14-Day Best of Italy Family Journey

14-Day Best of Italy Family Journey

This 14-day family trip allows you to explore Italy's most iconic destinations with your family. Start at Rome's Colosseum, explore Renaissance art in Florence, glide through Venice's canals, and enjoy the beauty of Lake Como in Milana journey to last a lifetime.

This itinerary is crafted for families and can be customized to your interests and schedule.

  • Days:14±
  • Best for:Multigenerational families
  • Best time:Apr.-Jul./ Sep.- Oct.
  • Departure date:up to you
  • Sample price:US$6,439 each (2 per room)

Brief Itinerary for Best of Italy Family Journey Tour

Day Highlights
Day 1 Rome Arrival
Day 2 Rome | Uncover the Vatican and Rome's Secrets
Day 3 Rome | Walk Through the Beautiful Piazzas
Day 4 Rome - Florence | Journey Through the Heart of Italy
Day 5 Florence | Wander Through the Heart of Florence
Day 6 Florence | Explore the Art Galleries
Day 7 Florence | Hike in Green Hills
Day 8 Florence - Venice | A Change of Scenery
Day 9 Venice | Admire Venice's Beauty on a Gondola
Day 10 Venice | Explore Venice Lagoon Islands
Day 11 Venice - Milan | Shift to the Fashion Capital
Day 12 Milan | Wander Through Milan's Highlights
Day 13 Lake Como | Discover Its Enchanting Gems
Day 14 Milan | Departure
This itinerary caters to multigenerational families, creating your ideal Italian adventure. Please feel free to contact me for expert help planning your dream getaway.
Highlights Travel's travel expert
  • Monica Mo
  • 8 years of travel advisor experience
  • Has helped 5,000+ clients

Tour Highlights

Here are the awesome attractions, the most must-do activities selected by Highlights Travel (HT Hand-Picked), and exclusive cultural experiences offered by Highlights Travel (Only With HT) included in this tour:

Embark on a private hiking adventure through Tuscany's hills.

The antique walls of Florence city seen from Michelangelo Square

Witness the mesmerizing artistry of glassblowing on Murano.

glass blowing on Murano Island

Explore Lake Como's heart for nature's beauty and fresh air.

lake como

Learn making classic Italian pizza and gelato from a master.

two kids in the cooking Class, Rome, Italy

Glide through Venice's canals on a gondola, a journey into history.

Venice Gondola Pier

Explore Milan with your guide and priority entrance to the Duomo.

the Milan Duomo Cathedral

Unveil the Colosseum's secrets with fast-track entry and a guide.

The Colosseum

Discover Vatican Museums' vast galleries with priority access.

the Vatican Museums

Explore Renaissance secrets in Florence's vibrant piazzas and the Uffizi.

The Birth of Venus, Uffizi Museum

Immerse yourself in Renaissance artistry in front of David.

Statue of David in Accademia Gallery

See the Last Supper up close and uncover its secrets.

The Last Supper by Leonardo da Vinci

Journey Map (Suggested Route)

Rome, Florence, Venice and Milan Tour Map

Suggested Itinerary for Inspiration

Your preferences design the real journey. We're ready to create a wonderful tour for you.

