tricks along the way.
Outline a high level itinerary that you'd like to accomplish and when you would like to do what. While you may not stick to this schedule, I've found it very beneficial in ultimately seeing, doing, and accomplishing much more than just showing up and deciding what to do when you get there. In your research, you may even discover options you didn't previously know were available.
When first arriving in a city get out and walk. Anywhere. This will help to establish a framework and base from which to work while you're there. If you're into running/jogging, get up in the morning and go for a run to take in some of the sites and get a lay of the land. Essential to the walking/running is a good pair of comfortable shoes.
As far as transportation when you get there, if you'll be doing a good bit of sightseeing, walking can be the best option. You won't be tethered to a car and in all European cities that I've visited, I was easily able to see everything I wanted by using the trusty old feet. Public transportation such as bus and train can also be very beneficial when visiting a larger city. Most large cities have some type of route finder online for their public transit which you can utilize in getting an idea of where things go.
Also key if you'll be traveling on foot is obtaining a good map. I found the pocket sized pop-up maps (found in any bookstore or airport) to provide good directions in most cities I visited and very handy from a portability standpoint. Be sure to review the map prior to going on vacation so that you have an idea of where things are located and how to plan your schedule. This helps save time when you're there for actually seeing and doing things.
One site which has some great information on pretty much any somewhat major city is Frommers.com. They have everything such as suggested walking routes, top attractions, basic city information, dining recommendations, and more. It gives lots of good information to work from and plan out a basic itenerary.
Other good websites are expedia.com, travelocity.com, and tripadviser.com. These will provide a wealth of information as to good hotels in an area (including other visitor's comments) as well as assisting in comparing prices for flights and hotels.
Wikipedia.org provides good high level information about a city/country and a taste of their culture. Always nice to read up a little
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