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Relaxed Winter Trip to Italy: Venice, Milan, Florence, & Rome

destination-icon12 Day Tour of Venice, Milan, Florence and Rome

View of the Duomo and Florence's historic skyline in winter dusted by a coat of snow
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12 Days 11 Nights
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Best Time: Jan-Dec
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Visiting Museums & Art Galleries
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Local Cuisine & Wine
Beat the tourist rush and experience Italy in its austere winter beauty. Explore Venice's iconic canals and secret squares, admire Milan’s gothic grandeur, and bask in Florence's Renaissance masterpieces. From the snow-dusted hills surrounding Lake Como to the bustling markets and cozy trattorias of Rome, winter in Italy offers unforgettable experiences without the crowds. Enjoy private guided tours, indulge in world-renowned Italian cuisine, and even learn to cook like a local in Rome with a hands-on class. Let our detailed travel guidance, available through our mobile app, lead you to Italy’s treasures in its quietest, most magical season.
  • Enjoy a private guided tour through Venice's San Marco Sestiere, including St. Mark’s Basilica.
  • Take in the stunning view from Milan's Duomo terraces and visit the Brera District for art & culture
  • See the masterpieces of the Uffizi Gallery and Michelangelo’s David during your stay in Florence.
  • Explore Ancient Rome with a private guide & take a self-guided walk through Rome’s historic squares.
  • Shop and cook like a local in Rome with a private cooking class.
Beat the tourist rush and experience Italy in its austere winter beauty. Explore Venice's iconic canals and secret squares, admire Milan’s gothic grandeur, and bask in Florence's Renaissance masterpieces. From the snow-dusted hills surrounding Lake Como to the bustling markets and cozy trattorias of Rome, winter in Italy offers unforgettable experiences without the crowds. Enjoy private guided tours, indulge in world-renowned Italian cuisine, and even learn to cook like a local in Rome with a hands-on class. Let our detailed travel guidance, available through our mobile app, lead you to Italy’s treasures in its quietest, most magical season.
  • Enjoy a private guided tour through Venice's San Marco Sestiere, including St. Mark’s Basilica.
  • Take in the stunning view from Milan's Duomo terraces and visit the Brera District for art & culture
  • See the masterpieces of the Uffizi Gallery and Michelangelo’s David during your stay in Florence.
  • Explore Ancient Rome with a private guide & take a self-guided walk through Rome’s historic squares.
  • Shop and cook like a local in Rome with a private cooking class.
European Adventure
Grand Canal
European History
Scenic Europe
Saint Mark's Basilica
Architecture
Exploring European Beauty
Leonardo da Vinci's Last Supper
Museums & Galleries
Traveling Through Europe
Duomo
Churches & Monasteries
European Wonders
Piazza del Duomo
Churches & Monasteries
Captivating European Destinations
Galleria dell'Accademia
Museums & Galleries
Picturesque Europe
Oltrarno & Piazzale Michelangelo
Cultural
European Charm
Colosseum
Historic Landmarks
Discovering Europe's Treasures
Vatican City
Churches & Monasteries

Must see sights

European Adventure
Grand Canal
European History
Scenic Europe
Saint Mark's Basilica
Architecture
Exploring European Beauty
Leonardo da Vinci's Last Supper
Museums & Galleries
Traveling Through Europe
Duomo
Churches & Monasteries
European Wonders
Piazza del Duomo
Churches & Monasteries
Captivating European Destinations
Galleria dell'Accademia
Museums & Galleries
Picturesque Europe
Oltrarno & Piazzale Michelangelo
Cultural
European Charm
Colosseum
Historic Landmarks
Discovering Europe's Treasures
Vatican City
Churches & Monasteries

Starting from

$2999

per person

no-flightNot included

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Relaxed Winter Trip to Italy Trip - Map & Itinerary

