10-Day Italy Highlights Tour: Rome, Florence, and Milan from Toronto YYZ

Day 1: Arrival & Rome Intro

Rome, Italy on June 16, 2025

9:00am

Arrival at Rome Fiumicino Airport

Arrive from Toronto; transfer to your hotel in central Rome to start your Italian adventure.
EUR0, 1h0m

11:00am

Check-in and Rest

Settle into your hotel. Freshen up and prepare for an introductory stroll around Rome's historic center.
EUR0, 1h30m

12:30pm

Lunch at Enoteca Corsi

Enjoy a traditional Roman lunch of carbonara or cacio e pepe. This family-run trattoria is highly rated for authentic flavors.
EUR20, 1h30m

2:00pm

Visit the Spanish Steps and Trevi Fountain

Walk through Rome’s iconic landmarks—the Spanish Steps and toss a coin at the Trevi Fountain to ensure your return to Rome. Both are open year-round and free.
EUR0, 2h0m

4:30pm

Coffee break at Sant’Eustachio Il Caffè

Experience Rome’s famous espresso at this historic café, open till late evening.
EUR5, 30m

7:00pm

Dinner at Trattoria Da Enzo al 29

Savor classic Roman dishes like amatriciana in this cozy trattoria in Trastevere, open daily until 11pm.
EUR30, 2h0m
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Day 2: Ancient Rome

Rome, Italy on June 17, 2025

8:00am

Breakfast at Roscioli Caffè

Start your day with freshly baked pastries and Italian coffee at this popular café near Campo de’ Fiori.
EUR8, 1h0m

9:30am

Colosseum and Roman Forum Tour

Book a skip-the-line guided tour to explore Rome’s iconic Colosseum and the ruins of the Roman Forum, open 9am-7pm in June.
EUR30, 3h0m

1:00pm

Lunch at La Taverna dei Fori Imperiali

Enjoy homemade pasta dishes just a short walk from the Colosseum. Open 12pm-3pm.
EUR25, 1h30m

2:45pm

Visit Palatine Hill

Discover Rome’s ancient palaces and gardens where emperors once lived; included in your Colosseum ticket. Open 9am-7pm.
EUR0 (included), 1h30m

5:00pm

Relax at Piazza Navona

Spend the late afternoon enjoying this beautiful Baroque square, its fountains, and street artists.
EUR0, 1h0m

7:30pm

Dinner at Roscioli

Dine at this famed deli and restaurant known for refined Roman cuisine and excellent wine selection. Open until 11pm.
EUR40, 2h0m
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Day 3: Vatican Day

Rome, Italy on June 18, 2025

7:30am

Breakfast at your hotel

Enjoy a light breakfast to start your Vatican visit.
Included, 1h0m

8:30am

Vatican Museums and Sistine Chapel Tour

Reserve a guided early access tour to beat the crowds and see masterpieces by Michelangelo and Raphael. Open 9am-6pm on weekdays.
EUR50, 3h0m

12:00pm

Lunch at Pizzarium Bonci

Taste some of Rome’s best gourmet pizza by the slice near the Vatican, open 12pm-10pm.
EUR15, 1h0m

1:30pm

St. Peter’s Basilica

Explore the world’s largest church, including Michelangelo’s Pietà and the climb to the dome (open 7am-7pm).
EUR0 entry, EUR10 dome climb, 2h0m

4:00pm

Leisure at Castel Sant’Angelo

Walk along the Tiber River to this historic castle and museum nearby. Open 9am-7:30pm.
EUR15, 1h30m

7:30pm

Dinner at Osteria dell’Ingegno

Dine at this elegant eatery near Piazza Navona with creative Italian dishes; open till 11pm.
EUR40, 2h0m
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Day 4: Rome to Florence

Rome to Florence, Italy on June 19, 2025

7:30am

Breakfast at your hotel

Start your day early to pack and check out.
Included, 1h0m

9:00am

Train to Florence

Take a high-speed train (about 1.5 hours) from Rome Termini to Florence Santa Maria Novella station.
EUR50, 1h30m

11:00am

Check-in and Leisure

Check in at your hotel and relax briefly or explore nearby piazzas.
EUR0, 1h0m

12:00pm

Lunch at Trattoria Mario

Enjoy traditional Tuscan dishes in this bustling local favorite for lunch, open till mid-afternoon.
EUR20, 1h30m

2:00pm

Visit Florence Cathedral & Baptistery

Tour the masterpiece of Renaissance architecture including climbing the Duomo dome (open 10am-7pm).
EUR20, 2h0m

4:30pm

Walk along Ponte Vecchio

Explore the famous medieval bridge lined with jeweller shops and enjoy views of the Arno river.
EUR0, 1h0m

7:00pm

Dinner at Osteria Vini e Vecchi Sapori

Dine at this intimate spot with authentic Tuscan cuisine, open daily till 10:30pm.
EUR35, 2h0m
View Hotel Availability

Day 5: Florence Art & History

Florence, Italy on June 20, 2025

8:00am

Breakfast at Ditta Artigianale

Experience specialty coffee and fresh pastries at this trendy local spot.
EUR10, 1h0m

9:30am

Uffizi Gallery Tour

Reserved tickets to see outstanding Renaissance works by Botticelli, Michelangelo, and Leonardo da Vinci. Open 8:15am-6:30pm.
EUR30, 3h0m

