Italy: Work and Wander for Remote Professionals



This 2-week itinerary in Italy is tailored for remote working adults who seek a balance between work and travel. Each day is structured to accommodate 20-40 hours of work per week, ensuring access to strong Wi-Fi and comfortable workspaces. The plan includes serene locations conducive to both productivity and relaxation, with a focus on animal cruelty-free experiences. Each day offers an alternative plan for flexibility.




Day 1 - Arrival in Rome


Main Plan:

Settle in a cozy, Wi-Fi equipped accommodation. Explore nearby cafes for an evening work session.


Alternative Plan:

Relax in a quiet park with portable Wi-Fi for a peaceful work environment.



Day 2 - Rome


Main Plan:

Morning visit to the Colosseum. Work from a local library in the afternoon.


Alternative Plan:

Explore the Roman Forum in the morning, followed by work at a cafe with a view.



Day 3 - Rome to Florence


Main Plan:

Travel to Florence. Set up a mobile office in Piazza della Signoria.


Alternative Plan:

Work in a quiet garden, then enjoy an evening stroll by the Arno River.



Day 4 - Florence


Main Plan:

Morning visit to the Uffizi Gallery. Work from a riverside cafe in the afternoon.


Alternative Plan:

Explore Boboli Gardens in the morning, followed by work in a local co-working space.



Day 5 - Florence to Cinque Terre


Main Plan:

Travel to Cinque Terre. Work with a sea view in Vernazza.


Alternative Plan:

Relax on Monterosso beach with portable Wi-Fi for a work session.



Day 6 - Cinque Terre


Main Plan:

Explore Riomaggiore in the morning. Work from a cafe with a view in the afternoon.


Alternative Plan:

Hike the Cinque Terre trail in the morning, work in a quiet spot in Manarola later.



Day 7 - Cinque Terre to Venice


Main Plan:

Travel to Venice. Work from a historic library or quiet square.


Alternative Plan:

Take a morning gondola ride, then find a canal-side cafe for an afternoon work session.



Day 8 - Venice


Main Plan:

Morning visit to St. Mark's Basilica. Work from a serene spot in Cannaregio.


Alternative Plan:

Explore the Rialto Market in the morning, then work from a local art cafe.



Day 9 - Venice to Milan


Main Plan:

Travel to Milan. Work in the peaceful gardens of Sforza Castle.


Alternative Plan:

Visit the Milan Cathedral in the morning, then work from a stylish cafe in Brera.



Day 10 - Milan


Main Plan:

Explore Leonardo da Vinci's 'The Last Supper' in the morning. Work from a quiet library.


Alternative Plan:

Morning at Parco Sempione, followed by work in a modern co-working space.



Day 11 - Milan to Naples


Main Plan:

Travel to Naples. Work from a seaside cafe with Mount Vesuvius views.


Alternative Plan:

Visit the Naples National Archaeological Museum, then work from a historic cafe.



Day 12 - Naples


Main Plan:

Morning trip to Pompeii. Work from a rooftop cafe overlooking the city.


Alternative Plan:

Explore the streets of Old Naples, then settle in a quiet plaza for work.



Day 13 - Naples to Amalfi Coast


Main Plan:

Travel to the Amalfi Coast. Work from a terrace with a panoramic view in Positano.


Alternative Plan:

Relax on the beach with a portable Wi-Fi hotspot for a serene work environment.



Day 14 - Amalfi Coast


Main Plan:

Explore the coastal villages. Work from a cafe in Ravello overlooking the sea.


Alternative Plan:

Spend the morning in Sorrento, then find a quiet garden for an afternoon work session.




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