14-Day Italy City Hopping Itinerary with Extended Pisa Stay: Rome, Florence, Pisa, Venice & Milan

Day 1: Flight to Rome & Ancient Rome

Munich to Rome, Italy on June 24, 2025

7:00am

Flight to Rome

Depart from Munich Airport to Rome Fiumicino. Flight lasts approximately 1h45m.
EUR120, 1h45m

9:30am

Arrive and transfer to hotel

Take a taxi or Leonardo Express train to your hotel in central Rome.
EUR15, 1h0m

10:30am

Check in at Hotel Artemide

Comfortable four-star hotel in Rome city center with great access to sites.
EUR180 per night, 1h0m

11:30am

Colosseum Visit

Tour the iconic Colosseum, a must-see ancient amphitheater representing Rome's history.
EUR16, 2h0m

2:00pm

Lunch at Ristorante Aroma

Enjoy lunch with a Colosseum view, open until 3pm.
EUR30, 1h0m

3:30pm

Roman Forum and Palatine Hill

Explore ancient Roman ruins just outside the Colosseum.
EUR16, 2h0m

6:00pm

Relax at hotel or walk nearby

Prepare for an evening stroll or enjoy the hotel amenities.
Included, 1h0m

7:30pm

Dinner at Trattoria da Enzo al 29

Enjoy Roman home cooking in cozy Trastevere; dinner served till 11pm.
EUR25, 1h30m

Day 2: Vatican & Rome Exploration

Rome, Italy on June 25, 2025

8:30am

Breakfast at Roscioli Caffè

Start with coffee and pastries, open from 7am.
EUR8, 0h30m

9:00am

Vatican Museums & Sistine Chapel

Admire Michelangelo’s Sistine Chapel and vast collections; book tickets ahead.
EUR25, 3h0m

12:30pm

St. Peter’s Basilica

Visit the majestic basilica and optionally climb dome; open until 7pm.
Free (EUR10 for dome climb), 1h30m

2:00pm

Lunch at Pizzarium Bonci

Sample gourmet Roman pizza by the slice near Vatican; open to 6pm.
EUR12, 0h45m

3:00pm

Castel Sant'Angelo

Tour this fortress and enjoy Tiber views; open until 7pm.
EUR15, 1h30m

5:00pm

Free time or explore Piazza Navona

Relax at the lively square or nearby gelaterias.
Free, 2h0m

7:30pm

Dinner at Osteria Fernanda

Contemporary Roman cuisine in a stylish setting; open until 11pm.
EUR35, 1h30m

Day 3: Train to Florence, City Intro

Rome to Florence, Italy on June 26, 2025

7:30am

Breakfast at hotel

Enjoy espresso and pastry.
EUR8, 0h30m

9:00am

Train to Florence

High-speed train from Rome Termini to Florence Santa Maria Novella in 1h30m.
EUR45, 1h30m

11:00am

Check-in Hotel L'Orologio

Boutique hotel overlooking the Arno River near Ponte Vecchio.
EUR160 per night, 1h0m

12:30pm

Lunch at Trattoria Mario

Traditional Tuscan dishes in a lively setting; open till 3pm on weekdays.
EUR20, 1h0m

2:00pm

Florence Cathedral & Baptistery

Visit the Duomo complex including dome climb and baptistery; open till 7pm.
EUR18, 2h0m

4:30pm

Ponte Vecchio

Walk the historic bridge and browse the artisan shops.
Free, 1h0m

7:00pm

Dinner at La Giostra

Romantic Tuscan cuisine in a unique atmosphere; open till 10:30pm.
EUR40, 1h30m

Day 4: Florence Arts & Markets

Florence, Italy on June 27, 2025

8:30am

Breakfast at Caffè Gilli

Elegant historic café with pastries, open from 7am.
EUR10, 0h45m

9:30am

Uffizi Gallery

Home to Renaissance masterpieces by Botticelli & da Vinci; open until 6:30pm.
EUR20, 3h0m

1:00pm

Lunch at Mercato Centrale

Casual Italian food court with many options; open until midnight.
EUR15, 1h0m

2:30pm

Accademia Gallery

See Michelangelo’s David and other sculptures; open until 6:45pm.
EUR16, 1h30m

4:30pm

Boboli Gardens

Explore formal Renaissance gardens behind the Pitti Palace, open until 7pm.
EUR10, 1h30m

7:00pm

Dinner at Trattoria 4 Leoni

Traditional Tuscan dishes in San Frediano district, open till 11pm.
EUR30, 1h30m

Day 5: Day Trip to Pisa Extended

Florence and Pisa, Italy on June 28, 2025

7:30am

Breakfast at hotel

Enjoy a light breakfast before travel.
EUR8, 0h30m

8:30am

Train to Pisa

One-hour direct train from Florence to Pisa.
EUR8, 1h0m

9:45am

Leaning Tower of Pisa

Visit and climb the famous Leaning Tower; open 9am-8pm.
EUR20, 1h0m

11:00am

Piazza dei Miracoli Complex

Visit Pisa Cathedral, Baptistery, and Camposanto Monumentale with combined ticket.
EUR18, 1h30m

