2025 Bella Italia Adventure: Rome, Cinque Terre, Florence, Venice & Milan Itinerary

Day 1: Ancient Roman Exploration

Rome, Italy on November 7, 2025

8:00am

Breakfast at Roscioli Caffè

Enjoy a traditional Italian breakfast with freshly brewed coffee and pastries at Roscioli Caffè, open from 7:30am.
EUR10, 1h

9:30am

Colosseum Tour

Explore the iconic Colosseum, marvel at the ancient Roman gladiatorial arena, and learn about its fascinating history. Open 9am-4:30pm.
EUR16, 2h

12:00pm

Lunch at Trattoria Vecchia Roma

Savor classic Roman cuisine at this beloved trattoria famous for carbonara and local specialties, open 12pm-3pm.
EUR25, 1h

1:30pm

Roman Forum and Palatine Hill

Walk through the ancient ruins of the Roman Forum and Palatine Hill to understand the heart of ancient Roman public life. Open 9am-4:30pm.
EUR12, 2h

4:00pm

Coffee break at Sant’Eustachio Il Caffè

Relax with a cup of world-renowned espresso at Sant’Eustachio Il Caffè, famous for its rich blends.
EUR5, 0h30m

7:00pm

Dinner at Osteria da Fortunata

Enjoy freshly made pasta and Roman Italian dishes in a cozy setting, dinner service starts at 7pm.
EUR40, 1h30m
View Hotel Availability

Day 2: Historic Streets & Vatican

Rome, Italy on November 8, 2025

8:00am

Breakfast at Bar Fondi

Start your day with a typical Italian cappuccino and cornetto at Bar Fondi, opens from 7:00am.
EUR8, 0h45m

9:00am

Vatican Museums & Sistine Chapel

Visit the world-famous Vatican Museums and admire Michelangelo’s Sistine Chapel ceiling. Pre-book tickets for early entry, open 9am-6pm.
EUR30, 3h

12:30pm

Lunch at Pizzarium Bonci

Grab some exquisite Roman-style pizza al taglio at Pizzarium, known for its gourmet toppings, open 11:30am-7pm.
EUR15, 1h

2:00pm

St. Peter’s Basilica

Visit the magnificent St. Peter’s Basilica and potentially climb up to the dome for panoramic city views, open 7am-7pm.
EUR10, 2h

5:00pm

Explore Trastevere Neighborhood

Walk through charming, cobblestone streets of Trastevere for local vibes, quaint shops, and beautiful churches.
Free, 2h

7:30pm

Dinner at Da Enzo al 29

Dine in this authentic Roman trattoria in Trastevere serving classic dishes in a warm atmosphere.
EUR35, 1h30m
View Hotel Availability

Day 3: Travel to Cinque Terre

Rome to Cinque Terre, Italy on November 9, 2025

7:00am

Breakfast and check-out

Light breakfast at your Airbnb then prepare for the train journey.
EUR10, 1h

9:00am

Train from Rome to La Spezia

Catch a direct train from Rome Termini to La Spezia Centrale, around 3.5-4 hour trip.
EUR40, 4h

1:30pm

Lunch in La Spezia - Osteria Della Corte

Enjoy fresh Ligurian seafood in La Spezia’s lively center, open 12pm-3pm.
EUR30, 1h

3:00pm

Transfer to Cinque Terre and check-in

Take local train from La Spezia to your chosen Cinque Terre village and settle in your Airbnb.
EUR5, 1h

4:30pm

Explore Vernazza Village

Walk through Vernazza’s colorful streets and enjoy picturesque harbor views.
Free, 2h

7:00pm

Dinner at Belforte Restaurant, Vernazza

Dine with sea views at this cliffside restaurant serving Ligurian specialties.
EUR45, 1h30m
View Hotel Availability

Day 4: Cinque Terre Hiking & Coastal Views

Cinque Terre, Italy on November 10, 2025

7:30am

Breakfast at your Airbnb

Enjoy a leisurely breakfast with local bread and fresh produce.
Included, 1h

8:30am

Hike the Blue Trail (Sentiero Azzurro)

Experience breathtaking coastal views hiking between Monterosso, Vernazza, and Corniglia. The trail opens all day but best to start early before crowds.
EUR7 for park pass, 4h

