Ultimate Italy Trip from North to South

VENICE|  LAKE COMO |  FLORENCE |  ROME |  AMALFI COAST

Ideal Length
14 Nights

Price Guide (excl. flights)
From €1,800 per person per day (based on double occupancy)

Best Time to Go
Apr-Oct

Experience the ultimate Italy trip with this tailor-made 15-day journey from north to south, designed for discerning travelers seeking the finest in culture, cuisine, and beauty. From the romantic canals of Venice to the sun-drenched Amalfi Coast, enjoy seamless travel, luxurious stays, and exclusive private experiences across Italy’s most iconic destinations.

Glide through Venice’s storied waterways, unwind by Lake Como’s tranquil shores, and explore Florence’s Renaissance masterpieces. Indulge in Tuscan wine tastings, marvel at Rome’s ancient landmarks, and embrace the Mediterranean magic of Positano and Ravello. Along the way, expert local guides provide insider access to Italy’s hidden gems and cultural treasures.

This bespoke Italy tour features five-star accommodations, private transfers, and curated experiences that elevate every moment. Learn to craft fresh pasta in a countryside villa, sip aperitivos on a Roman rooftop, and savor the unforgettable moments that make this Italy journey as inspiring as it is indulgent.

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Your Bespoke Italian Masterpiece Expertly Crafted, Uniquely Yours

This suggested journey is just the beginning of a remarkable adventure, tailored to your desires. Choose your preferred hotels, enhance with extra experiences, or explore new destinations. Every Italy trip is a unique masterpiece awaiting your personal touch. Share your dreams, and our experts will craft the perfect itinerary for your heart’s desire.

Itinerary Highlights

VENICE – 2 NIGHTS

LAKE COMO – 2 NIGHTS

FLORENCE– 3 NIGHTS

ROME– 3 NIGHTS

AMALFI COAST– 3 NIGHTS

Included with Every Private Journey

More Itinerary Details

Spend three unforgettable nights in Venice—one of the world’s most romantic and enchanting cities. Drift through its labyrinth of canals, wander the iconic St. Mark’s Square, admire the grandeur of the Doge’s Palace, and cross the legendary Rialto Bridge. A private gondola ride along the Grand Canal offers a magical glimpse into the city’s soul, while the nearby islands of Murano, Burano, Torcello, and Mazzorbo reveal a quieter, more authentic side of Venetian life.

Indulge in the region’s rich culinary traditions with a leisurely lunch on colorful Burano, famed for its intricate lacework, or savor a seasonal farm-to-table meal at a Michelin-starred osteria in the vineyard-clad island of Mazzorbo. This UNESCO-listed city is a living museum where even the humblest façade may house masterpieces by Titian or Tintoretto. From artisan glassblowers to secret gardens, every experience is steeped in history, artistry, and refined Venetian charm.

Accommodation Options

  • Hotel Danieli
  • Hotel L’Orologio Venezia

Nestled at the foot of the Rhaetian Alps near the Swiss border, Lake Como is a place of ethereal beauty and aristocratic elegance. Revered for centuries by European nobility and modern celebrities alike, its unique Y-shape and pristine waters are framed by lush hills, charming villages, and grand historic villas. From the sun-dappled promenades to the neoclassical estates, the entire region exudes quiet sophistication and scenic grandeur.

Embark on a private boat tour to glide across the lake’s shimmering surface, soaking in views of pastel-colored villages, lakeside gardens, and architectural gems like Villa del Balbianello. Stroll through Bellagio’s cobbled lanes, enjoy leisurely meals in lakeside trattorias, or simply relax and admire the alpine views. Whether you’re drawn to serene moments or cultural exploration, every element of your Lake Como stay can be tailored to reflect your style of luxury and leisure.

Accommodation Options

  • Il Sereno
    Vista Palazzo Lago di Como

Cradled by the rolling hills of Tuscany, Florence is one of Europe’s most captivating and culturally rich cities—an enduring masterpiece of art, history, and Renaissance splendor. Its elegant piazzas and historic streets are home to some of the world’s most treasured masterpieces. Begin your journey with a private guided tour through the city center, discovering the Ponte Vecchio, Piazza della Signoria, and the stories behind the artists and thinkers who redefined art and science in this golden age of human expression.