12:30pm

Lunch at Ristorante alle Bandierine

Enjoy seafood and Tuscan specialties, open until 3pm.
EUR25, 1h0m

2:00pm

Explore Pisa Old Town & Borgo Stretto

Wander charming streets, visit shops and cafes.
Free, 3h0m

5:30pm

Sunset walk along Arno River

Enjoy picturesque riverside views as the sun sets.
Free, 1h0m

7:00pm

Dinner at Il Peperoncino

Cozy restaurant offering Tuscan specialties until 10pm.
EUR30, 1h30m

8:45pm

Train back to Florence

Catch an evening train returning to Florence, about 1 hour.
EUR8, 1h0m

Day 6: Travel Florence to Venice

Florence to Venice, Italy on June 29, 2025

7:30am

Breakfast at hotel

Quick breakfast before departure.
EUR8, 0h30m

9:00am

Train to Venice

High-speed train to Venice Santa Lucia, about 2 hours.
EUR50, 2h0m

11:30am

Check-in at Hotel Danieli

Iconic luxury hotel near St. Mark’s Square.
EUR280 per night, 1h0m

12:30pm

Lunch at Osteria alle Testiere

Fresh Venetian seafood in intimate atmosphere; open till 3pm.
EUR40, 1h0m

2:00pm

St. Mark’s Basilica & Square

Visit the ornate basilica and enjoy the famous piazza, basilica open until 5pm.
Free, 1h30m

3:45pm

Doge’s Palace

Tour the former Venetian seat of power; open until 7pm.
EUR25, 1h30m

6:00pm

Gondola Ride

Relax with a classic gondola ride through Venice’s famous canals.
EUR80 per gondola, 0h40m

7:30pm

Dinner at Ristorante Quadri

Gourmet Venetian dining overlooking St. Mark’s Square; open until 11pm.
EUR60, 1h30m

Day 7: Venice Museums & Canals

Venice, Italy on June 30, 2025

8:00am

Breakfast at Pasticceria Rosa Salva

Venetian pastries and coffee in a historic café; opens at 7am.
EUR8, 0h45m

9:00am

Peggy Guggenheim Collection

Modern art museum in a palazzo on the Grand Canal; open 10am to 6pm.
EUR15, 2h0m

11:30am

Rialto Bridge & Market

Stroll across the iconic bridge and browse the lively market nearby.
Free, 1h0m

12:30pm

Lunch at Antiche Carampane

Traditional Venetian seafood restaurant, open until 3pm.
EUR35, 1h0m

2:00pm

Explore Cannaregio District

Uncover quieter canals and authentic Venetian life; great for wandering.
Free, 2h0m

5:00pm

Aperitivo near Grand Canal

Enjoy an evening drink with scenic views.
EUR12, 1h0m

7:00pm

Dinner at Osteria Enoteca Ai Artisti

Welcoming spot for Venetian specialties and fine wine; open till 11pm.
EUR40, 1h30m

Day 8: More Venice & Travel to Milan

Venice, Italy to Milan, Italy on July 1, 2025

8:00am

Breakfast at hotel

Light breakfast before morning exploration.
Included, 0h30m

9:00am

Visit Murano Island

See world-famous glass-making workshops and shops; ferry service starts early.
EUR20 round trip ferry, 3h0m

12:30pm

Lunch at Venissa (Murano)

Enjoy lunch with locally sourced ingredients at Murano vineyard restaurant.
EUR50, 1h0m

2:00pm

Return to Venice and depart to Milan

Ferry and train journey to Milan; train approx. 2h30m.
EUR50, 3h0m

5:00pm

Check-in at Hotel Spadari al Duomo

Stylish boutique hotel near Milan Cathedral.
EUR200 per night, 1h0m

7:00pm

Dinner at Ristorante Nabucco

Traditional Milanese cuisine in Brera district; open until 11pm.
EUR40, 1h30m

Day 9: Milan Highlights & Departure

Milan, Italy on July 2, 2025

8:00am

Breakfast at Pasticceria Marchesi

Reputed pastry shop with excellent coffee.
EUR10, 0h45m

9:00am

View The Last Supper at Santa Maria delle Grazie

Timed 15-minute viewing of Leonardo da Vinci’s masterpiece; advanced ticket required.
EUR15, 0h45m

10:00am

Pinacoteca di Brera

Explore Milan’s top gallery of Renaissance and Baroque art; open 8:30am-7:15pm.
EUR12, 2h0m

12:30pm

Lunch at Paper Moon

Upscale Italian dining near art gallery open until 3pm.
EUR35, 1h0m

2:00pm

Leisurely walk or shopping

Stroll Quadrilatero della Moda or relax in nearby parks before heading to airport.
Free, 2h0m

5:00pm

Transfer to Milan Airport

Leave hotel to reach airport for flight back to Munich.
EUR20 for transport, 1h30m

7:30pm

Flight to Munich

Evening flight back to Munich, around 1h30m duration.
EUR120, 1h30m