11-Day Italy Highlights: Rome to Milan via Cinque Terre, Florence, and Venice

Day 1: Arrival and Ancient Rome

Rome, Italy on November 7, 2025

4:00pm

Check-in Airbnb Rome

Settle in and prepare for exploring Rome’s historic sites over the next days.
N/A, 1h

5:00pm

Colosseum Visit

Explore the iconic Roman amphitheater where gladiators once fought; a must-see for history lovers. Open 8:30am to 7:00pm.
EUR16, 2h

7:30pm

Dinner at Trattoria Luzzi

Enjoy classic Roman dishes like carbonara in this popular local eatery near the Colosseum, open until 11:30pm.
EUR25, 1h30m
View Hotel Availability

Day 2: Historic and Cultural Rome

Rome, Italy on November 8, 2025

8:30am

Breakfast at Roscioli Caffè

Start with delicious Italian coffee and pastries at this well-known café close to key landmarks.
EUR8, 1h

9:30am

Vatican Museums & Sistine Chapel

Tour the world-renowned museums and admire Michelangelo’s Sistine Chapel ceiling (open 9:00am to 6:00pm, last entry 4:00pm). Book skip-the-line tickets in advance.
EUR30, 3h

1:00pm

Lunch at Osteria dell’ Angelo

Try traditional Roman pasta dishes near Vatican City, a local favorite open till 3:00pm.
EUR20, 1h

2:30pm

Trevi Fountain and Spanish Steps

Visit two of Rome’s most famous landmarks – toss a coin at Trevi Fountain to ensure a return visit to Rome.
Free, 1h

4:00pm

Pantheon Visit

Marvel at the ancient Roman temple’s incredible dome, open until 7:00pm. Entry fee supports preservation.
EUR5, 1h

7:30pm

Dinner at Trattoria da Enzo al 29

Enjoy authentic Roman cuisine in Trastevere, open until 11:00pm. Reservations recommended.
EUR30, 2h
View Hotel Availability

Day 3: More Rome and Travel to Cinque Terre

Rome and Cinque Terre, Italy on November 9, 2025

8:00am

Breakfast at Pastificio Guerra

Grab a quick, affordable and tasty pasta breakfast near Piazza di Spagna, open from 7:30am.
EUR5, 30m

9:00am

Roman Forum and Palatine Hill

Explore the heart of ancient Rome’s political and social life, open 8:30am-7:00pm. Combined ticket with Colosseum applies.
EUR16, 3h

12:30pm

Lunch at Mercato Centrale Roma

Experience a vibrant food market with diverse Italian flavors, open until 4:00pm.
EUR15, 1h

2:00pm

Train to Cinque Terre

Take a scenic train ride (approximately 3.5 hours) northwest from Rome to Cinque Terre. Book tickets in advance.
EUR30-50, 3h30m

6:00pm

Check-in Airbnb Cinque Terre

Settle into your accommodation and prepare to explore the picturesque coastal villages.
N/A, 1h

7:30pm

Dinner at Trattoria dal Billy

Enjoy fresh seafood and Ligurian specialties in Manarola, open until 10:30pm.
EUR35, 2h
View Hotel Availability

Day 4: Exploring Cinque Terre Villages

Cinque Terre, Italy on November 10, 2025

8:00am

Breakfast at Your Airbnb or local café

Start with a local pastry and espresso at a café nearby to enjoy the peaceful coastal morning.
EUR7, 1h

9:00am

Hiking the Cinque Terre Trail

Take the scenic Sentiero Azzurro trail connecting villages such as Monterosso, Vernazza, and Corniglia. Trails usually open all day; wear good hiking shoes.
EUR7.50 for trail pass, 4h

1:30pm

Lunch at Nessun Dorma Vernazza

Enjoy stunning sea views with sandwiches and local wines, open from 12pm to 6pm.
EUR20, 1h

