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Italy recommendations needed

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I am planning our our trip and Before I book would appreciate anyone's advice, recommendations or suggestions that has been to Italy please :). I just picked hotels based on four star ratings, location and pictures...

Monday arrive 6pm Venice Aqua Palace, Tuesday R&R and Anniversary Dinner
Wednesday travel 2hrs train to Villa La Vedetta 3 nights Florence. Thursday Uffizi museum 3hrs, Friday Academia museum 3 hrs.
Saturday travel 1.5 hrs train to Hotel Residenza 3 nights Rome, Sunday Coliseum, Monday Vatican and Sistine Chapel
Tuesday travel 1hr train to Naples and hydrofoil to Sorrento 25mins? Villa Oriana 2 nights, Wednesday Capri day cruise (8hrs)
Thursday travel to Naples with stop in Pompeii. Holiday Inn Airport Naples 1 night
Friday airport shuttle for flight out at 6:30am

Too much? Should I pay the $650 for travel insurance? Booking museum tickets, transfers, rail on Select Italy website? Thank you!

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