12-Day Italian Odyssey by Train North to South Through Culture, Culinary and Coastlines

Day 1: Arrive in Milan — The Epitome of Italian Elegance

A Warm Embrace from Italy! As your flight descends into Milan, the allure of Italian grandeur beckons. This enchanting city, the birthplace of world-class design and decadent cuisine, unfurls its glamour before you even touch down. 

While the arrival transfer is not included in the package, we are pleased to offer an optional private transfer service to seamlessly escort you to your opulent accommodation. Envision gliding through Milan’s bustling streets in the comfort of a luxurious vehicle, your anticipation building for the wonder-filled days ahead.

Exceptional Accommodations Awaits: Our fully inspected hotels are strategically located in the historic centers of each city we visit. In Milan, prepare to immerse yourself in timeless Italian elegance, just footsteps away from iconic landmarks. Your stay comes complete with a private bathroom that offers the utmost in comfort and privacy. To start each day, a sumptuous breakfast spread is provided, designed to tantalize your taste buds and fuel your day’s explorations.

Once settled, take a moment to savor your surroundings—perhaps with an aromatic espresso or a velvety glass of Lombardy wine. Feel the soothing essence of “la dolce far niente,” the cherished Italian philosophy of finding joy in idleness, as you relax in your lavish hotel suite. Overnight in Milan.

Day 2: Milan Unveiled — From Navigli Canals to the Majestic Duomo

A Tapestry of Milanese Marvels: Embark on a small group tour designed to illuminate Milan’s most captivating landmarks. Your day commences in the bohemian district of Navigli, a realm where authentic Italian culture thrives beside ancient canals. Here, art galleries and boutiques flank meandering waterways, creating an enchanting, village-like atmosphere within the bustling metropolis. Continue onward to the Roman columns of San Lorenzo, silent witnesses to centuries of history. You’ll then venture to Piazza Affari, where modernity meets tradition, exemplified by its iconic statue. As if stepping into a secret world, Piazza Mercanti unveils its hidden charms just a stone’s throw away from the iconic Duomo.

Lyrical Beauty: No trip to Milan is complete without a visit to the Scala Opera House and the Temple of Opera. It’s a moment to appreciate the art forms that have captivated hearts for generations. Marvel at the architectural grace of the Galleria Vittorio Emanuele II, a hub of elegance and a shopper’s paradise.

The Duomo Experience: The crescendo of your tour is a deep dive into the awe-inspiring Duomo Cathedral. Learn about its rich history and marvel at its intricately designed interiors. Elevate this experience by ascending to the rooftop terraces via lift, where the city of Milan unfolds before you in a breathtaking panorama.

Overnight in Milan: Retreat to your luxurious hotel, located in the city’s historic center, complete with private bathrooms and a sumptuous breakfast every morning.

Day 3: Milan to Venice — From the Fashion Capital to the City of Canals

Seamless Transitions: Begin your day with an independent transfer to Milan’s central train station, or opt for our optional private station transfer for a hassle-free journey. Whichever you choose, the allure of Venice beckons as you board a high-speed train designed for comfort and efficiency.

Welcome to Venice: Upon arrival, navigate your way through the Venetian labyrinth to your accommodation or elevate your experience with our optional private boat transfer, complete with personal assistance. Envision gliding along the Grand Canal, each twist and turn revealing another slice of Venetian magic, as you arrive at your hotel—strategically situated in the city’s historic center.

Venetian Elegance: As the sun sets over the city’s iconic waterways, settle into your thoughtfully selected hotel. These fully inspected establishments offer the epitome of Venetian style, complete with private bathrooms and an indulgent breakfast spread to start each day with Italian flair.

Overnight in Venice: As the evening air fills with the serenade of distant gondoliers, let your imagination wander to the explorations that await you in this floating masterpiece of a city.

Day 4: Legendary Venice — A Tapestry of History, Art, and Romance

Sacred Splendor: Your journey through the magical city of Venice is enriched by a small group guided tour of St. Mark’s Basilica, an architectural gem steeped in centuries of history and artistry. We offer skip-the-line access for an uninterrupted experience. As you step inside the basilica, your guide will captivate you with narratives woven into the venue’s 8,000 square meters of radiant golden mosaics. The stories they tell are not just biblical but an integral part of Venetian history.

