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ALGARVE- MALAGA Spain road trip...help needed

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My husband and I are planning an anniversary road trip in October. We are 30's/40s age and love old architecture, eating, drinking, beaching, and art...

We were thinking of flying into Lisbon and driving somewhere in the Algarve Portugal to stay a couple nites on the beach.

Swimming OK in early october?

We want to then drive to Sevilla and Malaga and stay a couple nites each...leaning towards more time in Malaga.

Any day trip recommendations from any of these places?

Any towns we must visit?

We are even open to driving further east along the coast....

Thanks

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