10-Day Italy Itinerary: Venice to Palermo with Milan, Pisa, and Rome

Day 1: Explore Venice

Venice, Italy on May 20, 2025

8:00AM

Breakfast at Pasticceria Tonolo

Enjoy a traditional Venetian breakfast with fresh pastries and cappuccino at this popular local cafe.
EUR7, 1h

9:30AM

Visit St. Mark's Basilica

Explore the stunning Byzantine architecture and ornate interiors of Venice's iconic cathedral. Open from 9:30AM to 5:00PM.
FREE, 1.5h

11:30AM

Walk along the Grand Canal

Take a scenic stroll or vaporetto ride along the famous Grand Canal to see Venice's beautiful palazzi and bridges.
Vaporetto pass EUR20, 1h

1:00PM

Lunch at Trattoria al Gazzettino

Savor Venetian seafood specialties in a cozy setting, well-loved by locals and tourists alike.
EUR25, 1h

2:30PM

Explore the Doge's Palace

Tour this historic Gothic palace showcasing Venetian art, history, and stunning interiors. Open 9:00AM-7:00PM.
EUR25, 2h

5:00PM

Relax at Piazza San Marco

Enjoy an evening coffee or aperitivo while people-watching at Venice's famed Piazza San Marco.
EUR10, 1h

7:00PM

Dinner at Osteria alle Testiere

Indulge in fresh seafood dishes and Venetian cuisine at this highly rated intimate restaurant.
EUR40, 2h
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Day 2: Venice to Milan

Venice to Milan, Italy on May 21, 2025

8:00AM

Breakfast at Farini Bakery

Grab some delicious pastries and coffee before catching your train to Milan.
EUR6, 1h

9:30AM

Train to Milan

Take a high-speed train from Venice Santa Lucia to Milan Centrale (~2h 30m).
EUR40, 2.5h

12:30PM

Lunch at Luini

Famous for panzerotti, a must-try Italian street food near Milan Cathedral.
EUR10, 1h

2:00PM

Visit Milan Cathedral (Duomo)

Explore the iconic Gothic cathedral and rooftop terraces with city views. Open 9:00AM-7:00PM.
EUR15, 2h

4:30PM

Walk through Galleria Vittorio Emanuele II

Enjoy shopping and architecture in one of the world's oldest shopping malls.
FREE, 1h

6:00PM

Visit Sforza Castle

Explore this historic fortress housing museums and Renaissance art. Open 7:00AM-7:30PM.
EUR10, 1.5h

8:00PM

Dinner at Ratanà

Enjoy modern Milanese cuisine focusing on seasonal ingredients in a stylish setting.
EUR45, 2h
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Day 3: Day Trip to Pisa

Milan to Pisa, Italy on May 22, 2025

7:00AM

Early Breakfast at Hotel or adjacent cafe

A simple but nourishing breakfast to prepare for your day trip to Pisa.
EUR8, 1h

8:00AM

Train to Pisa

Travel from Milan Centrale to Pisa Centrale (~3h).
EUR30, 3h

11:00AM

Visit Leaning Tower of Pisa

Climb the world-famous leaning tower and admire the architectural marvels of the Piazza dei Miracoli. Tower open 9:00AM-8:00PM.
EUR25, 2h

1:00PM

Lunch at Ristorante La Buca

Enjoy Tuscan specialties in a friendly atmosphere near the tower.
EUR20, 1h

2:30PM

Visit Pisa Cathedral and Baptistery

Explore these stunning Romanesque buildings with rich history and impressive art.
EUR10, 1.5h

4:30PM

Train back to Milan

Return to Milan for the evening after your day trip.
EUR30, 3h

7:30PM

Dinner at Spontini

Try Milan’s famed thick-crust pizza, perfect for a casual dinner.
EUR15, 1.5h
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Day 4: Milan to Rome

Milan to Rome, Italy on May 23, 2025

7:30AM

Breakfast at Pavé

Enjoy specialty coffee and bakery treats before traveling.
EUR8, 1h

9:00AM

Train to Rome

Travel from Milan Centrale to Rome Termini on a high-speed train (~3h).
EUR50, 3h

12:00PM

Lunch at Roscioli

Famous for Roman classics and rich antipasti near Campo de’ Fiori.
EUR35, 1h

1:30PM

Visit the Colosseum and Roman Forum

Explore the iconic ancient amphitheater and surrounding ruins. Open 8:30AM-7:00PM.
EUR18, 3h

5:00PM

Stroll to Trevi Fountain and Spanish Steps

Enjoy Rome’s legendary landmarks with an evening ambiance.
FREE, 1.5h

7:30PM

Dinner at Trattoria Da Enzo al 29

Savor authentic Roman dishes in Trastevere's charming neighborhood.
EUR40, 2h
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Day 5: Day in Vatican City

Rome, Italy on May 24, 2025

7:30AM

Breakfast at Pasticceria Regoli

Traditional Italian pastries and espresso to start your day.
EUR7, 1h

8:30AM

Visit Vatican Museums and Sistine Chapel

Tour the splendid art collections including Michelangelo’s Sistine Chapel ceiling. Open 9:00AM-6:00PM; book tickets in advance.
EUR30, 3h

12:00PM

Lunch at Borgo Pio 91

Enjoy fresh Roman cuisine close to the Vatican walls in a relaxed bistro.
EUR25, 1h

