14-Day Journey Through Italy: Milan to Rome

Day 1: Explore Milan

Milan, Italy

8:30AM

Visit the Duomo di Milano

Start your day marveling at the stunning Gothic cathedral, the Duomo, where you can take stunning photos and visit the rooftop.
Walk from your hotel to the Duomo (10 mins).
EUR 10, 2 hours

11:00AM

Explore Galleria Vittorio Emanuele II

Stroll through Italy's oldest shopping mall, admiring its architecture and perhaps a tartufo at a café.
Walk to Galleria (5 mins).
EUR 5 for coffee and dessert, 1 hour

1:00PM

Lunch at Pizze e Fornelli

Enjoy a delicious Margherita pizza made with fresh ingredients.
Walk to the restaurant (10 mins).
EUR 15, 1 hour

3:00PM

Visit Santa Maria delle Grazie

Home to Leonardo da Vinci's Last Supper, make sure to book tickets in advance.
Walk (15 mins).
EUR 15 (book at: https://www.cenacolo.net), 2 hours

6:00PM

Aperitivo at Bar Basso

Relax with an iconic Negroni or Spritz while enjoying some tapas.
Walk to Bar Basso (20 mins).
EUR 10, 1 hour

8:00PM

Dinner at Ristorante Da Giacomo

Savor traditional Italian seafood dishes like spaghetti alle vongole.
Walk (15 mins).
EUR 40, 1.5 hours
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Day 2: More of Milan

Milan, Italy

9:00AM

Breakfast at Panificio Pattini

Start your day with a cappuccino and a freshly baked croissant.
Walk to the bakery (10 mins).
EUR 5, 1 hour

10:30AM

Visit The Castello Sforzesco

A historic castle that houses several museums and beautiful gardens.
Walk (15 mins).
EUR 10, 2 hours

1:00PM

Lunch at Luini

Try the famous Panzerotti, a savory pastry that locals love.
Walk (10 mins).
EUR 10, 1 hour

3:00PM

Explore Brera Art Gallery

Admire masterpieces from the Renaissance period.
Walk (15 mins).
EUR 12, 1.5 hours

5:00PM

Stroll through Sempione Park

Relax and enjoy the greenery of Milan in this beautiful park.
Walk (10 mins).
Free, 1 hour

7:00PM

Dinner at Trattoria Milanese

Indulge in local delicacies like Risotto alla Milanese.
Walk (20 mins).
EUR 25, 1.5 hours
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Day 3: Day trip to Lake Como

Lake Como, Italy

8:00AM

Travel to Lake Como

Take an early train from Milan to Como, enjoying stunning lake views.
Walk to the train station (15 mins) and then take the train (1 hour).
EUR 10, 2 hours

10:00AM

Visit Villa Olmo

Explore this neoclassical villa and its beautiful gardens by the lakeside.
Walk (20 mins).
EUR 5, 1.5 hours

12:00PM

Lunch at Riva 1920

Enjoy a lakeside meal featuring fresh lake fish.
Walk (10 mins).
EUR 30, 1.5 hours

2:00PM

Take a Ferry to Bellagio

Enjoy a scenic ferry ride across the lake to the charming town of Bellagio.
Walk to ferry station (5 mins).
EUR 10, 1 hour

3:30PM

Explore Bellagio

Wander the quaint streets of Bellagio and visit local shops.
Walk around (30 mins).
Free, 1.5 hours

5:00PM

Return to Como

Take the ferry back to Como and then the train to Milan.
Ferry to Como (1 hour), then train to Milan (1 hour).
EUR 10, 2 hours

8:00PM

Dinner at Iyo

Enjoy contemporary Japanese with an Italian twist at this Michelin-starred restaurant.
Walk to the restaurant (15 mins).
EUR 60, 2 hours
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Day 4: Travel to Florence

Florence, Italy

8:30AM

Breakfast at Pasticceria Caffe Neri

Start your day with an Italian pastry and cappuccino.
Walk to the café (10 mins).
EUR 7, 1 hour

9:30AM

Travel to Florence

Catch a morning train from Milan to Florence.
Walk to the train station (15 mins) and take the train (2 hours).
EUR 27, 2.5 hours

