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3-Week Culinary & Cultural Journey Through Italy

destination-icon21 Day Tour of Venice, Florence, Rome, Cinque Terre and Milan

Wine Chianti
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21 Days 20 Nights
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Best Time: Jan-Dec
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Local Cuisine & Wine
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Cultural Exploration
Take a captivating 3-week journey through Italy, starting from Venice and exploring the country's rich culinary and cultural heritage. Travel by train and discover the beauty of Lake Como, the hilltop towns of Tuscany, and the historical splendor of Rome, Florence, and Milan. You'll also explore the scenic coastal villages of the Cinque Terre, take Venetian & Tuscan cooking class, and savor the finest Italian wines. From Venice's enchanting canals to Milan's bustling streets, this itinerary promises unforgettable adventures and gourmet delights. Go Real Travel's mobile app provides detailed travel guidance, ensuring a seamless trip.
  • Wander over the stunning Grand Canal on the Rialto Bridge and take a cooking class in Venice.
  • In Florence see the Church of Santa Croce, where Michelangelo lies, & learn to cook Tuscan style.
  • Savor a Tuscan winery lunch and explore the medieval town of San Gimignano.
  • Discover the archaeological marvels of the Colosseum Ancient Rome Forum with a private guided tour.
  • Visit the picturesque coast of Cinque Terre, see the fashion capital Milan, and relax in Lake Como.
Take a captivating 3-week journey through Italy, starting from Venice and exploring the country's rich culinary and cultural heritage. Travel by train and discover the beauty of Lake Como, the hilltop towns of Tuscany, and the historical splendor of Rome, Florence, and Milan. You'll also explore the scenic coastal villages of the Cinque Terre, take Venetian & Tuscan cooking class, and savor the finest Italian wines. From Venice's enchanting canals to Milan's bustling streets, this itinerary promises unforgettable adventures and gourmet delights. Go Real Travel's mobile app provides detailed travel guidance, ensuring a seamless trip.
  • Wander over the stunning Grand Canal on the Rialto Bridge and take a cooking class in Venice.
  • In Florence see the Church of Santa Croce, where Michelangelo lies, & learn to cook Tuscan style.
  • Savor a Tuscan winery lunch and explore the medieval town of San Gimignano.
  • Discover the archaeological marvels of the Colosseum Ancient Rome Forum with a private guided tour.
  • Visit the picturesque coast of Cinque Terre, see the fashion capital Milan, and relax in Lake Como.
European Adventure
Grand Canal
European History
Scenic Europe
Saint Mark's Basilica
Architecture
Exploring European Beauty
Piazza del Duomo
Churches & Monasteries
Traveling Through Europe
Galleria dell'Accademia
Museums & Galleries
European Wonders
Oltrarno & Piazzale Michelangelo
Cultural
Captivating European Destinations
Colosseum
Historic Landmarks
Picturesque Europe
Vatican City
Churches & Monasteries
European Charm
Monterosso
Beaches
Discovering Europe's Treasures
Leonardo da Vinci's Last Supper
Museums & Galleries

Must see sights

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

Starting from

$6990

per person

no-flightNot included

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Italy’s Grand Tour Trip - Map & Itinerary

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VeniceFlorenceRomeCinque TerreMilanMilan - Lake Como (Full Day)Florence - Piazza del DuomoMilan - NavigliMilan - City CenterMilan - Sforzesco CastleMilan - Brera DistrictRome - Historic CenterVenice - St Mark's SquareRome - EsquilinoRome - Piazza Navona EveningVenice - DorsoduroVenice - San Polo and RialtoVenice - Arsenale & CastelloVenice - Bologna ExcursionVenice - Zattere Dining OutFlorence - Palazzo Vecchio, Piazza Della SignoriaFlorence - Santa CroceFlorence - Galleria dell'AccademiaRome - Castel Sant'AngeloRome - Spanish StepsRome - Piazza VeneziaRome - South of CenterFlorence - Ponte Vecchio & Palazzo PittiFlorence - Oltrarno & Piazzale MichelangeloFlorence - Uffizi GalleryRome - Ancient Rome Guided WalkMilan - Best of Milan Walking TourVenice - The Grand CanalFlorence - Dining Out In Santa CroceRome - Vatican City Guided TourCinque Terre - VernazzaCinque Terre - MonterossoCinque Terre - CornigliaCinque Terre - ManarolaCinque Terre - RiomaggioreRome - Ostia AnticaFlorence - Half Day Excursion to San Gimignano & Lunch Stop
Google
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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Italy’s Grand Tour Trip Timeline

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Arrival

4 nights

Venice

Italy

Train: 2.5h

4 nights

Florence

Italy

Train: 2.5h

5 nights

Rome

Italy

Train: 4.5h

3 nights

Cinque Terre

Italy

Train: 4h

4 nights

Milan

Italy

Departure

Day-By-Day Itinerary of Italy’s Grand Tour 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

Late Afternoon:

The Grand Canal

Early Evening/Evening:

San Polo District

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Day 2

Venice

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Day 2

Venice

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Day 3

Venice

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Day 3

Venice

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Day 4

Venice

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Day 4

Venice

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Day 5

Venice to Florence

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Day 5

Venice 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

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Day 8

Florence

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Day 9

Florence to Rome

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Day 9

Florence to 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

Rome

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Day 12

Rome

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Day 13

Rome

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Day 13

Rome

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Day 14

Rome to Cinque Terre

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Day 14

Rome to Cinque Terre

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Day 15

Cinque Terre

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Day 15

Cinque Terre

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Day 16

Cinque Terre

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Day 16

Cinque Terre

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Day 17

Cinque Terre to Milan

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Day 17

Cinque Terre to Milan

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Day 18

Milan

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Day 18

Milan

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Day 19

Milan

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Day 19

Milan

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Day 20

Milan

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Day 20

Milan

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Day 21

Depart Milan

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Day 21

Depart Milan

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What's Included In Italy’s Grand Tour Trip

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Pre-Paid Tours and Activities:

  • 'First Walk' Guided Tour in Venice
  • Half Day Excursion to San Gimignano and lunch stop at a local vineyard
  • Tuscan Cuisine Cooking Class
  • Heart of the Empire - Private Tour of Ancient Rome & the Colosseum
  • Twilight Trastevere Group Food Tour
  • Guided Vatican Tour including the Sistine Chapel
  • Best of Milan Private Walking Tour
  • Cultural Culinary Guided Walk in Milan
  • City Cards for Rome and Cinque Terre, including discounts to many popular attractions
train

Pre-Paid Transportation:

  • 2nd Class Train Tickets from Venice-Florence
  • 2nd Class Train Tickets from Florence to Roma Termini-Fiumicino
  • 2nd Class Train Tickets from Rome to LaSpezia
  • 2nd Class Train Tickets from La Spezia Centrale -Milan
  • Public Transport Tickets for Venice, Rome, and Cinque Terre
  • Private Transfer from Rome Termini Rail Station
  • Private Transfer to Rome Termini Train Station
  • Private Transfer to Milan Malpensa Airport
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Accommodation:

  • 4 nights at a hotel of your choice in Venice
  • 4 nights at a hotel of your choice in Florence
  • 5 nights at a hotel of your choice in Rome
  • 3 nights at a hotel of your choice in Cinque Terre
  • 4 nights at a hotel of your choice in Milan
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Go Real Travel Mobile App:

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

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