OK sxschech, here's the scoop!
The Print Page(s) option becomes available depending upon how the PDF document gets created:
If you create the PDF using the Web Capture tool and select "Create Bookmarks from Content" in the options, then all the bookmarks will be 'printable' individually or by selecting groups of bookmarks.
If you use the Web Capture tool and don't select the option above, but select the "Add PDF Tags" option instead, then you will have the option to create bookmarks from the structure of the document at any time using the "New Bookmarks from Structure" option which becomes availble any time you have a tagged PDF file.
Finally, if you use MS Word and the PDFMaker plug-in to create your PDF, then you can create tagged bookmarks by doing the following(taken directly from page 84 of Acrobat Help):
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In a Microsoft Office 2000 for Windows application, choose Acrobat > Change Conversion Settings, and make sure that the Embed Tags in PDF option is selected in the Office tab of the Acrobat PDFMaker 5.0 for Microsoft Office dialog box.Then create an Adobe PDF file directly from within the application using the Convert to Adobe PDF button on the toolbar or the Convert to Adobe PDF command.
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If you have an existing, untagged PDF file, you'll have to tag it using the 'Make Accessible' plug-in, and then re-create all your bookmarks(using the 'New Bookmarks from Structure' option).
If none of these methods are useful to you, then you'll have to find some other way, perhaps using Javascript as someone else suggested, or whatever.
I'm glad you asked this question because I was able to learn a lot more about creating PDFs! I hope you find a suitable solution.
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