12:00PM

Check into hotel and Lunch at All’ Antico Vinaio

Try the famous schiacciata sandwich filled with local meats and cheeses.
Walk to the restaurant (15 mins).
EUR 10, 1.5 hours

2:00PM

Visit the Uffizi Gallery

Experience one of the most famous art museums in the world - don't forget to book tickets online first.
Walk to the gallery (10 mins).
EUR 20 (book at: https://www.uffizi.it/en), 2 hours

5:00PM

Stroll along the Ponte Vecchio

Walk across this iconic bridge, lined with shops selling jewelry.
Walk (10 mins).
Free, 1 hour

7:00PM

Dinner at Trattoria Mario

Enjoy authentic Tuscan dishes like ribollita and pici pasta.
Walk (20 mins).
EUR 25, 1.5 hours
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Day 5: Exploring Florence

Florence, Italy

8:30AM

Breakfast at Scudieri

Enjoy a sweet pastry and robust coffee to fuel your day.
Walk (10 mins).
EUR 5, 1 hour

9:30AM

Visit the Accademia Gallery

Admire Michelangelo's David, among other masterpieces - advance booking recommended.
Walk (15 mins).
EUR 12 (book at: https://www.accademia.org), 1.5 hours

11:30AM

Climb the Dome of Santa Maria del Fiore

Experience breathtaking views of Florence atop the cathedral dome.
Walk (10 mins).
EUR 20, 2 hours

2:00PM

Lunch at Osteria da Venga

Taste the Tuscan specialties like florentine steak.
Walk (15 mins).
EUR 30, 1.5 hours

4:00PM

Explore the Boboli Gardens

Wander through the beautiful gardens behind the Pitti Palace.
Walk (15 mins).
EUR 10, 2 hours

7:00PM

Dinner at La Giostra

Dine on exquisite pasta dishes and traditional Tuscan wines.
Walk (20 mins).
EUR 40, 2 hours
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Day 6: Day trip to Pisa

Pisa, Italy

8:00AM

Travel to Pisa

Take an early train from Florence to Pisa to see the famous Leaning Tower.
Walk to the train station (15 mins) and train (1 hour).
EUR 15, 1 hour 15 mins

9:30AM

Visit the Leaning Tower of Pisa

Climb the tower for a unique view of the city (book tickets in advance).
Walk (20 mins).
EUR 20 (book at: https://www.opapisa.it/en/), 1.5 hours

11:30AM

Explore the Piazza dei Miracoli

Visit the beautiful cathedral and baptistery in this iconic square.
Walk (5 mins).
Free, 1 hour

1:00PM

Lunch at Trattoria Da Bruno

Savor fresh seafood dishes and local wine.
Walk (10 mins).
EUR 25, 1.5 hours

3:00PM

Visit the Museo dell’Opera del Duomo

Discover the museum dedicated to the cathedral's art and history.
Walk (10 mins).
EUR 10, 1.5 hours

5:30PM

Return to Florence

Catch an evening train back to Florence.
Walk to the train station (10 mins) and train (1 hour).
EUR 15, 1.5 hours

7:30PM

Dinner at Trattoria dell’Oste

Enjoy traditional tuscan dishes and their famous famous Fiorentina steak.
Walk (15 mins).
EUR 30, 2 hours
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Day 7: Day trip to Lucca

Lucca, Italy

8:00AM

Travel to Lucca

Take an early train from Florence to Lucca, known for its beautiful walls.
Walk to the train station (15 mins) and train (1 hour).
EUR 10, 1.5 hours

9:30AM

Walk the Lucca City Walls

Enjoy stunning views along the well-preserved walls surrounding the city.
Walk (10 mins).
Free, 1 hour

11:00AM

Visit the Lucca Cathedral

Explore this beautiful cathedral topped with ornate artwork.
Walk (10 mins).
EUR 3, 1 hour

1:00PM

Lunch at Osteria da Rosolo

Savor a plate of tortelli lucchese, a local pasta specialty.
Walk (10 mins).
EUR 20, 1.5 hours

3:00PM

Explore the Piazza dell'Anfiteatro

Visit this unique oval square that was once a Roman amphitheater.
Walk (5 mins).
Free, 1 hour

5:00PM

Return to Florence

Catch an evening train back to Florence.
Walk to the train station (10 mins) and train (1 hour).
EUR 10, 1.5 hours