1:30PM

Explore St. Peter's Basilica and Dome

Visit the world’s largest church and climb the dome for breathtaking views. Basilica is free; dome climb costs EUR10. Open 7:00AM-7:00PM.
EUR10, 2h

4:00PM

Relax at Villa Borghese Gardens

Enjoy a peaceful walk or boat ride in Rome’s famous park before dinner.
FREE, 1.5h

7:00PM

Dinner at Osteria del Pegno

Cozy spot offering traditional Roman dishes with a welcoming atmosphere.
EUR40, 2h
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Day 6: Rome to Palermo

Rome to Palermo, Italy on May 25, 2025

7:30AM

Breakfast at Roscioli Caffè

Grab a quick and delicious espresso and pastry.
EUR7, 1h

9:00AM

Flight to Palermo

Fly from Rome Fiumicino to Palermo (~1h 15m). Book early for best rates.
EUR50, 1.5h

11:30AM

Check-in and Lunch at Antica Focacceria San Francesco

Taste authentic Sicilian street food including arancini and panelle.
EUR20, 1h

1:00PM

Visit Palermo Cathedral

Explore this unique architectural treasure with Norman, Arab, and Baroque influences. Open 7:30AM-7:00PM.
FREE, 1h

2:30PM

Explore Quattro Canti and Piazza Pretoria

Discover Palermo’s historic Baroque squares and fountains nearby.
FREE, 1h

4:00PM

Relax at Foro Italico

Stroll this scenic seaside promenade perfect for sunset views.
FREE, 1.5h

7:00PM

Dinner at Bisso Bistrot

Sample fresh Mediterranean seafood with a modern Sicilian twist.
EUR40, 2h
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Day 7: Palermo Sightseeing

Palermo, Italy on May 26, 2025

8:00AM

Breakfast at Bar Alba

Start your day with rich coffee and delicious Sicilian cannoli.
EUR7, 1h

9:00AM

Visit Palazzo dei Normanni and Cappella Palatina

Explore the Norman palace and its stunning mosaics. Open 8:15AM-5:45PM.
EUR12, 2h

11:30AM

Visit Mercato di Ballarò

Experience Palermo’s vibrant street market with local food and crafts.
FREE, 1h

1:00PM

Lunch at Nni Franco U’Vasta

Enjoy traditional Sicilian dishes served in a family-run trattoria.
EUR20, 1h

2:30PM

Visit Teatro Massimo

Tour Italy’s largest opera house, renowned for its architecture. Open for tours 9:30AM-6:30PM.
EUR10, 1h

4:00PM

Leisure time / Shopping in Via Maqueda

Explore Palermo’s lively shopping street and cafes.
FREE, 2h

7:30PM

Dinner at Osteria Ballarò

Taste creative Sicilian dishes using fresh local ingredients in a trendy atmosphere.
EUR40, 2h
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Day 8: Palermo to Rome

Palermo to Rome, Italy on May 27, 2025

7:30AM

Breakfast at Hotel

Quick breakfast before flying back to Rome.
Included, 1h

9:00AM

Flight to Rome

Morning flight from Palermo to Rome (~1h 15m).
EUR50, 1.5h

11:30AM

Lunch at Mercato Centrale Roma

Sample a wide variety of authentic Italian street food under one roof.
EUR20, 1h

1:00PM

Visit Pantheon

Discover one of Rome’s best-preserved ancient monuments, open 9:00AM-7:00PM.
FREE, 1h

2:30PM

Relax at Piazza Navona

Admire the Baroque architecture, fountains, and lively street artists.
FREE, 1h

4:00PM

Explore Campo de’ Fiori Market

Popular market with fresh produce, flowers, and souvenirs.
FREE, 1h

7:00PM

Dinner at Da Francesco

Enjoy classic Roman pasta dishes in a traditional setting near Piazza Navona.
EUR40, 2h
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Day 9: Rome Leisure Day

Rome, Italy on May 28, 2025

8:00AM

Breakfast at Sant'Eustachio Il Caffè

Renowned for one of Rome’s best espressos to start your day right.
EUR7, 1h

9:00AM

Visit Villa Borghese Gallery

Explore masterpieces by Bernini, Caravaggio, and Titian. Open 9:00AM-7:00PM.
EUR25, 3h

12:30PM

Lunch at Ristorante Aroma with Colosseum View

Dine with spectacular views of the Colosseum, enjoying gourmet Italian cuisine.
EUR80, 1.5h

2:30PM

Explore Jewish Ghetto and Tiber River Walk

Discover this historic district and enjoy a relaxing walk along the river.
FREE, 2h

5:00PM

Coffee at Caffè Greco

Historic cafe famous for its art and literary clientele, perfect for a break.
EUR10, 1h

7:00PM

Dinner at Il Margutta Vegetarian Food & Art

Enjoy creative vegetarian and vegan dishes in an artsy environment near Piazza del Popolo.
EUR35, 2h
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Day 10: Departure Day

Rome, Italy on May 29, 2025

7:30AM

Breakfast at Hotel

Relax with a final Italian breakfast at your accommodation.
Included, 1h

8:30AM

Last minute shopping or stroll

Take a brief morning walk or pick up souvenirs close to your hotel before departure.
FREE, 2h

11:00AM

Head to Rome Airport

Travel to Rome Fiumicino or Ciampino for your onward flight home.
EUR15 TAXI, 1h
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