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Am I crazy? Complicated trip plan to Italy

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What started as an idea for a short trip to Italy for my family of four (kids ages 2 and 6) next July has morphed into a much larger and more complex vacation as two of their grandparents (one on my side, one on my husband's) have said they'd like to join us for different stages of our trip. We're happy to have them along, but it makes for a more complicated plan since they would join us for different parts of the trip and have completely different interests. Grandpa likes nature, and that's it...he's shown zero interest in anything cultural whenever I've traveled with him. Grandma likes good food, poking around small towns, museums and just absorbing the local culture. Both are fortunately in good shape.

The trip would be in northern Italy. Our initial thoughts are to travel in the Dolomites and the lakes district (focusing on hiking and wildflowers) with Grandpa, and to have him depart and Grandma join us in the lakes district, and stay there with her (focusing on little towns and historical visits, and just hanging out), before heading to the Italian coast with her for the remainder of the trip.

Before I conduct much research into each potential leg of this trip, first I wanted to ask those who know the areas if I am completely crazy for considering such a trip. As both grandparents are getting older (early/mid 70s), we don't know how long we have to travel with them, and want to take advantage of this opportunity and their interest in joining us. But, I want the trip to be enjoyable for all, including the kids, so hikes will have to be short, nap times incorporated for the little one, and dinners will be early.

Tentatively, I thought the 4 of us could fly into Venice and spend 2 days or so seeing it and getting used to the 6 hour time difference, then have Grandpa join us and head to the Dolomites for a week, staying in one place to avoid having to change lodging. Then to the lakes for another week or so, switching grandparents part way through (which would mean one of us driving to Milan to drop off Grandpa and pick up Grandma at the airport). Then another week or so at the coast, though I haven't looked into details on it yet.

Thanks for any thoughts or advice (such as, "what are you thinking?!") that you may have. : )

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