7:30PM

Dinner at Osteria Vini e Vecchi Sapori

Dine on exquisite Tuscan pasta and local wine.
Walk (15 mins).
EUR 30, 2 hours
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Day 8: Day trip to Modena

Modena, Italy

8:00AM

Travel to Modena

Catch an early train from Florence to Modena.
Walk to the train station (15 mins) and train (1 hour 30 mins).
EUR 20, 1.5 hours

9:30AM

Visit the Modena Cathedral

Explore this UNESCO World Heritage site known for its stunning Romanesque architecture.
Walk (10 mins).
Free, 1 hour

11:00AM

Explore the Mercato Albinelli

Sample local delicacies in this vibrant food market.
Walk (10 mins).
Free, 1 hour

1:00PM

Lunch at Osteria Francescana

Indulge in exquisite fine dining at this 3-Michelin star restaurant (reservation required).
Walk (15 mins).
EUR 300 (reserve at: https://www.osteriafrancescana.it/), 2 hours

4:00PM

Visit the Museo Ferrari

Delve into the history of one of Italy's most famous car brands.
Take a taxi (15 mins).
EUR 15, 1.5 hours

6:30PM

Return to Florence

Catch an evening train back to Florence.
Walk to the train station (10 mins) and train (1 hour 30 mins).
EUR 20, 1.5 hours

8:30PM

Dinner at Trattoria da Burde

Enjoy traditional dishes like tortelli with ragù.
Walk (20 mins).
EUR 25, 2 hours
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Day 9: Day trip to Bologna

Bologna, Italy

8:00AM

Travel to Bologna

Take a short train ride from Florence to Bologna.
Walk to the train station (15 mins) and train (35 mins).
EUR 10, 1.5 hours

9:45AM

Visit the Two Towers

Climb the Asinelli Tower for incredible views over Bologna.
Walk (15 mins).
EUR 5, 1.5 hours

12:00PM

Explore the Piazza Maggiore

Visit the heart of Bologna, surrounded by beautiful architecture.
Walk (10 mins).
Free, 1 hour

1:30PM

Lunch at Trattoria da Me

Indulge in fresh tortellini or lasagna.
Walk (10 mins).
EUR 20, 1.5 hours

3:30PM

Visit the Archiginnasio

Explore the historic building of the University and its stunning anatomical theater.
Walk (10 mins).
EUR 3, 1 hour

5:00PM

Explore the Mercato delle Erbe

Sample local cheeses and cured meats in this lively market.
Walk (15 mins).
Free, 1 hour

7:00PM

Dinner at Trattoria da Vito

Taste local Bolognese specialties like ragù.
Walk (10 mins).
EUR 25, 1.5 hours
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Day 10: Day trip to Cinque Terre

Cinque Terre, Italy

7:00AM

Travel to Cinque Terre

Early train from Florence to Cinque Terre, starting at Riomaggiore.
Walk to the train station (10 mins) and train (2 hours).
EUR 20, 2.5 hours

9:30AM

Explore Riomaggiore

Stroll through charming streets and visit the small harbor.
Walk (30 mins).
Free, 1.5 hours

11:00AM

Hike to Manarola

Enjoy breathtaking coastal views on this scenic hike.
Hiking trail (1 hour).
Free, 2 hours

1:30PM

Lunch at Trattoria dal Billy

Savor fresh seafood pasta with stunning views.
Walk (10 mins).
EUR 30, 1.5 hours

3:30PM

Visit Vernazza

Relax in this picturesque village and enjoy a gelato.
Train (15 mins).
EUR 5, 1 hour

6:00PM

Return to Florence

Head back to Florence after a day of exploration.
Train (2 hours).
EUR 20, 2.5 hours

8:00PM

Dinner at Trattoria Latini

Indulge in Florentine dishes, like pici cacio e pepe.
Walk (15 mins).
EUR 40, 2 hours
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Day 11: Travel to Sorrento

Sorrento, Italy

8:30AM

Breakfast at Caffè Sant’Antonino

Start your day with a rich espresso and sfogliatella.
Walk (10 mins).
EUR 5, 1 hour

9:30AM

Travel to Sorrento

Take the train from Florence to Naples, then switch to the Circumvesuviana train to Sorrento.
Walk to the train station (15 mins) and take trains (3 hours).
EUR 24, 3.5 hours

