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How does this itinerary sound??? Italy and Croatia

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Hi, I was wondering if I could have thoughts on this intinerary (whether we are staying at certain cities long enough, if there is too much training etc). It will be myself, my wife and our baby who will be 18 months at the time of travel.

April 20th: Arrive in Venice
April 20th-23rd: Stay in Bassano Del Grappa (Day trips to neighboring towns and Venice)
April 24th: Train to Bari
April 25th: Bari
April 26th: Bari (10PM Ferry to Dubrovnik)
April 27th-May 1st (Dubrovnik for 4 nights) Day trips from here to Bosnia and Montenegro and Korcula Island.
May 2-5: Split (Day trip to Hvar)
May 5: Ferry from Split arrives in Ancona Italy. Train to Bologna
May 5-6: One night in Bologna
May 6-7: Train to Milan and one night in Milan
May 7-10: Stay in Bellagio on Lake Como for 3 nights. Ferry trips to surrounding towns
May 11: Fly Home

The only reason we are in Bari and Bassano so long is because we have family there and free accomodation. Bassano will be a base and Bari is a point of transit for Dubrovnik.

Personal opinions would be great. We aren't big into museums, mostly will be interested in beautiful scenery, architecture, urban planning and food.

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