Plantrip
Sign In
Home
Tools
Create Itinerary
Step-by-Step Builder
Packing List
Travel Expert
Trip Cost Estimator
Weather Expert
Deals
Guides
Pricing
About
About Plantrip
News
Partner Dispatches
Help
Travel Glossary
Sign In
Home
10-Day Italy Highlights Tour: Rome, Florence, and Milan from Toronto YYZ
Want an itinerary like this for your trip?
Tell us where you're going and get a personalized plan in seconds — completely free.
Plan My Trip
Get new itinerary
Initializing...
0%
Cancel
Step 1 Outline Preview:
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email
10-Day Italy Highlights Tour: Rome, Florence, and Milan from Toronto YYZ
Viewed by 119 travelers
Save This Itinerary
Share
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
Find Hotels in Rome
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
Find Hotels in Rome
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
Find Hotels in Rome
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
Find Hotels in Rome to Florence
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
Find Hotels in Florence
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
Find Hotels in Florence
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 RatanÃ
Enjoy modern Milanese dishes in a stylish setting with a focus on local ingredients, open until 11pm.
EUR50, 2h0m
Find Hotels in Florence to Milan
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
Find Hotels in Milan
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
Find Hotels in Milan to Lake Como
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
Find Hotels in Milan
0
Travel Requirements
Local Sayings
Connectivity Info
Nearby Shopping
Accepted Currency + Payment Types
Safety
Cultural Norms + Etiquette
Health + Medical Facilities
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email
Itinerary created by
Plantrip Team
May 27, 2025
AI-assisted, human-reviewed
Plan Your rome, florence, milan june 16th to june 26th and from yyz Trip
Cost Estimator
Estimate your trip budget
Packing List
Get a custom checklist
Weather Expert
Check weather & best time to go
Unlock Unlimited Trips
$2.50
/mo
Billed $30/year
Unlimited trip generations
Personalized packing lists
Extra details & local tips
Private & ad-free
Sign In to Upgrade
See all plans
Upgrade to Plus
$2.50
/mo
Billed $30/year
Unlimited trip generations
Personalized packing lists
Extra details & local tips
Private & ad-free
Sign In to Upgrade
See all plans
Sign in to save this itinerary.
Sign Up
or
Sign In
Create a Free Account
Sign up for free to keep generating itineraries!
Sign Up Free
I already have an account
Trip Locations
Share Itinerary
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email