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Route 1 - California - need help planning trip

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We would like to fly into San Diego, go to Catalina and Coronado then drive up route 1 stopping in Solvang, Carmel, Monterey, etc then ending up in Napa. Can some one help us with other stops along the way ? and approximate time to make this journey so I can book our return flight. I was hoping to leave on Oct 8 and return on the 16th or 17th - is that do-able ?? Also, is that a good time of year for Catalina ?

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