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Italy’s Essence: An 11-Day Road Trip

For 10-Nights: Explore Italy’s Highlights by Car – A Journey Through Canals, Tuscan Beauty & Fashion Capitals: Venice, Florence & Milan.

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Trip Code: #5083

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All Flights

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Road TripRomanticTrip Code: #5083

Best Price Guarantee

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(647) 694-5673

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Day By Day Itinerary

11-days itinerary trip visiting 1 country and 3 cities

Day 1Welcome to Venice, Italy!
Arrive at Milan International Airport, pick up your rental car, and embark on a scenic 3-hour drive to the enchanting city of Venice. Upon arrival, take some time to unwind and settle into your hotel, preparing for the adventures that await.

Suggestion For The Day: Stop in Verona

Along the way, consider stopping in Verona - a city known for its romantic charm and rich history. Explore the Verona Arena, wander through the UNESCO-listed historic center, visit Juliet's House (Casa di Giulietta), take a stroll along the Adige River, and relax in Piazza delle Erbe.

(Drive time from Milan to Verona - 2 hours / Drive time from Verona to Venice - 1 hour)

What to Know Before Visiting Venice:

Upon arriving in Venice, note that cars cannot be driven into the city. You can park at Piazzale Roma or Tronchetto, and take a vaporetto (water bus) to explore the city. Alternatively, park at Mestre and take a train or bus to Venice, then a vaporetto. Most hotels offer transfers - be sure to arrange this in advance. On some dates, an access fee of EUR 5 per person applies; accommodations in Venice are exempt, but guests must request an exemption voucher before arrival.
Day 2Discover the Magic of Venice
Suggestion For The Day:

Start your day by visiting St. Mark's Square and marvel at the stunning St. Mark's Basilica. Wander through the narrow streets and enchanting canals, allowing yourself to get lost in Venice's unique charm.

For a truly romantic touch, book a gondola ride along the canals, soaking in the beautiful architecture and tranquil atmosphere.

In the evening, indulge in a delicious Venetian dinner at a local restaurant, enjoying the authentic flavors of the city.
Day 3Venice: Murano, Burano & Torcello
Suggestion For The Day:

Take a boat excursion to the three islands of Murano, Burano, and Torcello.

Start with Murano, renowned for its glassmaking tradition, where you’ll witness a live demonstration of this ancient craft.

Next, head to Burano, famous for its colorful houses and intricate lacework.

Finally, visit Torcello, the oldest inhabited island in Venice, where you can admire the stunning mosaics in the Santa Maria Assunta Cathedral.

This tour offers a unique glimpse into the history, craft, and beauty of Venice’s surrounding islands.
Day 4Drive to Florence: Stop in Bologna
Today's Program:

Drive from Venice to Florence.

On the way, stop in Bologna, a vibrant city with a rich history and culinary fame.

Explore Piazza Maggiore, the heart of the city.

Climb the iconic Asinelli Tower for panoramic views of Bologna’s skyline.

Visit the historic University of Bologna, one of the oldest in Europe.

Indulge in Bologna’s renowned culinary scene, with local delicacies such as tortellini and ragù.

After enjoying Bologna, continue your journey to Florence, where you will spend the next three nights.

(Drive time from Venice to Bologna - 2 hours / Drive time from Bologna to Florence - 1 hour and 45 minutes).
Day 5Florence Treasures
Suggestion For The Day:

Immerse yourself in the artistic and cultural wonders of Florence. Start at the Uffizi Gallery, where masterpieces by renowned artists like Botticelli and Da Vinci await.

Continue to the Accademia Gallery to marvel at Michelangelo's David, a breathtaking symbol of Renaissance art.

Take a guided walking tour through the city’s historic streets, learning fascinating stories and insights about Florence's rich past.

Visit iconic landmarks such as the Duomo, with its stunning dome by Brunelleschi, and stroll along the picturesque Ponte Vecchio. Every corner of Florence offers beauty and history, promising an unforgettable day of discovery.
Day 6Florence: Discover Tuscan Countryside
Suggestion For The Day:

Take a break from the city and embark on a day trip to the scenic Tuscan countryside, a region renowned for its breathtaking landscapes, rich history, and exceptional cuisine. Here are some highlights to explore:

Chianti Wine Region: Enjoy wine tastings and scenic vineyards.

Siena: Visit Piazza del Campo and the stunning Siena Cathedral.

San Gimignano: Wander through its medieval streets and iconic towers.

Pisa: Admire the Leaning Tower and Piazza dei Miracoli.

Val d'Orcia: Marvel at rolling hills and cypress-lined roads.

Cortona: Discover this charming hilltop town.

Lucca: Stroll along Renaissance walls and cobbled streets.
Day 7Drive to Milan: Stop in Parma
Today's Itinerary:

Drive from Florence to Milan.

On the way, stop in Parma, a charming city famous for its architecture, art, and culinary delights, such as prosciutto and Parmigiano-Reggiano cheese.

Explore Parma Cathedral (Duomo), one of Italy's most stunning cathedrals. Visit the historic Palazzo della Pilotta and the grand Teatro Farnese. Stroll through Piazza Garibaldi, the lively heart of the city. Relax in the serene Parma Botanical Garden, a peaceful escape.

After enjoying Parma, continue your journey to Milan, where you will spend the remaining nights of your trip.

(Drive time from Florence to Parma - 2.5 hours / Drive time from Parma to Milan - 1.5 hours).
Day 8Milan: Explore the City of Fashion
Suggestion For The Day:

On your second day in the fashion capital of the world, Milan, start with a guided tour of the city.