No visit is complete without a stop at the Accademia Gallery, where Michelangelo’s David stands as a symbol of artistic genius. Florence also serves as an ideal base for exploring the nearby vineyards of Chianti. Immerse yourself in authentic Tuscan traditions with a hands-on truffle hunting adventure at a family-owned farmhouse, learn the secrets of pasta-making, and savor a delicious truffle-themed lunch paired with local Chianti wines, creating unforgettable memories of your Tuscan adventure.

Accommodation Options

  • IL Tornabuoni
  • Ponte Vecchio Suites & Spa

Rome dazzles with layers of history, vibrant street life, and world-renowned landmarks. Begin your exploration with a private golf cart tour, a fun and efficient way to take in ancient ruins, Baroque fountains, and tucked-away piazzas while bypassing the crowds. From the Spanish Steps to the Pantheon, this curated experience offers a dynamic introduction to the Eternal City’s timeless allure.

Delve into ancient Rome with a privately guided visit to the Colosseum, Roman Forum, and Palatine Hill.  Whether you’re admiring Michelangelo’s Sistine Chapel ceiling or sipping espresso in a centuries-old café, every moment in Rome connects past and present in a uniquely captivating way.

Accommodation Options

  • La Posta Vecchia
  • Hotel dè Ricci

The Amalfi Coast stuns with its dramatic beauty, where steep cliffs meet turquoise waters and villages cling to the mountainside in a cascade of pastel hues. From the chic boutiques of Positano to the historic heart of Amalfi and the sweeping views of Ravello, each town tells its own story of coastal charm and timeless elegance. Here, refined luxury coexists with rustic authenticity, reflected in both the landscape and its exceptional cuisine.

Explore the famous Amalfi Drive with a private driver, winding along one of Europe’s most scenic coastal routes. Visit the ancient ruins of Pompeii with a local archaeologist, bringing to life the daily routines of a city frozen in time by Mount Vesuvius. In between excursions, unwind at exclusive beach clubs, sip fresh limoncello straight from the source, and immerse yourself in the laid-back rhythm of southern Italian living—where every view is a postcard and every meal a celebration.

Accommodation Options

  • Hotel Caruso, A Belmond Hotel
  • Grand Hotel La Favorita

As your unforgettable Italian adventure comes to a close, bid “arrivederci” to this enchanting country, carrying memories of your Grand Italian Journey North to South Discovery. Throughout your travels, you’ve experienced the perfect blend of culture, luxury, and adventure, enjoying hand-selected hotels, expertly curated experiences, and privately guided sightseeing with seamless transfers between each magnificent destination.

This itinerary merely skims the surface of the incredible possibilities available through Nancy Aiello Tours. If you’re not ready to say goodbye, we can easily extend your journey with additional destinations like the Tuscan countryside or pristine Puglia region. Work with your travel professional to build your dream itinerary day by inspiring day, crafting unique experiences tailored exclusively for you.

Need More Inspiration for Your Italian Adventure?

Browse our curated sample trips for ideas, then let us craft a bespoke itinerary tailored just for you.

A Classic Italian Family Adventure

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Create unforgettable memories with your family on this 10-day luxury adventure through Italy’s iconic cities.

Ideal Length
clessidra 9 nights

Price Guide (excl. flights)
euro 900-1300 Per Person Per Day (based on 2 ppl sharing)

A Week of Authentic Luxury in Puglia

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Create unforgettable memories with your family on this 10-day luxury adventure through Italy’s iconic cities.

Ideal Length
clessidra 6 nights

Price Guide (excl. flights)
euro 1300-1800 Per Person Per Day (based on 2 ppl sharing)

Unforgettable Italian Family Adventure

nancy aiello luxury trip
Puglia, with its pristine coastline, charming trulli, and rich culinary heritage, offers an idyllic setting for a week-long luxury escape.

