5-Day Family-Friendly Italy Itinerary: Rome, Milan & Florence

Day 1: Explore Rome

Rome, Italy on May 10, 2025

9:00AM

Colosseum Visit

Start your Roman adventure by exploring the iconic Colosseum, imagining the gladiatorial contests that once took place.
Take Metro Line B to the Colosseo station.
EUR 18, 2 hours

11:30AM

Roman Forum

Stroll through the Roman Forum, witnessing the ruins of ancient temples and government buildings that are steeped in history.
Walk from the Colosseum, about 15 minutes.
Included with Colosseum ticket, 1.5 hours

1:00PM

Lunch at Pizzeria Ai Marmi

Enjoy a delicious Roman-style pizza at this popular local eatery known for its wood-fired pies.
Take a taxi (or walk) to Piazza Ippolito Nievo.
EUR 50, 1 hour

2:30PM

Vatican Museums & Sistine Chapel

Marvel at the breathtaking art in the Vatican Museums, culminating your visit with the magnificent Sistine Chapel ceiling by Michelangelo.
Take the Metro Line A to Ottaviano station.
EUR 30, 2 hours

5:00PM

St. Peter's Basilica

Conclude your first day by visiting St. Peter's Basilica, where you can climb the dome for panoramic views of the city.
Short walk from the Vatican.
FREE (optional dome climb: EUR 10), 1.5 hours

7:30PM

Dinner at Ristorante Aroma

Enjoy dinner with a view of the Colosseum at Aroma, offering traditional Italian cuisine and a sunset to remember.
Take a taxi back to the Colosseum area.
EUR 100, 2 hours
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Day 2: Rome Adventures

Rome, Italy on May 11, 2025

8:00AM

Breakfast at Antico Caffè Greco

Start your day with a traditional Italian breakfast of espresso and cornetto in this historic café.
Walk to the café from your hotel.
EUR 15, 1 hour

9:30AM

Galleria Borghese

Visit the stunning Galleria Borghese, home to masterpieces by Caravaggio, Raphael, and Bernini.
Take a bus or walk to Villa Borghese.
EUR 20 (reservation required), 2 hours

12:00PM

Lunch at Trattoria Da Enzo

Savor traditional Roman pasta dishes like Cacio e Pepe at this beloved trattoria.
Take a taxi or tram to Trastevere.
EUR 60, 1 hour

1:30PM

Explore Trastevere

Wander through the charming cobblestone streets of Trastevere, soaking in the vibrant atmosphere of this lively neighborhood.
Explore on foot.
FREE, 2 hours

4:00PM

Visit the Pantheon

Marvel at the architectural wonder of the Pantheon, one of the best-preserved ancient buildings in Rome.
Walk to the Pantheon from Trastevere.
FREE, 1 hour

6:00PM

Dinner at Osteria La Ginestra

Indulge in a home-cooked meal at this charming osteria, where you’ll taste classic Roman flavors.
Take a taxi to the osteria.
EUR 80, 1.5 hours
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Day 3: Florence Dreaming

Florence, Italy on May 12, 2025

7:00AM

Breakfast at your hotel

Enjoy a hearty breakfast at your hotel before departing for Florence.
Check out and head to the train station.
Included, 1 hour

8:00AM

Train to Florence

Take a scenic train ride to Florence, experiencing the beautiful Tuscan countryside.
Travel via train from Roma Termini to Firenze Santa Maria Novella.
EUR 50, 1.5 hours

9:30AM

Visit the Uffizi Gallery

Start your time in Florence with a guided tour of the Uffizi Gallery, home to masterpieces like Botticelli's 'The Birth of Venus'.
Walk to the gallery from the train station.
EUR 30, 2 hours

12:00PM

Lunch at All' Antico Vinaio

Savor the most famous schiacciata sandwich in Florence at this popular spot.
Walk from Uffizi to the restaurant.
EUR 30, 1 hour

1:30PM

Ponte Vecchio & Boboli Gardens

Stroll across the legendary Ponte Vecchio and explore the vast Boboli Gardens for stunning views of Florence.
Walk to the gardens from the bridge.
EUR 10, 2 hours

4:00PM

Visit Florence Cathedral

Marvel at the stunning architecture of the Florence Cathedral and climb the dome for an unforgettable view.
Short walk from the gardens.
EUR 20, 1.5 hours

6:00PM

Dinner at Trattoria Mario

End your day with a delicious meal at Trattoria Mario, known for its Tuscan specialties.
Walk back towards the Mercado Centrale.
EUR 70, 2 hours
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Day 4: Marvels of Milan

Milan, Italy on May 13, 2025

7:00AM

Breakfast at your hotel

Fuel up with a delightful Italian breakfast at your hotel before heading to Milan.
Check out and head to the train station.
Included, 1 hour

8:00AM

Train to Milan

Catch an early train to Milan, where fashion meets history.
Travel via train from Firenze Santa Maria Novella to Milano Centrale.
EUR 50, 2 hours

10:00AM

Visit the Duomo di Milano

Explore the magnificent Duomo and climb to the rooftop for breathtaking views of the city.
Short walk from the train station.
EUR 15, 2 hours

12:30PM

Lunch at Luini Panzerotti

Grab a delicious panzerotto from this famous eatery, perfect for a midday snack.
Walk to Luini near the Duomo.
EUR 20, 1 hour

2:00PM

Visit Castello Sforzesco

Explore the Sforza Castle, dive into its museums, and stroll through Sempione Park.
Walk from Luini to the castle.
EUR 10, 2 hours

4:30PM

Shopping in Galleria Vittorio Emanuele II

Stroll through Milan's famous shopping gallery and indulge in some retail therapy or enjoy a gelato.
Short walk from the castle.
Variable, 1.5 hours

6:00PM

Dinner at Ristorante Spontini

Savor a slice of Milan's famous pizza at Ristorante Spontini, known for its delicious offerings.
Take a tram or walk back toward the Duomo.
EUR 60, 1.5 hours
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Day 5: Journey to Venice

Venice, Italy on May 14, 2025

7:30AM

Breakfast at your hotel

Enjoy one last Italian breakfast before checking out and heading to Venice.
Check out of the hotel and head to the train station.
Included, 1 hour

8:30AM

Train to Venice

Take a scenic train ride to Venice, arriving ready to explore its picturesque canals.
Travel via train from Milano Centrale to Venezia Santa Lucia.
EUR 50, 2.5 hours

11:00AM

Gondola Ride

Kick off your time in Venice with a traditional gondola ride through the enchanting canals.
Book your gondola ride near the Grand Canal.
EUR 80, 30 minutes

12:00PM

Lunch at Osteria Al Portego

Relish local Venetian cuisine at this cozy osteria known for its cicchetti (small snacks).
Walk from the gondola stop.
EUR 60, 1 hour

1:30PM

St. Mark's Basilica

Visit the breathtaking St. Mark's Basilica and soak in its stunning architecture and mosaics.
Walk to the basilica from the restaurant.
FREE, 1.5 hours

3:00PM

Doge's Palace

Tour the historic Doge's Palace, learning about Venice’s rich history.
Short walk from St. Mark's Basilica.
EUR 25, 1.5 hours

5:00PM

Dinner at Ristorante Da IVO

Finish your Italian adventure with a sumptuous dinner at Ristorante Da IVO along the canal.
Walk to the restaurant from Doge's Palace.
EUR 120, 2 hours
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