Treasures of St. Mark’s: Witness the Horses of St. Mark’s Basilica, awe-inspiring statues that have witnessed the rise and fall of empires. The experience crescendos as you ascend to the balcony, where panoramic vistas of St. Mark’s Square and the tranquil Venetian lagoon unfold before you like a living canvas.

The Seat of Power: Next, delve into the heart of Venetian governance at the Doge’s Palace. This masterpiece of Gothic architecture is far more than a museum; it’s a treasury of stories, political intrigue, and incredible artistry. Walk through opulent halls and secret chambers, each room a gallery of historical and artistic marvels.

Bridge of Sighs: The tour culminates with a passage across the legendary Bridge of Sighs. Feel history come alive as your guide recounts the tales of those who crossed this bridge on their way to the prisons, their sighs echoing through time.

Overnight in Venice: As dusk descends on Venice, return to your splendid hotel located in the historic city center. Unwind in the privacy of your plush accommodations, perhaps with a glass of local Prosecco, as you reflect on a day steeped in Venetian grandeur.

Day 5: Venice to Florence — From the Serene Canals to the Cradle of the Renaissance

Your Venetian Farewell: Begin your morning by making your own way to Venice’s Santa Lucia Train Station, or opt for our optional private station transfer by boat, complete with personalized assistance. As your boat navigates through the tranquil canals one last time, bid a fond ‘arrivederci’ to Venice and anticipate the allure of Florence, the next gem on your Italian odyssey.

The Journey to Florence: Step aboard a high-speed train that will whisk you across the beautiful Italian countryside, en route to Florence, a city where every cobblestone and corner whispers tales of art and history.

Tuscan Welcome: Upon arrival at Florence’s S. Maria Novella Train Station, choose to independently transfer to your hotel or add the optional private station transfer by car for effortless comfort. As you settle into your elegant Florentine accommodations, look forward to an evening of exploration.

An Afternoon in Florence: The remainder of your day is a blank canvas. Stroll along the Arno River, feel the weight of history at the Ponte Vecchio, or be captivated by street artists skillfully emulating the masters. As the sun dips behind the Florentine hills, the city’s golden limestone emanates a warm glow, a visual metaphor for Florence’s eternal appeal.

Overnight in Florence: At day’s end, retreat to your thoughtfully chosen hotel in Florence’s historic center. Replete with modern amenities, private bathrooms, and a delicious breakfast spread, your accommodation will provide the perfect backdrop for your Tuscan adventure.

Day 6: A Tuscan Tapestry — The Charms of Pisa, San Gimignano, Siena, and a Chianti Culinary Experience

The Trilogy of Pisa: Begin your shared tour that commences in Pisa, a city that captivates hearts and minds alike. Discover the illustrious Piazza dei Miracoli, a magnificent square that hosts the eminent Baptistery, Cathedral, and the iconic Leaning Tower. This harmonious architectural trio, bathed in the golden Tuscan light, sets the tone for a day of exploration.

San Gimignano: The Medieval Skyline: Venture through the undulating hills of Chianti to arrive at San Gimignano, known as the “Manhattan of the Middle Ages” for its arresting towers. With sweeping views of vineyards and olive groves, this UNESCO World Heritage site encapsulates the essence of Tuscany.

Siena: An Ageless Beauty: The city of Siena, a gem forever in a duel of splendor with Florence, beckons next. Through guided walks, uncover the city’s Etruscan ancestry, the magnetic allure of its landmarks like the Duomo and the Baptistery, and the towering Torre del Mangia, which promises views that stir the soul.

Chianti Winery and Epicurean Delight: But the day’s pièce de résistance is a sojourn to a family-owned Chianti winery for an unforgettable luncheon. This isn’t just a meal, but a gastronomic experience curated by the vineyard’s proprietors. Savour a feast of organic delights, including cured Tuscan hams that melt on your tongue and fresh, creamy ricotta cheese crafted from local dairies. The table is adorned with pickled vegetables, an array of organic salads, and homemade jams featuring fruits plucked from nearby orchards. Each dish is heightened by the perfume of freshly baked breads, lavishly drizzled with the estate’s own olive oil. This culinary ballet is paired exquisitely with bottles of the family’s homemade wines, each sip a tribute to the fertile Tuscan soil and centuries of winemaking heritage.

Overnight in Florence: Return to the poetic ambience of Florence and your well-appointed hotel, strategically located in the city’s historic core. Our carefully inspected accommodations offer amenities like private bathrooms and daily breakfast spreads that honor Italian culinary traditions.