1:00pm

Lunch at Nessun Dorma, Manarola

Enjoy light fresh dishes and famous pesto focaccia overlooking the sea.
EUR25, 1h

2:30pm

Relax at Corniglia Beach & Village

Explore the only inland village among Cinque Terre’s five and enjoy coastal vistas from above.
Free, 2h

5:00pm

Sunset Aperitivo at Bar Il Porticciolo

Sip spritz cocktails with panoramic harbor views, opens until 8pm.
EUR12, 1h

7:30pm

Dinner at Ristorante Miky, Monterosso

Savor fine Ligurian seafood and local wine in a refined setting.
EUR50, 1h30m
View Hotel Availability

Day 5: Cinque Terre to Florence

Cinque Terre to Florence, Italy on November 11, 2025

7:30am

Breakfast at Airbnb

Start with a quick breakfast before travel.
Included, 30m

8:30am

Train to Florence via La Spezia

Take a train from Cinque Terre to Florence, about 2.5-3 hours total travel time.
EUR35, 3h

12:00pm

Check-in Airbnb and lunch at Trattoria Mario

Famous for hearty Tuscan dishes, Trattoria Mario is ideal for a traditional experience near the Mercato Centrale, open 12pm-3pm.
EUR30, 1h

1:30pm

Visit Uffizi Gallery

Admire Renaissance masterpieces by Botticelli and Leonardo da Vinci. Open 8:15am-6:30pm, pre-book tickets.
EUR30, 3h

5:00pm

Stroll Ponte Vecchio

Visit the iconic medieval bridge with jewelry shops and picturesque views over the Arno River.
Free, 1h

7:00pm

Dinner at La Giostra

Cozy restaurant with authentic Tuscan flavors and romantic ambiance.
EUR50, 1h30m
View Hotel Availability

Day 6: Florence to Venice

Florence to Venice, Italy on November 12, 2025

7:00am

Breakfast at Café Gilli

Historic Florentine café with excellent pastries, opens early at 7:30am.
EUR12, 1h

8:30am

Train to Venice

Fast train from Florence to Venice Santa Lucia, journey approx. 2 hours.
EUR25, 2h

11:00am

Check-in Airbnb and explore St. Mark’s Square

Visit the famous piazza with landmarks like St. Mark’s Basilica and Campanile, open daylight hours.
Free, 2h

1:00pm

Lunch at Trattoria alla Madonna

Enjoy fresh Venetian seafood specialties close to the Grand Canal, open 12pm-3pm.
EUR35, 1h

2:30pm

Gondola Ride

Experience a classic 30-minute gondola ride through Venice’s romantic canals, available 9am-7pm.
EUR80, 0h30m

3:30pm

Visit Doge’s Palace

Explore the historic palace showcasing Venetian Gothic architecture and art, open 9am-7pm.
EUR30, 2h

6:00pm

Aperitivo at Caffè Florian

Historic café in St. Mark’s Square, enjoy evening drinks and light bites.
EUR20, 1h

7:30pm

Dinner at Osteria alle Testiere

Highly rated small Venetian seafood restaurant, booking needed, opens from 7pm.
EUR60, 1h30m
View Hotel Availability

Day 7: Venice Exploration

Venice, Italy on November 13, 2025

8:00am

Breakfast at Pasticceria Tonolo

Famous bakery serving pastries and coffee, opens at 7am.
EUR10, 0h45m

9:00am

Visit Peggy Guggenheim Collection

Modern art museum on the Grand Canal featuring Dali and Picasso, open 10am-6pm.
EUR15, 2h

11:30am

Walk along the Grand Canal and Rialto Bridge

Shop and sightsee along Venice’s main waterway and its historic bridge.
Free, 1h

1:00pm

Lunch at Cantina Do Spade

Traditional Venetian cicchetti plates and local wines, opens 12pm-3pm.
EUR25, 1h

2:30pm

Visit Santa Maria della Salute Basilica

Iconic baroque church with stunning interiors, open 9am-5pm.
Free, 1h

4:00pm

Explore Dorsoduro district

Quieter neighborhood with art galleries, cafes, and charming canals.
Free, 2h

7:00pm

Dinner at Antiche Carampane

Popular seafood spot known for fresh, authentic Venetian dishes, opens 7pm.
EUR55, 1h30m
View Hotel Availability

