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Itinerary Suggestions: Andalusia/ Costa del Sol/ Southern Portugal

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My Husband and I are planning a trip to Southern Spain with a brief jaunt to Portugal this coming June for 2 weeks. Typically while vacationing, we like to mix fun sports-oriented activities with a bit of site seeing as well as beach going. We're not the type of travelers you're going to find in museums but we adore good wine, food and culture.

Thus far, we've selected the following cities to visit based on our interests:

SPAIN:
Seville - with a day trip to Cordova
Ronda - day trip ?
Granada - for the Alhambra
Tarifa - we plan to kiteboard for several days
Jerez de la frontera - to see the horse show for the day
Marabella - beaches/ relaxation ?

PORTUGAL:
Faro - Is this worth the trip?
Tavira - horseback riding tour (if we visit this area)

Here are my questions:

1. We have the option of flying into Seville or Malaga which would be preferable based on our interests and proposed itinerary?

2. Given that we have two weeks, how long would you stay in each city?

3. Would you eliminate any city (with the exception of Tarifa - kite-surfing is a must)

4. What route/ order would you visit each city knowing that a multi-destination flight is proving to be expensive? (I'm having trouble avoiding back-tracking)

5. We plan to rent a car, is this the best way to travel based on our itinerary?

6. Any other creative ideas? Suggestions welcome!!!

Thank you!
-B

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