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at last an itinerary: feedback and hotel suggestions please

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After much study we have come up with a draft itinerary for our June 14 night trip to Portugal. We will have a car, we are hoping to keep drives between resting places to 4 hours or less. Does this itinerary sound reasonable, not too stressful travel wise? and we would love suggestions for comfortable hotels with atmosphere, thinking around $200/night is what I am aiming for.
3 nights Lisbon
2 nights Evora
1 night Marvao
3 nights in the Obidos/Tomar/Leira area
3 nights in Porto (thinking Duoro river cruise and day trip to Guimares
2 nights in Sintra. We have a very early flight out and would have to leave hotel around 5 am...would we be able to get a taxi at that hour or should we maybe arrange for a limo type car? (I figure we would return our car when we got back to the Lisbon area)

thanks

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