Another idea is to go somewhere that you have already been and enjoyed immensely. The key to this is to stay in a nicer hotel than your last visit and put some money aside to go to that expensive restaurant that you never thought you would walk through the doors. Either way you choose to decide your destination it is important that you are shown pictures of the hotel and rooms you will be staying. Keep copies of the pictures and quotes of room prices and amenities. This can be your proof if you are unhappy with the hotel or anything that they stated in the description.
False advertising can be a problem with resorts and getaways.
Personally oversee all the reservations and plans as they are being made, to ensure that you like what you hear. Check in with the agent from time to time to verify your reservations and if any problems have arose. Call the airlines ahead of time to confirm the flight arrival times and call the hotel or resort to verify check in and check out times. The key to a dream vacation is to be prepared for the unexpected. Bring a credit card or extra traveler checks just in case something goes wrong.