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Need help planning family trip in May

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My son (18) will be studying in Sweden until mid-May. I plan to meet him at the end of his time there with my daughter and her friend (both 24); I figure 10-12 days (could be extended to 2 weeks). We are trying to decide where to go, having ruled out Scandinavia, and so far have come up with the following ideas:
Prague/Vienna/Dubrovnik
Rome/Florence/Venice
Vienna/Prague/Brussels or London

or perhaps some other permutation of the above. Or something different. We're not married to the above places, though most of us have been to Paris and Amsterdam and would prefer to see some new places.

Any advice and/or suggestions as to an itinerary will be very welcomed!

Two of the three tickets will be frequent flyer on Continental, and the third will be paid. Son's ticket will be purchased as an open jaw to Sweden and returning from wherever we all wind up.

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