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First Trip to Europe, HELP

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Hello Fellow Fodors - My wife and I are in the planning phase for our trip to Europe this September for 16 days (September 15th to September 30th). This is our first trip to Europe, so any advice or recommendations will be much appreciated. We have the following countries/cities in mind with ITALY a MUST. I am not including total days we would like to stay in each city in hopes that your responses will recommend the right amount of days for each city for the 16 days we have set for our vacation. Architecture, Food and History (WWII) are key attractions.

- Rome
- Florence
- Venice
- Greece (various cities to choose from, help)
- Paris
- Germany (Munich)
- Bruge
- Brussels
- Amsterdam

How many of these cities are doable? We are looking for the best 16 day trip of our lives (to this point). Spain was an idea, but feel that will be a trip on it's own. Please help us nail down total cities and recommended days in each city accounting for transportation and travel times. We want to enjoy and not feel rushed, but get the most out our trip. My initial thoughts are that 4-5 of these cities are feasible for 16 days. Starting point is Chicago, IL. Thanks everyone. I'm really looking forward to your responses. Only 4 months away (was told buying around 3 month mark is best). This is very exciting.

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