Read an article about waiting until the last minute to get the best deals.....

http://online.wsj.com/article/SB123854405756676003.html?mod=googlenews_wsj

See the above link to the article. While I think this can work sometimes.....it doesn't work all the time. I think having a knowledgeable travel professional can be your biggest ally. We can't see the future, but we can often give advice based on the market that you are looking at. For istance, Four Seasons has a "price integrity" policy, so they are not one to offer last minute deals. That being said, the same goes for airline tickets. Certain markets remain more constant because they have less flights per day and they stay relatively full. I don't want to contradict the above, but I do recommend using an agent so they can assist and give sound advice. Keep traveling!