3:00pm

Relax by the beach in Monterosso

Spend the afternoon enjoying the small beach or browsing local shops in Monterosso al Mare.
Free, 2h

7:30pm

Dinner at Ristorante Miky

Dine on Ligurian cuisine with focus on seafood and pesto dishes, Michelin-recommended, open until 10:30pm.
EUR40, 2h
View Hotel Availability

Day 5: Relax and Explore Cinque Terre

Cinque Terre, Italy on November 11, 2025

8:00am

Breakfast at Bar Il Porticciolo

Fuel up with coffee and pastries while enjoying the harbor view in Manarola.
EUR8, 1h

9:30am

Boat tour along the Cinque Terre coast

See the five villages from the water on a boat tour, usually operating from 10:00am to 5:00pm. Book tickets in advance.
EUR30, 2h

12:00pm

Lunch at Belforte

Enjoy cliffside dining in Vernazza with fresh seafood and great views, open until 3:00pm.
EUR30, 1h30m

2:00pm

Train to Florence

Take a 2.5-hour train ride to Florence from La Spezia train station, booking tickets ahead is advised.
EUR20-40, 2h30m

4:30pm

Check-in Airbnb Florence

Settle into your Florence accommodation and rest before evening walk.
N/A, 1h

6:00pm

Evening stroll at Piazza della Signoria

Relax with a walk and enjoy Florence’s beautiful central square, viewing impressive statues and the Palazzo Vecchio.
Free, 1h

7:30pm

Dinner at Trattoria Mario

A popular, authentic spot for traditional Tuscan cuisine, open until 9:30pm. Arrive early as it fills up fast.
EUR30, 1h30m
View Hotel Availability

Day 6: Florence Art and History

Florence, Italy on November 12, 2025

8:30am

Breakfast at Caffè Gilli

Start with a classic Italian breakfast in this historic café in Piazza della Repubblica.
EUR12, 1h

9:30am

Uffizi Gallery

Visit one of the world’s greatest art museums featuring Renaissance masterpieces; open 8:15am-6:50pm. Booking timed tickets recommended.
EUR20, 3h

1:00pm

Lunch at All’Antico Vinaio

Famous for delicious sandwiches using local ingredients; perfect for a quick bite.
EUR10, 1h

2:30pm

Duomo Complex - Cathedral and Baptistery

Climb Brunelleschi’s Dome or visit the Baptistery and Giotto’s Campanile. Open till 7:00pm.
EUR20 (combined ticket), 2h

5:00pm

Walk along Ponte Vecchio

Stroll across the historic bridge featuring jewelry shops with views over the Arno River.
Free, 1h

7:30pm

Dinner at Osteria Vini e Vecchi Sapori

Indulge in traditional Tuscan dishes in an intimate setting, open till 11:00pm.
EUR35, 2h
View Hotel Availability

Day 7: Venice Arrival and Canals

Venice, Italy on November 13, 2025

8:00am

Breakfast at Pasticceria Tonolo

Taste Venetian pastries and coffee at this beloved pastry shop.
EUR10, 1h

9:00am

Train to Venice

Travel from Florence to Venice takes around 2 hours; book tickets in advance.
EUR30-45, 2h

11:30am

Check-in Airbnb Venice

Drop off bags and relax before exploring the city.
N/A, 30m

12:00pm

Lunch at Osteria alle Testiere

Enjoy Venetian seafood specialties in this cozy and popular osteria, open till 3:00pm. Reservation required.
EUR40, 1h30m

2:00pm

St. Mark’s Basilica and Square

Visit the stunning basilica and soak up the atmosphere of Venice’s most famous square. Basilica open 9:30am-5:00pm.
Free (entry to basilica is free, but some areas may have fees), 2h

4:30pm

Gondola ride

Experience Venice from its serene canals on a classic gondola, approximately 30-40 minutes.
EUR80, 40m