Day 8: Venice to Milan

Venice to Milan, Italy on November 14, 2025

7:30am

Breakfast at your Airbnb

Light breakfast to start your travel day.
Included, 0h45m

9:00am

Train to Milan

High-speed train from Venice to Milan taking approximately 2 hours.
EUR30, 2h

11:30am

Check in Airbnb and visit Milan Cathedral (Duomo)

Tour the magnificent Gothic cathedral and rooftop terraces, open 9am-7pm.
EUR15, 2h

1:30pm

Lunch at Luini Panzerotti

Try Milan’s famous panzerotti, a delicious fried stuffed pastry, open all day.
EUR10, 0h45m

2:30pm

Visit Galleria Vittorio Emanuele II

Stroll through one of the world’s oldest shopping malls featuring luxury brands and beautiful architecture.
Free, 1h

4:00pm

Explore Sforza Castle

Historic fortress with museums and gardens, open 9am-5:30pm.
EUR10, 2h

7:00pm

Dinner at Ristorante Nabucco

Enjoy traditional Milanese dishes in the lively Brera district, open from 7pm.
EUR45, 1h30m
View Hotel Availability

Day 9: Fashion & Art

Milan, Italy on November 15, 2025

8:00am

Breakfast at Pavé

Trendy café known for quality coffee and pastries, opens at 7:30am.
EUR12, 1h

9:30am

Pinacoteca di Brera

Visit Milan’s premier art gallery featuring Renaissance masterpieces, open 8:30am-7:15pm.
EUR15, 2h

12:00pm

Lunch at Eataly Smeraldo

Enjoy a variety of Italian gourmet foods in a market-style setting, open 10am-11pm.
EUR30, 1h

1:30pm

Shopping in Quadrilatero della Moda

Explore Milan’s upscale fashion district with boutiques from top designers.
Free, 3h

5:00pm

Coffee break at Marchesi 1824

Historic pastry shop and café perfect for a mid-afternoon pause.
EUR10, 1h

7:30pm

Dinner at Trattoria Milanese

Classic Milanese cuisine with specialties like Risotto alla Milanese, opens 7pm.
EUR40, 1h30m
View Hotel Availability

Day 10: Lake Como Day Trip

Milan & Lake Como, Italy on November 16, 2025

7:00am

Early breakfast at Airbnb

Prepare for a full day trip with a quick breakfast.
Included, 0h30m

7:30am

Train to Lake Como (Como city)

Travel 1 hour by train from Milan to Como for lake explorations.
EUR10, 1h

9:00am

Boat tour of Lake Como

Enjoy a 2-3 hour boat trip visiting lakeside towns like Bellagio and Varenna.
EUR25, 3h

12:30pm

Lunch in Bellagio at Ristorante Silvio

Lakeside dining with fresh fish and Italian classics, opens 12pm-3pm.
EUR40, 1h

2:00pm

Walk Bellagio Gardens and Town

Stroll the charming streets and beautiful gardens like Villa Melzi.
EUR10, 2h

4:30pm

Return train to Milan

Travel back to Milan to rest and prepare for dinner.
EUR10, 1h

7:30pm

Dinner at Ristorante Cracco

Refined gourmet dining experience near Duomo, booking required, opens 7pm.
EUR80, 2h
View Hotel Availability

Day 11: Departure Preparation

Milan, Italy on November 17, 2025

8:00am

Breakfast at Panificio Pattini

Local bakery with fresh breads and coffee, opens at 7am.
EUR8, 1h

9:30am

Visit Leonardo da Vinci’s Last Supper (Cenacolo Vinciano)

Reserve tickets in advance to see this iconic mural, open 8:15am-7pm.
EUR15, 1h

11:00am

Last minute shopping or relax

Spend your time at Galleria or local cafés to savor final moments in Milan.
Varies, 3h

2:00pm

Return to Airbnb and pack

Prepare your luggage for the journey back to Singapore.
Free, 2h

6:00pm

Farewell dinner at Giacomo Arengario

Enjoy Milanese cuisine with a view of the Duomo for a memorable last dinner.
EUR60, 2h
View Hotel Availability