1:00pm

Lunch at All’Antico Vinaio

Grab a famous stuffed Tuscan-style sandwich in this casual yet iconic spot near Piazza della Signoria.
EUR12, 1h0m

2:30pm

Accademia Gallery

Visit Michelangelo’s David statue, a must-see Renaissance masterpiece, open 8:15am-6:50pm.
EUR20, 2h0m

5:00pm

Stroll Boboli Gardens

Relax and enjoy scenic views and sculptures in Florence’s famous gardens open until 7pm.
EUR10, 1h30m

7:30pm

Dinner at La Giostra

Celebrate a fantastic Tuscan dinner with a romantic atmosphere, open until midnight.
EUR50, 2h0m
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Day 6: Day Trip Tuscany

Florence, Italy on June 21, 2025

7:30am

Breakfast at your hotel

Prepare early for your Tuscany wine and countryside day trip.
Included, 1h0m

8:30am

Tuscany Wine Tour

Join a guided tour visiting Chianti region wineries, enjoy wine tastings and a light lunch. Tour runs about 8 hours until late afternoon.
EUR120, 8h0m

5:00pm

Return and Rest

Return to Florence and rest after a day in the vineyards.
EUR0, 1h30m

7:30pm

Dinner at Il Latini

Experience a lively, traditional Florentine dinner with hearty Tuscan cuisine, open until midnight.
EUR40, 2h0m
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Day 7: Florence to Milan

Florence to Milan, Italy on June 22, 2025

7:30am

Breakfast at your hotel

Have a leisurely breakfast before departure day.
Included, 1h0m

9:00am

Train to Milan

Take a high-speed train from Florence to Milan (about 2 hours).
EUR50, 2h0m

11:30am

Check-in at Milan hotel

Settle into your hotel and get ready for Milan exploration.
EUR0, 1h0m

12:30pm

Lunch at Luini Panzerotti

Try Milan’s famous panzerotti, a delicious fried turnover filled with tomato and mozzarella, open until late.
EUR8, 1h0m

2:00pm

Visit the Duomo di Milano

Explore Milan’s iconic Gothic cathedral, including rooftop access with amazing city views. Open 9am-7pm.
EUR15, 2h0m

5:00pm

Walk through Galleria Vittorio Emanuele II

Stroll through this elegant 19th-century shopping arcade filled with boutiques and cafes.
EUR0, 1h0m

7:30pm

Dinner at Ratanà

Enjoy modern Milanese dishes in a stylish setting with a focus on local ingredients, open until 11pm.
EUR50, 2h0m
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Day 8: Milan Culture

Milan, Italy on June 23, 2025

8:00am

Breakfast at Pavé

Start your day at this renowned Milanese bakery with fresh pastries and coffee.
EUR10, 1h0m

9:30am

Visit Santa Maria delle Grazie

See Leonardo da Vinci’s Last Supper (pre-book tickets; museum open 8:15am-7pm).
EUR20, 1h30m

11:30am

Explore Sforza Castle and Museums

Visit the historic castle complex housing art collections; open 9am-5:30pm.
EUR10, 2h0m

2:00pm

Lunch at Eataly Milano Smeraldo

Enjoy diverse Italian cuisine with fresh market ingredients in this lively food hall.
EUR30, 1h30m

3:30pm

Relax in Parco Sempione

Take a leisurely walk or rest in this large city park next to Sforza Castle.
EUR0, 1h0m

5:00pm

Shopping in Brera District

Browse boutiques and art galleries in Milan’s charming Brera neighborhood.
EUR0, 2h0m

7:30pm

Dinner at Trattoria Toscana

Have traditional Tuscan food in Milan with cozy ambiance, open until 10:30pm.
EUR40, 2h0m
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Day 9: Day Trip to Lake Como

Milan to Lake Como, Italy on June 24, 2025

7:00am

Early Breakfast at hotel

Quick breakfast before an exciting excursion to Lake Como.
Included, 1h0m

8:00am

Train to Como

Take a direct train from Milan to Como (about 1 hour).
EUR10, 1h0m

9:30am

Boat tour on Lake Como

Enjoy a scenic boat tour visiting Bellagio and other picturesque towns; various options available, book in advance.
EUR25, 3h0m

1:00pm

Lunch at Trattoria San Giacomo, Bellagio

Taste regional lake fish dishes with a beautiful view, open from 12pm.
EUR35, 1h30m

2:30pm

Explore Bellagio

Stroll through the charming streets, shops, and gardens of Bellagio.
EUR0, 1h30m

4:00pm

Return train to Milan

Head back to Milan for your last evening in the city.
EUR10, 1h0m

7:30pm

Farewell Dinner at Cracco

Celebrate your Italian journey at this Michelin-starred restaurant in Milan famous for innovative cuisine.
EUR100, 2h0m
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Day 10: Departure Day

Milan, Italy on June 25, 2025

7:00am

Breakfast at hotel

Enjoy your final morning breakfast in Italy.
Included, 1h0m

8:30am

Morning walk or last shopping

Take a last stroll near your hotel or pick up souvenirs before departing.
EUR0, 1h0m

10:30am

Transfer to Milan Malpensa Airport

Head to the airport for your flight back to Toronto.
EUR30, 1h0m
View Hotel Availability