7:00pm

Dinner at Trattoria Antiche Carampane

Off the beaten path, offering fresh seafood and Venetian classics, open until 10:30pm.
EUR45, 2h
View Hotel Availability

Day 8: Venice Culture and Islands

Venice, Italy on November 14, 2025

8:00am

Breakfast at Farini Bakery

Start with fresh pastries and coffee in the Cannaregio district.
EUR8, 1h

9:30am

Doges' Palace Tour

Explore the former seat of Venetian government and prison, open 9:00am to 7:00pm.
EUR25, 2h

12:00pm

Lunch at Al Timon

Known for cicchetti (Venetian tapas) and wine, open till 3:00pm.
EUR25, 1h

1:30pm

Murano and Burano Islands Tour

Take a half-day boat trip to Murano (glass making) and Burano (colorful houses and lace), tours run until late afternoon.
EUR35, 4h

6:00pm

Return to Venice

Rest and freshen up before dinner.
N/A, 1h

7:30pm

Dinner at Ristorante Quadri

For an upscale Venetian dining experience overlooking St. Mark’s Square, open until 10:30pm. Reservation needed.
EUR70, 2h
View Hotel Availability

Day 9: Venice to Milan

Milan, Italy on November 15, 2025

7:30am

Breakfast at Pasticceria Rosa Salva

Grab Italian pastries and coffee before departure.
EUR8, 1h

8:30am

Train to Milan

Travel from Venice to Milan via high-speed train in approximately 2.5 hours.
EUR40-60, 2h30m

11:00am

Check-in Airbnb Milan

Settle into your Milan accommodation.
N/A, 30m

12:00pm

Lunch at Luini

Try famous panzerotti near the Duomo, an iconic Milanese quick bite spot.
EUR10, 1h

1:30pm

Visit Milan Cathedral (Duomo di Milano)

Explore this gothic masterpiece and rooftop views, open 9:00am to 7:00pm.
EUR15, 2h

4:00pm

Galleria Vittorio Emanuele II

Stroll the elegant shopping arcade adjacent to the cathedral, free to enter.
Free, 1h

7:00pm

Dinner at Ristorante Nabucco

Enjoy traditional Milanese dishes in the lively Brera district, open till 11:00pm.
EUR40, 2h
View Hotel Availability

Day 10: Milan Art and Culture

Milan, Italy on November 16, 2025

8:30am

Breakfast at Pavé

Start your day at a trendy bakery known for excellent pastries and coffee.
EUR10, 1h

9:30am

Visit The Last Supper Museum (Santa Maria delle Grazie)

View Leonardo da Vinci’s famous mural (booking tickets months in advance is essential). Open 8:15am–7:00pm.
EUR15, 1h

11:00am

Sforza Castle

Explore the historical fortress with museums and art collections, open 7:00am to 7:30pm.
EUR10, 2h

1:00pm

Lunch at LuBar

Sample Sicilian-inspired dishes in a trendy Milanese locale, open till 3:00pm.
EUR30, 1h30m

3:00pm

Stroll at Brera District

Explore boutiques, galleries, and cafes in Milan’s artistic neighborhood.
Free, 2h

7:00pm

Dinner at Il Luogo di Aimo e Nadia

Dine at this 2 Michelin-star restaurant for a special culinary experience, reservations needed.
EUR120, 2h30m
View Hotel Availability

Day 11: Departure Preparation

Milan, Italy on November 17, 2025

8:00am

Breakfast at Marchesi 1824

Indulge in historic Milanese pastry shop delights before you leave.
EUR12, 1h

9:30am

Free time or last-minute sightseeing/shopping

Shopping near the Duomo or relaxing in Parco Sempione before departure.
Varies, 3h

12:30pm

Lunch at Eataly Milan Smeraldo

Enjoy top Italian food offerings from various vendors in one place.
EUR25, 1h30m

2:30pm

Prepare for airport transfer

Check out from Airbnb and get ready for the trip back home.
N/A, N/A
View Hotel Availability