Day 1
Rome Arrival
  • Welcome to the Eternal City—Rome!
  • Relax in your private transfer to your Rome hotel from Fiumicino Airport.
the driver meet clients in the airport
the driver meet clients in the airport
Day 2
Rome | Uncover the Vatican and Rome's Secrets
  • Your private driver greets you and whisks you away to the Vatican, where your expert guide awaits for a 7-hour Vatican and Ancient Rome Discover tour.
  • Lose yourself in the grandeur of the Vatican Museums, where artistic masterpieces like Laocoon and Apollo captivate your senses. Let the intricate frescoes and sparkling gems of the Gallery of Maps and Gallery of the Candelabra dazzle your senses.
  • Be awestruck by the Sistine Chapel and feel the weight of Michelangelo's genius as "The Creation of Adam" sweeps across the ceiling.
  • Following your Colosseum exploration, your private transfer whisks you back to the heart of the Eternal City.
  • Step into the Colosseum's hallowed arena, where epic battles unfolded, and feel the echoes of gladiators still resonating in the air.
  • Journey to the Arch of Constantine, a triumphal testament to Roman power. Delve into the vibrant history of the Roman Forum as you wander across the verdant slopes of Palatine Hill.
  • Conclude your day with a comfortable transfer back to your hotel.
The Colosseum in Rome
The Colosseum in Rome
Day 3
Rome | Walk Through the Beautiful Piazzas
  • Embark on a captivating 3-hour walking odyssey through the most beautiful piazzas in Rome, led by your expert guide.
  • Meet your professional guide at Piazza San Pantaleo and stroll to admire the majestic Bernini fountains in Piazza Barberini.
  • Delve into the secrets of the Trevi Fountain and explore the Michelangelo-influenced Piazzale del Campidoglio on Capitoline Hill.
  • Pass by Piazza Mattei in the Jewish Ghetto and look at the iconic Turtle Fountain.
  • Let the captivating hum of Campo de Fiori draw you into its bustling market before unraveling the artistic threads woven within the majestic fountains of Piazza Navona.
  • Conclude your artistic adventure with a stroll back to your hotel.
Trevi Fountain
Trevi Fountain
Day 4
Rome - Florence | Journey Through the Heart of Italy
  • Explore Rome freely before your private transfer to Termini Station for the fast train to Florence.
  • Welcome & transfer to your hotel await you upon arrival at S.M. Novella Station.
  • Enjoy the rest of the day exploring Florence at your own pace.
High speed train in Italy
High speed train in Italy
Day 5
Florence | Wander Through the Heart of Florence
  • Meet your local Florentine expert at your hotel and embark on a 3-hour journey through time.
  • Explore the Piazza della Signoria, marvel at the majestic Palazzo Vecchio and the incredible statues at the Loggia dei Lanzi.
  • Stroll through the Ponte Vecchio, the oldest and most picturesque bridge in Florence, and then discover the sublime secret of the Vasari Corridor.
  • Experience the beauty of Duomo Square, including the Cathedral, Baptistery, Giotto's Bell Tower, and Brunelleschi's Cupola.
  • Enjoy a break! Explore the city at your leisure, or relax at the hotel until the 3-hour Pizza and Gelato Making Class (Small Group) begins.
  • Learn pizza-making magic from a professional chef, mastering dough stretching and crafting the perfect light sauce.
  • Uncover the science behind gelato as you explore fresh ingredients and witness the transformation into creamy perfection.
  • Enjoy what you cooked before a walk back to your hotel.
Piazza della Signoria
Piazza della Signoria
Day 6
Florence | Explore the Art Galleries
  • Uncover the secrets and curiosities of the Accademia Gallery and Uffizi Gallery in a 4-hour private tour.
  • Skip the queues at the Accademia Gallery and explore Michelangelo's iconic David, gazing in awe at its intricate details.
  • Prepare to be dazzled by the Uffizi Gallery, home to masterpieces by Giotto, Masaccio, Botticelli, Leonardo da Vinci, and Michelangelo.
  • After delving into Renaissance masterpieces, return to your hotel with lingering inspiration.
the Tondo Doni inside of Uffizi Gallery
the Tondo Doni inside of Uffizi Gallery
Day 7
Florence | Hike in Green Hills
  • Meet your expert guide at your hotel and enjoy a 4-hour hike tour from Florence to Pian dei Giullari.
  • Hike to Piazzale Michelangelo, one of the best panoramic spots to view Florence.
  • Capture a photo of the newly restored fountain, ' Le Rampe,' constructed by architect Giuseppe Poggi between 1872 and 1876.
  • Enjoy the best spots as you journey into the lush, green hills.
  • Arrive at Pian dei Giullari, a charming and quaint area built along the road to Impruneta, which has remained practically untouched by time.
  • Pass by the Il Gioiello Villa, where Galileo Galilei lived and died.
  • The tour concludes with a direct return to your Florence hotel.
Piazza Michelangelo in Florence
Piazza Michelangelo in Florence
Day 8
Florence - Venice | A Change of Scenery
  • Explore Florence freely, then speed to Venice by high-speed train.
  • A private motorboat whisks you to your hotel from Santa Lucia Station. Get lost charmingly in Venice's canals!
Venice City View
