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london- scotland-italy

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I have promised my family (wife.18 year old son, and 17 year old daughter) a trip to Europe for the last several years. Finally it looks like we are going to be able to go in June of this year. We would like to see England (daughters first choice), Scotland (Sons first Choice, and Italy for my wife and I.
My daughter wants to see a couple of plays in London and the normal day sites. In Scotland we would like to see Aberdeen, Inverness, Edzell (just for me toreminisce), Edinbugh and Glasgow. We would like to see Venice, Florence, Rome and Brindisi in Italy.
Every time I start to plan I get overwhelmed with mostly the logisitics of getting from Scotland to Italy or Brindisi back to Rome or how long to spend in an area.
We would like to spend around 14 days total but are flexible to a degree. Having a great time and not being too rushed is more important that the economics although they will need to be considered.
Any help- advice or tips on how to start would be greatly appreciated.

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