10-Day Italy City-Hopping Adventure: Rome, Florence, Pisa, Venice, and Milan

Day 1: Arrival and Ancient Rome

Rome, Italy on June 24, 2025

8:00am

Breakfast at Roscioli Caffè

Start your day with an authentic Italian espresso and fresh pastries at Roscioli Caffè, located centrally near Campo de' Fiori.
EUR10, 1h0m

9:30am

Colosseum and Roman Forum Tour

Explore the iconic Colosseum and the ruins of the Roman Forum to immerse yourself in ancient Roman history. Book tickets in advance to skip the lines.
EUR18, 3h0m

1:00pm

Lunch at Trattoria Vecchia Roma

Enjoy classic Roman dishes like Cacio e Pepe or Carbonara in this beloved trattoria near the Colosseum.
EUR25, 1h30m

3:00pm

Pantheon and Piazza Navona Walk

Visit the Pantheon, an ancient Roman temple turned church, and then stroll to Piazza Navona to admire Baroque fountains and street artists.
Free, 2h0m

7:30pm

Dinner at Osteria del Sostegno

Dine on refined Roman cuisine in this cozy Osteria close to Piazza Navona, with specialties including Roman-style artichokes.
EUR35, 1h30m
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Day 2: Vatican and Classic Rome

Rome, Italy on June 25, 2025

7:30am

Breakfast at Pasticceria Regoli

Taste artisanal pastries and cappuccino at this historic bakery before the day's adventures.
EUR8, 1h0m

9:00am

Vatican Museums and Sistine Chapel

Discover world-famous art, including Michelangelo’s Sistine Chapel ceiling. Tickets must be booked ahead for early morning entry.
EUR30, 3h0m

1:00pm

Lunch at Borgo Pio Trattoria

Enjoy fresh pasta and seafood dishes at this trattoria near Vatican City.
EUR28, 1h30m

3:00pm

St. Peter's Basilica and Square

Visit the world’s largest church and climb to the dome for panoramic views of Rome (open until 6:00pm).
EUR10, 2h0m

7:00pm

Dinner at La Pergola

Treat yourself to Michelin-starred fine dining with stunning city views (book well in advance).
From EUR150, 2h0m
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Day 3: Baroque Rome and Trastevere

Rome, Italy on June 26, 2025

8:00am

Breakfast at Café Greco

Sip a coffee in one of Rome's oldest cafés, known for its artistic clientele and history.
EUR10, 1h0m

9:30am

Trevi Fountain and Spanish Steps

Visit two of Rome's most famous landmarks early to avoid crowds and admire impressive architecture and sculptures.
Free, 2h0m

12:00pm

Lunch at Roscioli

Indulge in a gourmet lunch featuring traditional recipes with a contemporary touch, near Campo de' Fiori.
EUR30, 1h30m

2:30pm

Explore Trastevere Neighborhood

Wander cobbled streets filled with vibrant eateries, artisan shops, and medieval churches. Ideal for late afternoon relaxation.
Free, 3h0m

7:00pm

Dinner at Da Enzo al 29

Experience authentic Roman cuisine in a rustic trattoria well-loved by locals in Trastevere.
EUR25, 1h30m
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Day 4: To Florence

Rome to Florence, Italy on June 27, 2025

7:30am

Breakfast at hotel or nearby café

Grab a quick Italian breakfast with coffee and cornetto to start your travel day.
EUR7, 0h45m

8:30am

Train from Rome to Florence

Take a high-speed train from Rome Termini to Florence Santa Maria Novella (approx 1.5h). Book tickets in advance for best prices.
EUR40, 1h30m

10:30am

Check-in and settle in Florence accommodation

Take some time to relax and refresh after your journey.
Included in lodging, 1h0m

12:00pm

Lunch at Trattoria Mario

Enjoy traditional Tuscan food in a bustling, friendly setting popular with locals and tourists alike.
EUR20, 1h0m

1:30pm

Visit Florence Cathedral (Duomo) & Baptistery

Admire incredible Renaissance architecture and climb the dome for breathtaking city views (open 10am-5pm).
EUR20 (combined ticket), 2h30m

4:30pm

Walk along Ponte Vecchio and explore artisan shops

Enjoy the lively atmosphere on Florence’s historic bridge lined with jewelry and souvenir shops.
Free, 1h0m

7:00pm

Dinner at Osteria Vini e Vecchi Sapori

Savor Tuscan specialties in this cozy hidden gem loved for its warm atmosphere and excellent wine selection.
EUR30, 1h30m
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Day 5: Day Trip to Pisa

Florence and Pisa, Italy on June 28, 2025

7:30am

Breakfast at Ditta Artigianale

Relish gourmet coffee and light pastries before heading out for your day trip.
EUR10, 1h0m

8:45am

Train from Florence to Pisa

Take the regional train to Pisa, about 1 hour each way; tickets can be bought on arrival or online.
EUR10 round-trip, 1h0m

10:00am

Visit Leaning Tower of Pisa and Piazza dei Miracoli

Climb the Leaning Tower and explore the Cathedral and Baptistery in this famous UNESCO site (open 9am-8pm).
EUR20 (Tower climb ticket), 2h0m

12:30pm

Lunch at La Pergoletta

Dine on authentic Tuscan dishes just a short walk from the tower, known for its fresh pasta and seafood.
EUR25, 1h30m

2:30pm

Return train to Florence

Relax on your train ride back to Florence.
Included in round-trip fare, 1h0m

4:00pm

Visit Uffizi Gallery

Explore one of the world’s greatest art museums housing masterpieces by Botticelli and da Vinci (open 8:15am-6:50pm). Book tickets ahead.
EUR25, 2h0m