Day 7: Florence to Rome — A Transition from Renaissance Grandeur to the Eternal City

Departure from Florence: Your morning in Florence starts with the option of making your own way to S. Maria Novella Train Station or elevating your experience by adding our optional private transfer by car and driver. Whichever you choose, the emotional departure from Florence will be cushioned by the excitement of your forthcoming Roman escapade.

Journey to Rome: Board a state-of-the-art high-speed train that will glide you smoothly across the picturesque Italian landscape, bringing you ever closer to Rome, the city of emperors, poets, and centuries of unparalleled history.

Roman Arrival: Upon reaching Rome’s bustling station, leave the logistics to us. A private driver will be there to meet you as part of your included station transfer, ready to whisk you away to your sumptuous accommodations located in Rome’s coveted historic center.

Your Roman Residency: Immerse yourself at your Roman home-away-from-home, where you’ll find each room equipped with a private bath and an assortment of modern comforts. Wake up every morning to a curated breakfast spread, fueling you for days filled with discoveries in this enthralling city.

Overnight in Rome: As the sun sets over the city’s ancient spires and modern domes, anticipate the explorations that await. Rome, a living, breathing museum, is yours to discover on the morrow.

Day 8: Rome in a Day — A Curated Odyssey through the Vatican's Artistic Masterpieces

Vatican Museums: Gateway to Artistic Genius: Begin your day by meeting your expert guide, on your small group tour who will usher you through our preferred entrance and skip the line tickets, allowing you to bypass the often-lengthy queues. Once inside the Vatican Museums, prepare to be swept off your feet by one of the world’s most illustrious art collections. From ancient sculptures to Renaissance frescoes, every corridor whispers secrets of a storied past and showcases the pinnacle of human creativity.

The Tapestry Gallery and Beyond: Traverse the mesmerizing Gallery of Tapestries, where woven masterpieces portray Biblical scenes with vivid clarity. Continue to marvel at the Hall of Geographical Maps, a room bedecked with intricately designed cartographic frescoes that once helped define the world as it was known to Renaissance Italy.

Raphael’s Rooms: A Feast for the Eyes: Before reaching the Sistine Chapel, you’ll pass through the exquisitely adorned Raphael’s Rooms, a suite of four reception rooms that are a triumph of color and imagination. It’s here where Raphael has etched his genius into every corner, every panel, and every ceiling, creating an immersive tapestry of art that dances in harmonious synchrony with the visitor’s gaze.

The Sistine Chapel: Heaven on Earth: At last, step into the celestial realm of the Sistine Chapel. Here, Michelangelo’s hand has rendered what words cannot describe. The iconic frescoes envelop you, a sublime tapestry of color and form, culminating in the world-renowned ‘Creation of Adam’, a masterpiece that adorns the chapel’s ceiling.

Overnight in Rome: Return to your meticulously selected hotel in Rome’s historic heart. Reflect on a day rich with cultural and spiritual sustenance as you look forward to another day of Italian enchantment.

Day 9: Rome to Vico Equense on the Sorrento Coast — A Timeless Journey with a Pompeii Stopover

Morning Departure from Rome: Your Roman sojourn concludes in the most convenient manner—a private included transfer from your accommodation to Rome’s Termini Station. With a courteous driver attending to your needs, your farewell to the Eternal City will be as seamless as it is poignant.

High-Speed Elegance to Naples: Step onto a high-speed train that effortlessly traverses Italy’s diverse landscapes, leaving behind the urban splendor of Rome for the seductive allure of Naples and its nearby coastal gems.

Pompeii: A Walk Through Time (Optional): Arriving in Naples, a private driver will be ready to escort you toward the Sorrento Coast. En route, you have the option of immersing yourself in the haunting beauty of Pompeii’s Archaeological Park. Uncover a city frozen in time, its silent stone streets and frescoed homes narrating tales of life, love, and an untimely demise.

Arrival in Vico Equense: Finally, let the winding roads lead you to Vico Equense, an unspoiled jewel of the Sorrento Coast. This charming town is renowned for its dramatic cliffs overlooking azure seas, fragrant citrus groves, and thermal springs. Your accommodations encapsulate this idyllic setting, offering panoramic vistas and an atmosphere infused with the heady scents of the Mediterranean.

The Essence of Vico Equense: The town itself is an inviting medley of historic churches, inviting piazzas, and artisan shops. The local culinary scene is equally enticing, featuring signature dishes that incorporate freshly caught fish, just-picked lemons, and the famed mozzarella cheese of the Campania region. Simply wandering its narrow lanes or watching the sunset from its cliffs can feel like stepping into a painting.