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VeniceMilanFlorenceRomeFlorence - Piazza del DuomoMilan - City CenterMilan - Sforzesco CastleMilan - Brera DistrictRome - Historic CenterVenice - St Mark's SquareRome - Vatican CityRome - Piazza Navona EveningVenice - DorsoduroVenice - San Marco Venice - San Polo and RialtoVenice - Zattere Dining OutFlorence - Palazzo Vecchio, Piazza Della SignoriaFlorence - Galleria dell'AccademiaRome - Castel Sant'AngeloRome - Spanish StepsRome - Villa Borghese GardensRome - Piazza VeneziaFlorence - Ponte Vecchio & Palazzo PittiFlorence - Uffizi GalleryRome - Ancient Rome Guided WalkMilan - Best of Milan Walking TourMilan - The Last SupperVenice - The Grand CanalFlorence - Dining Out In Santa CroceRome - Trastevere Evening
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Map data ©2026 GeoBasis-DE/BKG (©2009), Google, Inst. Geogr. Nacional
Map data ©2026 GeoBasis-DE/BKG (©2009), Google, Inst. Geogr. Nacional

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Relaxed Winter Trip to Italy Trip Timeline

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Arrival

2 nights

Venice

Italy

Train: 2.5h

2 nights

Milan

Italy

Train: 2h

3 nights

Florence

Italy

Train: 2h

4 nights

Rome

Italy

Departure

Day-By-Day Itinerary of Relaxed Winter Trip to Italy Trip

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Day 1

Arrive Venice

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Day 1

Arrive Venice

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Late Afternoon

The Grand Canal

Snaking through the heart of Venice, the Grand Canal is the main artery of Venice. Flanked by Gothic, Renaissance and Moorish palaces, a trip down the Canal is often the highlight of many people's trip. While the Gondola is the most romantic option, many opt for the less glamorous but equally as enjoyable ride on the 3.8 kilometres Water Bus Line 1, which passes some 50 palazzi and passes underneath the famous Rialto Bridge.

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Day 1

Arrive Venice

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To Be Determined:

Transfer from Airport

Mid-Day to Late Afternoon:

St Mark's Square

Late Afternoon:

The Grand Canal

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Day 2

Venice

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Day 2

Venice

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Day 3

Venice to Milan

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Day 3

Venice to Milan

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Day 4

Milan

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Day 4

Milan

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Day 5

Milan to Florence

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Day 5

Milan to Florence

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Day 6

Florence

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Day 6

Florence

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Day 7

Florence

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Day 7

Florence

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Day 8

Florence to Rome

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Day 8

Florence to Rome

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Day 9

Rome

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Day 9

Rome

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Day 10

Rome

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Day 10

Rome

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Day 11

Rome

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Day 11

Rome

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Day 12

Depart Rome

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Day 12

Depart Rome

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What's Included In Relaxed Winter Trip to Italy Trip

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Pre-Paid Tours and Activities:

  • 'First Walk' Guided Tour in Venice
  • Best of Milan Private Walking Tour
  • Best of Florence: Half-Day Walking Tour
  • Heart of the Empire - Private Tour of Ancient Rome & the Colosseum
  • Private Cooking Class in Rome
  • City Card for Rome, including discounts to many popular attractions
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Pre-Paid Transportation:

  • 2nd Class Train Tickets from Venice-Milan
  • 2nd Class Train Tickets from Milan-Florence
  • 2nd Class Train Tickets from Florence-Rome
  • Public Transport Tickets for Venice and Rome
  • Private Transfer from Rome Termini Rail Station
  • Private Transfer to Rome Fiumicino or Ciampino Airport
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Accommodation:

  • 2 nights at a hotel of your choice in Venice
  • 2 nights at a hotel of your choice in Milan
  • 3 nights at a hotel of your choice in Florence
  • 4 nights at a hotel of your choice in Rome
mobile

Go Real Travel Mobile App:

  • Itinerary Plan & Reservations Info
  • Points of Interest
  • Detailed Travel Information
  • Maps & Directions

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