Marvel at Leonardo da Vinci's iconic The Last Supper at Santa Maria della Grazie and explore the stylish charm of Milan.

Don’t miss the impressive Sforzesco Castle, a medieval fortress with remarkable art collections, and the breathtaking Duomo, one of the world’s largest Gothic cathedrals, adorned with over 3,200 statues and 135 spires.
Day 9Milan: Drive to Lake Como (Optional)
Suggestion For The Day:

Drive to Lake Como (approx. 2 hours).

Lake Como is a serene paradise, celebrated for its breathtaking natural beauty.

Explore the charming town of Bellagio, known for its historic center and luxurious atmosphere.

Visit Villa del Balbianello, a harmonious blend of art and nature.

Consider taking a boat tour to experience the lakeshore highlights, or enjoy water sports such as rowing, sailing, and diving.

Whether you’re relaxing on the beach or exploring historic towns and gardens, Lake Como offers a truly unforgettable experience.

In the evening, return to Milan.
Day 10Milan: Drive to Cinque Terre (Optional)
Suggestion For The Day:

Drive to Cinque Terre (approx. 3 hours).

This UNESCO World Heritage site is made up of five vibrant villages along the Italian Riviera.

Visit the charming Vernazza with its old castle and natural harbor, and relax on the stunning beaches of Monterosso al Mare.

Hike the Blue Path for breathtaking views or explore each village's unique charm.

Enjoy the region’s captivating scenery and local cuisine for an unforgettable experience.
Day 11Return Flight Home
Suggestion For The Day:

Enjoy a relaxed breakfast and take some time for any last-minute sightseeing or shopping in Milan - perhaps a stroll through the Brera District, a visit to the Duomo rooftop, or picking up some stylish souvenirs.

Afterward, drive to Milan Airport, return your rental car, and check in for your flight.

We hope you had an unforgettable journey through Italy – safe travels and until next time!

Itinerary presented is a suggestion and the length of stay may vary. All tours are suggestions unless clearly stated.

Why We Love This Deal

A Perfect Blend of Culture, Style & Scenery:
This 11-day Italy road trip brings together the country’s most iconic experiences – from the romantic canals of Venice to the Renaissance splendor of Florence, and the cosmopolitan flair of Milan. Along the way, you’ll discover Tuscan countryside views, elegant piazzas, world-class museums, and lakeside beauty – all seamlessly connected by a scenic drive.

Freedom to Explore at Your Own Pace:
With your rental car and carefully planned itinerary, you have the freedom to explore Italy on your own terms – linger in a Tuscan village café, detour through Chianti’s rolling vineyards, or pause at a lakeside viewpoint for the perfect photo.

Authentic Italian Highlights:
This journey goes beyond the postcards – gondola rides at sunset in Venice, artisan workshops and art masterpieces in Florence, and Milan’s vibrant mix of history, fashion, and nightlife. Between the big sights, you’ll find trattorias, local markets, hidden courtyards, and panoramic spots that capture the true essence of la dolce vita.

Effortless Planning, Maximum Enjoyment:
Hotels, routes, and sightseeing highlights are thoughtfully arranged for you – leaving you to relax and enjoy Italy without worrying about the logistics.

Ideal for First-Time Visitors or Seasoned Travelers:
Whether it’s your first Italian adventure or a return to discover more, this road trip balances must-see icons with authentic experiences, making it a timeless and unforgettable escape.

Available Hotels

Available Experiences

Optional

Location: Venice

Walking Tour: Private Custom Walking Tour With A Local Guide

Additional cost applies

Optional

Location: Venice

Cultural Tours: Glass Blowing Demonstration and Artistic Glass Gift

Additional cost applies

Optional

Location: Venice

Tickets: La Fenice Opera House Entry Ticket with Audio Guide

Additional cost applies

Optional

Location: Venice

Cultural Tours: Interpreti Veneziani Concert at Church of San Vidal

Additional cost applies

Optional

Location: Venice

Cultural Tours: St. Mark's Basilica, Doge's Palace & Bridge of Sighs

Additional cost applies

Optional

Location: Venice

Tickets: Fondazione Querini Stampalia Entry Tickets

Additional cost applies

Optional

Location: Venice

Tickets: Glass Museum Entry Ticket

Additional cost applies

Optional

Location: Venice

Walking Tour: Walking Tour with optional motorboat Ride

Additional cost applies

Optional

Location: Venice

Boat Tours: Lagoon Catamaran Cruise with Music and Drinks

Additional cost applies

Optional

Location: Venice

Boat Tours: Venice: Grand Canal by Gondola with Commentary

Additional cost applies

Optional

Location: Venice

Boat Tours: Venice: Sunset Yacht Experience

Additional cost applies

Optional

Location: Venice

Boat Tours: Venice: Luxury Cruise in Venice Lagoon

Additional cost applies

Optional

Location: Venice

Boat Tours: Tour to the Islands of Burano and Murano and Torcello

Additional cost applies

Optional

Location: Venice

Food & Wine: Eating Venice Food & Drinks Tour

Additional cost applies

Things to Know

About the Destinations

Important Information

Flexibility Policy

Travel Support Anytime Anywhere

When booking a trip with us, you don’t just get our local experts' support and a superb travel experience, you also get the guarantee of full flexibility on our end. We know plans can change, and when that’s the case, we’re here to help!

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Italy’s Essence: An 11-Day Road Trip

Trip Code: #5083

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