Venice City View
Day 9
Venice | Admire Venice's Beauty on a Gondola
  • Meet your expert guide in your hotel and enjoy a 2-hour stroll to iconic Piazza San Marco, home to the legendary Basilica of San Marco and Doge's Palace.
  • Discover the luxury and beauty of the Basilica of San Marco, with its stunning golden mosaics, polychrome decorations, five domes, and the legendary Pala d'Oro.
  • Explore the dynamic Venetian Gothic masterpiece Doge's Palace, showcasing vibrant cultural connections between the Serenissima Republic and other European states.
  • Cross the poignant Bridge of Sighs, a reminder of the prisoners' fate.
  • Take a break for a cup of coffee or a light lunch at noon before your 1-hour private gondola ride along the canals.
  • Let the sights and sounds of Venice serenade you as you glide through the canals, past grand palazzos, and romantic bridges on your private gondola.
  • Stroll back to your hotel or explore the charming narrow streets further.
Venice Gondola
Venice Gondola
Day 10
Venice | Explore Venice Lagoon Islands
  • Cast off on a 4-hour island hopping voyage through the Venice Lagoon with your Knowledgeable guide.
  • Glide past the lagoon's serene waters, verdant islands, and charming fishing villages as you journey to Murano, home to the majestic Cathedral of St. Donato.
  • Meander through Murano at your own pace, perhaps witnessing the captivating work of expert glass blowers at a nearby factory.
  • Sail onwards to the colorful island of Burano, where brightly painted houses add splashes of vibrant charm to every corner, ready to captivate you.
  • Your private boat will whisk you back to the Venice hotel, ready to carry the magic of the islands with you.
Beautiful view on Murano Island, Venice
Beautiful view on Murano Island, Venice
Day 11
Venice - Milan | Shift to the Fashion Capital
  • Leave Venice and board the high-speed train to Milan.
  • Upon arrival at Milano Centrale Station, your driver will greet and transfer you to the hotel.
  • Take the opportunity to explore Milan on your terms and see what interests you.
Sunset view of Milan
Sunset view of Milan
Day 12
Milan | Wander Through Milan's Highlights
  • Your private driver greets you and whisks you to the Santa Maria delle Grazie, where your expert guide awaits for a 6-hour Milan walking tour.
  • Unveil the Last Supper 's secrets on a guided tour. Witness the masterpiece up close and learn its fascinating history from your expert guide.
  • Walk around the 15th-century Sforza Castle, a red-brick Renaissance marvel that transformed from a palace to Europe's largest citadel.
  • Stroll through charming streets to reach the iconic Teatro alla Scala, a 200-year opera powerhouse, and take a look from the outside.
  • Step into luxury at Galleria Vittorio Emanuele II, Milan's posh shopping arcade beneath a dazzling glass & iron dome. Enjoy a noon break to recharge your batteries for the afternoon highlights.
  • Marvel at Milan's Duomo, a Gothic giant & Italy's biggest church with priority access to the interior and its rooftop terraces.
  • Conclude with a return transfer to your hotel.
Milan Cathedral
Milan Cathedral
Day 13
Lake Como | Discover Its Enchanting Gems
  • Meet your tour guide and fellow explorers at the Juicebar in Cadorna Train Station, then embark on a thrilling 4-hour highlights tour of Lake Como (Small Group).
  • After a relaxing one-hour train ride to Como, explore the magnificent white marble Duomo, stroll along the charming Via Vittorio Emanuele, and marvel at the medieval walls.
  • Admire the Romanesque Sant' Abbondio Church.
  • Enjoy spectacular views of Como's natural scenery at Piazza Cavour, Via Plinio, or the Lake Front.
  • Love retail therapy? Quaint streets lined with local shops offering everything from handmade crafts to local delicacies await.
  • End the tour with a return train ride to Milan. And conclude this trip by making your way back to your hotel.
lake como
lake como
Day 14
Milan | Departure
  • Feel free to explore at your own pace until your private transfer to Malpensa Airport for your flight home.
The Bosco Verticale Forst
The Bosco Verticale Forst

Ideas for Making This Trip Uniquely Yours

Special experiences can be added to brighten a honeymoon trip, a family vacation, a birthday, or satisfy personal interests.

Hand-Picked Hotels

We select hotels with style and local features. Let us know your preferences and we'll find your ideal hotel.

Grand Hotel Palace Rome
Grand Hotel Palace Rome
Hotel Orto de Medici Florence
Hotel Orto de Medici
Palazzo Veneziano Venice
Palazzo Veneziano Venice
Milano Verticale
Milano Verticale

Our Service Includes:

14 days from
US$ 6,439 per person (based on 2 persons, low season)
*Price from $5,336 per child, $6,439 per adult

Groups of 4 or more enjoy a more competitive price.

  • One-to-one consultancy
  • Knowledgeable local guides
  • Private drivers/driver guides and vehicles as listed
  • Hand-picked hotels
  • Breakfasts and meals as listed
  • Entry to all attractions on the itinerary
  • Transportation as listed
  • A 24/7 helpline while traveling

Tour code: gh-it-17

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