Overnight in Vico Equense: As night falls and the sky turns into a canvas of stars and moonlight, retire to your inviting lodgings. Reflect on a day that has taken you from the grandeur of Rome to the time-encrusted streets of Pompeii, ending in the tranquil beauty of Vico Equense. Tomorrow beckons with more adventures along this captivating coastline.

Day 10: The Amalfi Coast — A Symphony of Colors, Culture, and Captivating Scenery

Setting the Scene: Awaken to a Sorrentine sunrise that casts its golden rays on the azure Tyrrhenian Sea. Energize yourself with a delightful breakfast as you prepare for a day of wondrous exploration. Your small gorup tour driver will greet you for an expedition that promises nothing less than sheer visual and emotional spectacle—The Amalfi Coast.

The Poetry of Positano: Your journey commences with the vertical splendors of Positano, a village that seems to be painted onto the cliffs themselves. The town has been an inspiration to writers and artists and it’s easy to see why as you navigate its labyrinthine streets filled with boutiques and artisan shops. Don’t miss the Parish Church of Santa Maria Assunta, its distinctive dome a testament to Moorish influences, shining like a precious gem amid Positano’s vivid architecture.

Amalfi: Maritime Majesty: Your odyssey continues to the historic maritime republic of Amalfi. Here, the grandeur of its seafaring past is epitomized by the awe-inspiring Cathedral of Sant’Andrea. Built in the 9th century, this magnificent structure blends architectural styles in a manner as captivating as the town itself. Wander through Amalfi’s labyrinth of winding streets, each corner revealing aspects of its grand past and vibrant present.

Ravishing Ravello: Next, ascend to the celestial heights of Ravello. This elegant village offers an unparalleled pastoral beauty, accentuated by its high perch overlooking the sea. The highlight for many is the iconic Villa Rufolo, known for inspiring the likes of Wagner and hosting an enchanting annual music festival. Its gardens provide a heavenly vantage point to absorb the entirety of the coast, a truly unforgettable panorama.

Return to Your Coastal Haven: The sensory symphony of sights, sounds, and scents culminates as you are smoothly driven back to your accommodation in Vico Equense. Here, spend the remaining hours of daylight reflecting on a day spent tracing the glorious tapestry of the Amalfi Coast.

Day 11: Free Day: Your Canvas of Choices — Paint Your Ideal Italian Day

Unfurling Your Imagination: With the sun rising over the shimmering Tyrrhenian Sea and the sky dappled in hues of peach and lavender, the day ahead is entirely yours to fashion. Here, in the heart of Italy’s southern charm, a tapestry of opportunities unfurls before you.

Some ideas for your free day: 

The Isle of Capri: A Gem on Azure Waters: Should you choose the siren call of Capri, a short boat ride whisks you away to an island where the cliffs soar dramatically from crystalline waters. Meander through its chic boutiques, discover its hidden grottos, or take the iconic chairlift to Monte Solaro for sweeping views that have captured the hearts of emperors and movie stars alike.

The Amalfi Coast by Sea: For an alternative perspective of the famed Amalfi Coast, why not experience its majesty from the sea? With your face kissed by the sea spray and the Mediterranean sun warming your skin, gaze up at the towering cliffs, dotted with colorful villages and lush terraces.

The Echoes of Magna Graecia at Paestum: Transport yourself further back in time at Paestum, home to some of the best-preserved Greek temples in the world. Complement this archeological sojourn with a taste of the world’s best mozzarella cheese, a culinary experience in itself.

Naples: The Symphony of a City: Alternatively, plunge into the chaotic beauty of Naples. A city where each corner sings a different melody—whether it’s in the form of deliciously rebellious street food, Baroque artistry, or the ever-volcanic backdrop of Mount Vesuvius.

Accommodations that Speak to Your Soul: As with all the nights on this unforgettable tour, rest assured that you will be spending your evening in a fully inspected hotel, strategically located in historic centers. Experience the epitome of comfort with private bathrooms and a sumptuous breakfast spread each morning.

Overnight in Vico Equense: As the sun dips below the horizon, painting the sky with hues of orange and pink, relish the tranquility of your accommodation. Take a deep breath, savor the surrounding beauty, and prepare for another day of Italian marvels.

