Three days to three weeks — routes across Italy's cities, coasts and countryside

Ready-made day-by-day plans for the Eternal City, Tuscany, the grand tour, and Sicily.

Italy

Itineraries

The right trip, at the right length

Not every itinerary suits every traveler. Match a route to the days you have — a fast weekend in Rome, a classic city triangle, or a slow sweep south — and you'll see Italy at the pace it repays.

Panoramic view of Rome with a travel route map
Browse

Every itinerary at a glance

Filter by length or focus to find the route that fits your trip.

Length
Focus
3 Days in Rome: The Eternal City in a Weekend

Colosseum, Vatican and Trastevere in a fast weekend — with every booking you need to make.

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5 Days in Florence & Tuscany: Cities, Countryside and Wine

Florence's Renaissance art, Siena's medieval streets, and a day in Chianti wine country.

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One Week in Italy: Rome, Florence and Venice

The classic high-speed triangle — Rome, Florence and Venice in seven well-paced days.

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Two Weeks in Italy: The Grand Tour North to South

Milan and Lake Como to Rome and the Amalfi Coast on a north-to-south grand tour.

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Three Weeks in Italy: Sicily and Southern Italy in Depth

Naples, the Amalfi Coast, Matera and a full Sicily loop — southern Italy at depth.

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One Week in Italy: Venice & the Italian Lakes

Venice, Verona and the lakes — Garda and Como by rail and ferry in seven days.

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Three Weeks in Italy: The Full Country from the Alps to Sicily

The whole country in three weeks, from the Alps and Venice to Rome, Naples and Sicily.

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City Sights

Iconic cities, packed days

History and highlights on a fast weekend or a classic one-week triangle.

Length
3 Days in Rome: The Eternal City in a Weekend

Colosseum, Vatican and Trastevere in a fast weekend — with every booking you need to make.

Read the guide
One Week in Italy: Rome, Florence and Venice

The classic high-speed triangle — Rome, Florence and Venice in seven well-paced days.

Read the guide
One Week in Italy: Venice & the Italian Lakes

Venice, Verona and the lakes — Garda and Como by rail and ferry in seven days.

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Food & Wine

Eat your way across a region

Renaissance art, medieval hill towns and Chianti vineyards in five unhurried days.

Length
5 Days in Florence & Tuscany: Cities, Countryside and Wine

Florence's Renaissance art, Siena's medieval streets, and a day in Chianti wine country.

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Naples, Pompeii & the Amalfi Coast
Trip Prep

Prepare the trip — and the house

A little planning before you leave makes a longer itinerary effortless.

Book trains early

High-speed fares on Trenitalia and Italo climb as departure nears. Lock in your city-to-city trains ...

Packing light pays off

Long itineraries move between cities by train, so a wheeled carry-on beats a checked bag. Build a ca...

Disconnect appliances

For longer trips, unplug electronics and switch off the water heater, AC and any standby devices. It...

Arrange a house sitter

A trusted house or pet sitter is worth every penny on a two-plus-week trip. At minimum, ask a neighb...

Pause mail and deliveries

Hold packages, pause subscriptions and cancel perishable grocery deliveries before you go. A tidy do...

Notify your bank

Tell card issuers your travel dates and destinations so purchases aren't frozen mid-trip. Carry two ...

A longer itinerary needs protection

Travel with confidence

Protect the whole journey

From a cancelled day trip to medical care abroad, insurance keeps a long route on track.

Protect Your Trip
  • Trip cancellation

    Prepaid hotels, trains and tours are recoverable when plans change.

  • Emergency evacuation

    Pays for transport to proper care in a serious emergency.

  • Trip interruption

    Covers cutting a trip short and getting home without a loss.

  • Medical care

    Covers doctor visits and hospital stays while you're away from home.

  • Lost or delayed luggage

    Replaces essentials when a bag goes missing between cities.

  • Rental car and activities

    Protects a rental car deposit and prepaid adventure bookings.

Go Deep

Two weeks and beyond

A north-to-south grand tour or a full Sicily sweep for travelers with time to spare.

Length
Two Weeks in Italy: The Grand Tour North to South

Milan and Lake Como to Rome and the Amalfi Coast on a north-to-south grand tour.

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Three Weeks in Italy: Sicily and Southern Italy in Depth

Naples, the Amalfi Coast, Matera and a full Sicily loop — southern Italy at depth.

Read the guide
Three Weeks in Italy: The Full Country from the Alps to Sicily

The whole country in three weeks, from the Alps and Venice to Rome, Naples and Sicily.

Read the guide

Every great trip starts with a plan

Pick your length, build your route, and travel protected.

  • Choose your length, then your theme
  • Reserve trains and top tickets early
  • Cover the trip before you leave
Plan Your Trip