1:00PM

Check into hotel and Lunch at Il Buco

Enjoy a variety of local seafood, especially the catch of the day.
Walk (10 mins).
EUR 30, 1.5 hours

3:00PM

Stroll through the old town

Explore the charming streets lined with shops and local artisans.
Walk (15 mins).
Free, 1.5 hours

6:00PM

Dinner at Ristorante Tasso

Dine on traditional Italian dishes with a modern flair.
Walk (10 mins).
EUR 40, 2 hours
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Day 12: Day trip to Naples

Naples, Italy

8:00AM

Travel to Naples

Catch the Circumvesuviana train to Naples.
Walk to the train station (10 mins) and train (1 hour).
EUR 5, 1.5 hours

9:30AM

Visit the National Archaeological Museum

Explore one of the most important archaeological museums in the world.
Walk (15 mins).
EUR 15, 2 hours

12:00PM

Lunch at L'Antica Pizzeria da Michele

Savor the original Neapolitan pizza at this legendary pizzeria.
Walk (20 mins).
EUR 10, 1.5 hours

3:00PM

Explore the Historic Centre

Wander through Spaccanapoli and visit local shops.
Walk (15 mins).
Free, 2 hours

5:00PM

Gelato at Gelateria della Scimmia

Finish with some of the finest gelato in the city.
Walk (10 mins).
EUR 5, 1 hour

6:30PM

Return to Sorrento

Head back on the Circumvesuviana train.
Walk to the train station (10 mins) and train (1 hour).
EUR 5, 1.5 hours

8:00PM

Dinner at La Fenice

Enjoy classic Italian fare with a view over the Bay of Naples.
Walk (10 mins).
EUR 30, 2 hours
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Day 13: Pompeii and Amalfi Coast

Pompeii, Italy

8:00AM

Travel to Pompeii

Catch the Circumvesuviana train to Pompeii.
Walk to the train station (10 mins) and train (30 mins).
EUR 5, 1 hour

9:00AM

Visit the Archaeological Site of Pompeii

Explore this UNESCO World Heritage site and its preserved ruins (booking recommended).
Walk (5 mins).
EUR 18 (book at: https://www.pompeiisites.org), 2.5 hours

12:00PM

Lunch at Ristorante Da Michele

Dine with views of Mount Vesuvius and try traditional Neapolitan pizza.
Walk (15 mins).
EUR 15, 1.5 hours

2:00PM

Explore Amalfi Coast

Take a bus or ferry from Pompeii to Amalfi and enjoy the stunning coastal views.
Bus (30 mins).
EUR 10, 3 hours

5:30PM

Return to Sorrento

Head back to Sorrento after a beautiful day by the coast.
Bus (30 mins).
EUR 10, 1 hour

7:30PM

Dinner at Ristorante Pizzeria Da Franco

Enjoy delightful local dishes with a sunset view.
Walk (10 mins).
EUR 25, 2 hours
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Day 14: Final Stop in Rome

Rome, Italy

8:00AM

Travel to Rome

Catch the train from Sorrento to Naples and then take the high-speed train to Rome.
Walk to the train station (10 mins), train to Naples (1 hour), then train to Rome (1 hour 15 mins).
EUR 32, 2.5 hours

11:00AM

Check into hotel and Lunch at Roscioli

Taste gourmet Italian delicacies including fantastic pasta and cheese.
Walk (15 mins).
EUR 30, 1.5 hours

1:00PM

Visit the Colosseum

Discover the ancient history of the Colosseum, and be sure to book your ticket in advance.
Walk (20 mins).
EUR 18 (book at: https://www.coopculture.it/en/colosseo-e-shop.cfm), 2 hours

3:30PM

Explore the Roman Forum

Wander through ancient ruins that once served as the center of Roman public life.
Walk (10 mins), use the same ticket.
Free with Colosseum ticket, 1.5 hours

5:30PM

Stroll through Palatine Hill

Enjoy views of the Forum and the Circus Maximus from this historic area.
Walk (5 mins).
Free with Colosseum ticket, 1 hour

7:00PM

Dinner at Trattoria Da Enzo

End your trip with authentic Roman dishes like carbonara.
Walk (30 mins).
EUR 25, 2 hours
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