7:00pm

Dinner at La Giostra

Enjoy romantic ambiance and hearty Tuscan cuisine in this popular restaurant near the historic center.
EUR40, 1h30m
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Day 6: Florence Art and History

Florence, Italy on June 29, 2025

8:00am

Breakfast at Le Vespe Café

Start your day with quality coffee and pastries in this trendy café near Piazza Santa Croce.
EUR10, 1h0m

9:30am

Accademia Gallery

Visit the museum home to Michelangelo’s David sculpture and renaissance masterpieces (open 8:15am-6:50pm).
EUR20, 2h0m

12:00pm

Lunch at Trattoria Sabatino

Simple and delicious local dishes served in a traditional setting near the Accademia.
EUR20, 1h0m

2:00pm

Boboli Gardens and Pitti Palace

Explore the beautiful Boboli Gardens for a relaxing afternoon and visit the nearby Pitti Palace (gardens open until 7pm).
EUR20, 3h0m

7:30pm

Dinner at Il Latini

Enjoy a lively atmosphere and traditional Tuscan menu at one of Florence’s most iconic restaurants.
EUR35, 1h30m
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Day 7: To Venice

Florence to Venice, Italy on June 30, 2025

7:00am

Breakfast at hotel or nearby café

Have a light breakfast to prepare for your train journey.
EUR7, 0h45m

8:00am

Train from Florence to Venice

Take the high-speed train to Venice Santa Lucia station (approx 2h).
EUR50, 2h0m

10:15am

Check-in and relax in Venice accommodation

Settle into your hotel and prepare for exploring Venice.
Included in lodging, 1h0m

11:30am

St. Mark's Basilica and Square

Visit the stunning basilica and enjoy the vibrant atmosphere of the piazza (basilica open 9:30am-5pm).
Free (some interior areas charge EUR5), 2h0m

1:30pm

Lunch at Osteria alle Testiere

Savor fresh Venetian seafood dishes at this small, popular osteria.
EUR40, 1h30m

3:30pm

Doge’s Palace Tour

Explore the rich history of Venetian rulers at this unique and ornate palace (open 9am to 7pm).
EUR25, 2h0m

6:00pm

Gondola Ride

Experience a classic gondola ride through Venice's canals during late afternoon for beautiful light and ambiance.
EUR80, 0h30m

7:30pm

Dinner at Trattoria Antiche Carampane

Dine on authentic Venetian cuisine away from the main tourist routes.
EUR45, 1h30m
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Day 8: Venice Exploration

Venice, Italy on July 1, 2025

8:00am

Breakfast at Pasticceria Tonolo

Enjoy Venetian pastries and coffee at one of Venice’s most famous bakeries.
EUR10, 1h0m

9:00am

Explore Rialto Market and Rialto Bridge

Visit the bustling food market and enjoy views from the iconic Renaissance bridge.
Free, 2h0m

11:30am

Ca’ Rezzonico Museum

Tour this beautiful Baroque palace showcasing Venetian art and lifestyle (open 10am-6pm).
EUR15, 1h30m

1:00pm

Lunch at All’Arco

Grab a casual lunch featuring Venetian cicchetti, small plates ideal for sharing.
EUR20, 1h0m

2:30pm

Visit Peggy Guggenheim Collection

Discover modern art masterpieces in this unique museum located on the Grand Canal (open 10am-6pm).
EUR16, 2h0m

6:30pm

Sunset walk along the Grand Canal

Stroll along the picturesque canal for charming views and atmosphere.
Free, 1h0m

8:00pm

Dinner at Ristorante Quadri

Experience upscale Venetian dining with views overlooking St. Mark’s Square.
EUR70, 2h0m
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Day 9: To Milan

Venice to Milan, Italy on July 2, 2025

7:00am

Breakfast at hotel or nearby café

Have a quick breakfast before heading to the train station.
EUR7, 0h45m

8:00am

Train from Venice to Milan

Take a high-speed train from Venice Santa Lucia to Milan Centrale (approx 2h30m).
EUR50, 2h30m

10:30am

Check-in and relax at Milan accommodation

Settle into your room and rest before sightseeing.
Included in lodging, 1h0m

11:30am

Visit Milan Cathedral (Duomo) & rooftop

Explore Milan’s iconic Gothic cathedral and enjoy panoramic views from its rooftop terrace (open 9am-7pm).
EUR15, 2h0m

1:30pm

Lunch at Luini Panzerotti

Taste famous Milanese panzerotti, a delicious street food near the Duomo.
EUR10, 0h45m

3:00pm

Explore Galleria Vittorio Emanuele II

Stroll through this elegant 19th-century shopping arcade with luxury shops and cafes.
Free, 1h0m

4:30pm

Visit Sforza Castle

Discover the historic fortress and its museums set within peaceful park grounds (open 7am-7:30pm).
EUR10, 2h0m

7:00pm

Dinner at Ristorante Nabucco

Dine in the Brera district on classic Milanese cuisine in a charming atmosphere.
EUR40, 1h30m
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Day 10: Art and Departure

Milan, Italy on July 3, 2025

7:30am

Breakfast at Pavé

Enjoy artisanal baked goods and excellent coffee at this trendy Milan café.
EUR10, 1h0m

9:00am

Visit The Last Supper by Leonardo da Vinci

Book well in advance to see this world-renowned masterpiece at Santa Maria delle Grazie (entry timed slots).
EUR15, 1h0m

11:00am

Walk around Brera District

Enjoy browsing art galleries, boutiques, and relaxed cafes in this artistic neighborhood.
Free, 2h0m

1:00pm

Lunch at Ratanà

Savor contemporary Milanese dishes in a stylish setting within the Isola district.
EUR35, 1h30m

3:30pm

Prepare for departure

Return to your hotel, collect luggage, and head to Milan airport for your flight back to Munich or Memmingen.
Transportation cost varies, Varies
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