Northern Italy: A Five-Day Journey Through Milan, Florence, Viareggio and Genoa

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Advisor - Danielle Mutovic
Curated By

Danielle Mutovic

  • Italy

  • Adventure Travel

  • Arts & Culture

  • Beaches

  • City Travel

  • Food & Wine

  • Local Culture

  • Local Food

  • Entertainment

A low-angled view of a cathedral-like building under a blue sky during the daytime
Curator’s statement

Italy is where history, art and gastronomy converge in some of the world’s most stunning landscapes. This five-day journey through Northern Italy allows you to experience the vibrant urban life of Milan, the cultural richness of Florence, the sun-kissed beaches of Viareggio and the coastal charm of Genoa. Whether sipping espresso in a quaint café or standing in awe before Renaissance masterpieces, every day promises a new and unforgettable experience. Let's dive into the magic of Northern Italy.

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Day 1: Milan – The heart of fashion and culture

The outside of a gothic architecture building during the daytime

Arrive in Milan

Welcome to Milan, Italy’s bustling fashion capital! If you want to travel in style, consider flying La Compagnie, which offers direct flights from New York City to Milan.

Morning:

Upon arrival, check into your hotel and drop your bags. Your first stop should be Gelsomina for a quintessential Italian breakfast. Stand at the counter, savoring a strong espresso paired with a deliciously buttery croissant.

Late morning:

Head over to the iconic Duomo di Milano, Milan’s breathtaking cathedral, and explore this Gothic masterpiece. Don't miss the chance to climb to the rooftop for spectacular views of the city.

Afterward, stroll through the nearby Galleria Vittorio Emanuele II, one of the world’s oldest shopping malls, and browse luxury boutiques under its beautiful glass dome. For a dose of history, make your way to Sforza Castle, a short walk away, where you can explore Milanese history through its various museums and gardens.

Lunch:

For a relaxing break, enjoy lunch at Bioesseri in the trendy Brera district. This casual spot offers organic and healthy Mediterranean dishes, perfect for unwinding after a busy morning.

Afternoon:

Spend the afternoon exploring the Pinacoteca di Brera, where you’ll find an impressive collection of Italian Renaissance art. Continue your cultural tour with a visit to the La Scala Opera House and Museum, and perhaps take a stroll through Milan’s fashionable streets in the Quadrilatero della Moda.

Dinner:

End your day with a sumptuous dinner at El Brellin, where you can indulge in traditional Milanese cuisine in a cozy setting along the Navigli canals. On your way back to the hotel, stop at Gelateria Concordia for some of the best gelato in Milan.

Day 2: Florence – The cradle of the Renaissance

Two people are seated on a red train seat with a window and an “Italo Club” sign overhead.

Morning:

Catch an Italo Treno from Milano Centrale to Firenze Santa Maria Novella, reserving a private carriage for four to travel in comfort. Onboard, enjoy reclining seats, snacks and beverages in your private cabin while watching the scenic Italian countryside unfold.

Late morning:

Arrive in Florence and begin your day with a visit to the magnificent Florence Duomo, where you can climb the dome or bell tower for panoramic views of the city. Make your way to the Piazza della Signoria and admire the Palazzo Vecchio before marveling at Michelangelo’s David at the Galleria dell'Accademia.

Lunch:

Stop for lunch at Gran Caffè San Marco, a local favorite offering delicious Italian fare in a relaxed setting.

Afternoon:

In the afternoon, visit the renowned Uffizi Gallery, where you’ll immerse yourself in masterpieces by Botticelli, Da Vinci and Caravaggio. Afterward, take a leisurely walk across the Ponte Vecchio and visit the Boboli Gardens to relax among beautiful sculptures and lush greenery.

Walk along the Arno River to the Galileo Museum for fascinating views of Galileo's historical and scientific contributions to astronomy, mathematics and physics.

Dinner:

For dinner, savor traditional Tuscan cuisine with a modern twist at La Buchetta Food & Wine, where the Bistecca alla Fiorentina is a must-try. End your evening with a stop at Venchi for indulgent, chocolate-based gelato.

Day 3: Viareggio – Sun, sea and serenity

A vibrant coastal scene with colorful beach umbrellas and buildings lining the shore.

Morning:

Board a regional train from Firenze Santa Maria Novella to Viareggio, a bustling seaside town on Tuscany’s coast. The train station is 2 km from the beach, so pack light and enjoy the walk, or consider taking a taxi if needed.

Check into Hotel President, a charming property offering views of Viareggio’s famous beach clubs. Take a moment to appreciate the Mediterranean breeze from your room before heading out.

Lunch and beach day:

For lunch, head to Bagno Irene, a popular beach club offering loungers, umbrellas and a full menu of delicious Italian food with bar service right to your chair. Spend the day basking in the sun, swimming in the Mediterranean and soaking up the relaxed beach vibe.

Dinner and evening:

As evening falls, take a stroll along Viareggio’s lively promenade toward the port, where you can dine at L’Antica Pizzeria Da Michele Viareggio, renowned for its pizza and local wines. Afterward, ride the Ferris wheel to enjoy the view of the sea and the nearby mountains illuminated under the stars.

Day 4: Genoa – A historic seafaring city

Three people are enjoying a meal together at a dining table.

Morning:

Start your day with a cappuccino and pastry at Cafe Fappeni before catching the Trenitalia to Genoa. The scenic train ride offers breathtaking views of the Ligurian coast.

Late morning:

Upon arrival in Genoa, drop your luggage at the hotel and head to Via Garibaldi, known for its palazzos and historical significance. Visit art museums housed in these grand buildings and take in the intricate architecture.

Lunch and markets:

Walk to Via XX Settembre and explore the Mercato Orientale, where you can sample fresh meats, cheeses, and produce from local vendors. For lunch, stop by Trattoria Rosmarino, a cozy spot known for its Ligurian cuisine.

Afternoon exploration:

In the afternoon, explore Genoa’s Porto Antico, where you can visit the Aquarium of Genoa or ascend the Bigo Lift for panoramic views. For those seeking art and history, the Museo di Palazzo Reale offers a glimpse into baroque opulence.

Dinner:

Stay at Hotel Bristol Palace for a five-star experience, then head to Osteria di Vico Palla for a seafood feast of local specialties. Alternatively, get an apartment or hotel with a kitchen and hire a Genovese local to prepare an authentic dinner. After dinner, take a relaxed stroll through Piazza de Ferrari and grab a gelato at Profumo di Rosa.

Day 5: Last day

A cobblestone street in an old European city with pedestrians and historic buildings.

Morning:

Enjoy a leisurely final morning in Genoa. Savor one last cappuccino at a local café and take in the charm of the city. Once ready, head to the train station for your journey back to Milan, where you'll change trains at Milano Centrale for a smooth transfer to the airport.

Need to know

This five-day itinerary perfectly blends city exploration, beach relaxation, and historical discovery, offering an unforgettable Northern Italian experience. Whether wandering through Milan’s fashion district or enjoying the sun in Viareggio, each day is filled with memorable adventures.

Ready to explore Northern Italy or craft your own personalized itinerary? I’m here to help you plan and book your dream vacation. Whether it’s this adventure through Milan, Florence, Viareggio and Genoa or another destination on your bucket list, let’s work together to create an unforgettable journey. Contact me today to get started on your next great escape!

Advisor - Danielle Mutovic

Travel Advisor

Danielle Mutovic

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This itinerary is part of our ongoing series on travel to Italy. Looking for more travel inspiration? Check out my guide, Canary Islands from the Northeast US: Easier Than You Think, with Endless Adventures Awaiting!