Day 12: A Fond Farewell — Vico Equense to Your Next Adventure

Morning in Vico Equense: As the sun casts its early golden glow over the tranquil waters of the Gulf of Naples, indulge in a final Italian breakfast, an exquisite array of locally sourced fruits, freshly baked breads, and aromatic coffees that have been your morning companions throughout this journey.

The Finest Farewell: Alas, all journeys must have their endings to make room for new beginnings. When you’re ready, a private transfer will arrive to whisk you to either Naples Airport or Naples Centrale Station. As you bid arrivederci to Italy, you carry with you not just souvenirs, but a rich tapestry of memories and experiences, sewn together by the vibrant cultures, histories, and landscapes you’ve immersed yourself in.

Impeccable Accommodations: Rest easy knowing your comfort throughout this adventure has been secured by our fully inspected hotels, all situated in prime historic centers. Each hotel is equipped with modern amenities, private bathrooms, and serves a lavish breakfast to start each day just right. As your vehicle glides through the cobblestone streets, past landscapes now familiar yet forever awe-inspiring, ponder the stories and friendships that have enriched your soul. While this chapter concludes, the impressions and inspirations you’ve gathered will accompany you wherever your next adventure lies.

For any last-minute queries or reflections on your travel experience, remember that our FAQ page is a treasure trove of information and insights to round out your adventure seamlessly.

Your Journey, Forever Cherished: As you step into the threshold of new journeys, take a moment to savor the indelible spirit of Italy that has woven itself into the fabric of your being. Grazie and safe travels, until we meet again to uncover yet more of Italy’s eternal allure.

Departure Days & Blackout Dates: Plan Your Perfect Italian Sojourn

Departure Days:

Set your sights on Italy and synchronize your calendar with ours! To provide you with flexibility and convenience, Italy4Real offers departures on All Tuesdays and Fridays during the vibrant months of April to October. These departure days have been chosen to allow you to make the most of your Italian vacation, whether it’s a sun-soaked summer journey or a springtime escapade amidst blooming flowers and temperate climates.

Blackout Dates:

We strive to offer seamless experiences that adhere to the highest level of service. However, due to a variety of factors, including local events and holidays, the following dates are not available for departure:

• April: 12, 16, 19, 30
• May: 28
• June: 7, 12, 16, 23
• August: 9, 27, 30
• September: 3, 6, 11

These blackout dates are in place to ensure that your travel remains as smooth as possible, unencumbered by local constraints that could affect the quality of your trip.

2024 Pricing

When you choose to travel with Italy4Real, you’re choosing a custom-tailored experience built around your desires and dreams. Each journey is designed with the highest attention to detail and focuses on delivering you a vacation that will leave an indelible mark on your soul. Please reach out to Maria from our customer service team for more information at info@italy4real.com or consult our FAQ page.

Dependable and Precise

Our currency conversion tool is meticulously updated to offer you the most current exchange rate data. This means you’re empowered with the most up-to-date information for your travel planning needs.

To utilize this feature, simply navigate to our Currency Conversion page. LINK

We appreciate your choice to travel with Italy4Real, where we aim to make your European voyages not just unforgettable but also effortlessly manageable.

A Special Note to Our Esteemed Clients: Why Our Pricing is in Euros

Italy4Real is dedicated to delivering premium-quality services at superb value. You’ll observe that we quote all prices in Euros rather than U.S. Dollars. Below are the benefits this offers you:

Competitive Pricing & Transparent Rates

Providing prices in Euros ensures that you get the fairest, most transparent rates for your European travels. Firms quoting in U.S. Dollars often incorporate hidden fees to account for shifting exchange rates. Italy4Real takes pride in sidestepping such superfluous costs.

Diligent Exchange Rate Supervision

Our team of Travel Specialists consistently monitors the state of the Euro against other currencies. They are geared to provide timely advice on when to lock in your payment, thereby enhancing your savings and providing financial reassurance.

Absolute Clarity

Your billing statement will conspicuously display the prevailing exchange rate, keeping you completely aware of the precise costs. No obscured fees or additional charges—just straightforward pricing.

Payment Flexibility

The conversion rate from U.S. Dollar to Euro will be fixed only upon making your ultimate payment. This allows you the leeway to capitalize on advantageous exchange rates when they become available.

By using Euro-based pricing, we assure you of getting unparalleled value without any hidden charges. We thank you for selecting Italy4Real for your European explorations, where your satisfaction and value are our foremost priorities.