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The Basic Plan:

Start with bottoms.  Choose one casual pair of pants and or skirt, and also a dressier pair of pants and/or skirt.  Then pack a variety of tops in different colors, styles and fabrics to create the variety you'll need.  Another reason for this:  tops are lighter and pack smaller than bottoms.

Pack your lightest weight and least bulky clothing (including shoes), wear the bulkiest items (ie:  blazer/jacket/hiking boots) on route.

Pack only clothes that are comfortable and that you'll enjoy wearing frequently.

Before you pack:

Lay out the clothes you propose to pack, then determine how many different outfits you can create.   Remember to consider changes in weather and to include items for both indoor and outdoor pursuits.

Consider clothes that start off as smart casual wear for daytime use but can be dressed up with a tie, costume jewelry or a scarf for an evening occasion.

Create ways to make dressy outfits look more casual.  For lunch on the patio, an elegant evening skirt sans tie or jewelry can look great with khakis simply by rolling up the sleeves.

The best items to pack will meet the following criteria:

Natural color for your basic bottoms.

A sports jacket or blazer that looks good with dressy and casual shirts and pants/skirts.

A shirt that can be worn on its own, or put on jacket-style over another top.

Pants that zip into shorts

Comfortable clothes that dry quickly and are wrinkle resistant.

Clothes with security features (think Velcro-sealed pockets, zippered pockets, stop-loss pockets and secret pockets).  

A week's wardrobe you can pack in your carry-on.

For Women:
Cardigan sweater set
Hat
Purse
Short-sleeved printed blouse.
Skirt
Convertible pants
Short-sleeved Scoop Neck t-shirt
Travel Socks
Travel underwear

For Men:
Classic pants
Convertible pants
Hat
Shoulder Bag
Jacket
CoolMax Shirt
Briefs
Socks

All these are color coordinated so you can mix and match everything for many different outfits.  On page 54 and 55 of their catalogue, they have pictures of these combinations. 

Some other suggestions from Your Travel Source:

 Layout your day-by-day itinerary in Word or another word processor.  Then plan out your wardrobe within the itinerary.  Helps you determine the things that are not necessary.

We use the Eagle Creek travel bags in all different sizes.  They are great to keep like things together and keep you organized. 

Roll your t-shirts.  Keeps them from wrinkling.