Ideal Length
clessidra 13 nights

Price Guide (excl. flights)
euro 900-1300 Per Person Per Day (based on 2 ppl sharing)

An Extraordinary Culinary Journey Through Italy

Culinary Journey ITALY
Elevate your Italian journey with a personalized 8-day luxury tour designed exclusively for Chinese-speaking travelers.

Ideal Length
clessidra 9 nights

Price Guide (excl. flights) euro 1800 Per Person Per Day and Up (based on 2 ppl sharing)

Luxury Italy Tour for Chinese Speakers

chinese trip italy
Discover the best of Italy on this unforgettable 14-day luxury family vacation. Immerse yourselves in the country’s rich history, culture, and cuisine

Ideal Length
clessidra 7 nights

Price Guide (excl. flights)
euro 900-1300 Per Person Per Day (based on 2 ppl sharing)

A Luxurious Sicilian Odyssey

best of sicily
Discover the best of Italy on this unforgettable 14-day luxury family vacation. Immerse yourselves in the country’s rich history, culture, and cuisine

Ideal Length
clessidra 8 nights

Price Guide (excl. flights)
euro 1300-1800 Per Person Per Day (based on 2 ppl sharing)

Roman Family Adventure

Family Trip in Rome
Discover the best of Italy on this unforgettable 14-day luxury family vacation. Immerse yourselves in the country’s rich history, culture, and cuisine

Ideal Length
clessidra 6 nights

Price Guide (excl. flights)
euro 900-1300 Per Person Per Day (based on 2 ppl sharing)

A Magical Italian Christmas

christmas italy
Discover the best of Italy on this unforgettable 14-day luxury family vacation. Immerse yourselves in the country’s rich history, culture, and cuisine

Ideal Length
clessidra 9 nights

Price Guide (excl. flights)
euro 1300-1800 Per Person Per Day (based on 2 ppl sharing)

A Luxury Family Adventure Through Southern Italy

Southern Italy Family Trip
Discover the best of Italy on this unforgettable 14-day luxury family vacation. Immerse yourselves in the country’s rich history, culture, and cuisine

Ideal Length
clessidra 11 nights

Price Guide (excl. flights)
euro 1300-1800 Per Person Per Day (based on 2 ppl sharing)

Luxury Italy Honeymoon

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Elevate your Italian journey with a personalized 8-day luxury tour designed exclusively for Chinese-speaking travelers.

Ideal Length
clessidra 13 nights

Price Guide (excl. flights)
euro 1800 Per Person Per Day (based on 2 ppl sharing)

Italy Vacation for Seniors

vacation for senior
Elevate your Italian journey with a personalized 8-day luxury tour designed exclusively for Chinese-speaking travelers.

Ideal Length
clessidra 11 nights

Price Guide (excl. flights)
euro 1300-1800 Per Person Per Day (based on 2 ppl sharing)

Why Nancy Aiello Tours?

Destination Experts

  • At Nancy Aiello Tours, we live, breathe, eat, and sleep Italy, the country we are proud to call home.
  • We use our insider knowledge, relationships, and expertise to create one-of-a-kind journeys and experiences that you will cherish for a lifetime.
  • Whether you’re planning a family vacation, honeymoon, or romantic escape, we’re here to create an authentic luxury travel experience that will stay with you forever.

Unique to You

  • You won’t find packaged trips here, or any set dates either. That’s because every one of our trips is specifically designed and scheduled around your interests and needs.
  • From honeymooners to baby boomers, millennials to multi-generational families, every itinerary we design is unique to each client's travel style.
  • We want to give you the most memorable and rewarding luxury vacation possible, and we’ll work closely with you to create an itinerary that exceeds your hopes and expectations.

Carefully Curated

  • With 16+ years of success, we’ve built a coveted collection of top-notch properties, immersive experiences, and local experts.
  • Our insider connections mean that these extraordinary luxury travel opportunities are always a part of our itineraries no matter where you decide to go.
  • Wherever you go, we can connect you with some incredible people, including artists, art historians, chefs, and many more so you have a truly personalized and enriching luxury travel experience.

Customize IT