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Southern Italy Family Trip

A Bespoke Family Journey Through Southern Italy

ROME |  NAPLES |  MATERA |  PUGLIA

Ideal Length
11 Nights

Price Guide (excl. flights)
€1,300–€1,800 per person per day (based on double occupancy)

When
Exclusively private, tailored to your preferred dates

Customize it

Embark on an extraordinary family journey through Southern Italy, meticulously crafted for families seeking privacy and elegance. Our bespoke itinerary weaves through Rome, Naples, Puglia, and Matera, where ancient history embraces breathtaking landscapes and modern sophistication.

Immerse your family in experiences that transcend typical travel. Explore the Colosseum’s timeless grandeur, wander Naples’ vibrant streets, marvel at Matera’s haunting Sassi, and discover Puglia’s whimsical Trulli houses. Each destination offers a unique narrative, carefully curated to inspire and captivate every family member.

This is more than a vacation—it’s a transformative family journey through Southern Italy designed to create profound connections and lasting memories. Indulge in authentic cuisine, uncover hidden cultural gems, and experience luxury that speaks to the heart of Italian hospitality, promising an adventure your family will cherish forever.

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Let's Create Your Dream Italian Vacation!

Every journey to Italy is a unique masterpiece. This suggested itinerary is a palette of possibilities, but it’s your vision that inspires the final masterpiece. Share your dreams, and our destination experts will craft a bespoke itinerary tailored to your heart’s desire.

Itinerary Highlights

ROME – 3 NIGHTS

  • Arrive in style with a seamless private airport transfer to your hotel
  • Glide through Rome’s iconic landmarks on a private golf cart tour
  • Delve into ancient history with a private tour of the Colosseum
  • Marvel at the art and architecture of the Vatican City

NAPLES – 3 NIGHTS

  • Travel comfortably with a private transfer from Rome to Naples
  • Create authentic Italian cuisine during a hands-on pizza-making class with a local expert
  • Explore Naples’ rich history and vibrant culture
  • Savor the beauty of Sorrento on a private day trip from Naples

MATERA – 2 NIGHTS

  • Journey to Matera with a private transfer, including a guided tour of Pompeii along the way
  • Immerse yourself in the UNESCO-listed Sassi cave dwellings

PUGLIA – 3 NIGHTS

  • Venture into the serene Itria Valley with a private transfer
  • Discover the charm of Alberobello, Locorotondo, and Ostuni
  • Indulge in a delicious tastings of Puglia’s finest wines
  • Conclude your journey with a private transfer to the airport

Included with Every Private Journey

  • Personalized Itinerary Planning
  • Luxury Accommodations Throughout
  • Exclusive Private Tours & Experiences
  • Seamless Private Transfers
  • Expert Local Guides
  • Dedicated Travel Advisor
  • Curated Dining Recommendations
  • On-the-Ground Assistance

More Itinerary Details

Begin your family journey through Southern Italy in the Eternal City with a seamless private airport transfer to your hotel. Discover Rome’s treasures via private golf cart adventure, weaving through ancient storied streets. Experience exclusive access to the Colosseum and Roman Forum, where expert guides bring gladiatorial tales to life. Enjoy privileged early entry to the Vatican Museums, Sistine Chapel, and St. Peter’s Basilica, avoiding crowds while absorbing centuries of art and spirituality.

Accommodation Options in Rome

Continue your family journey through Southern Italy to vibrant Naples. Experience authentic Neapolitan culture with an intimate pizza-making workshop hosted in a local family’s home. Explore hidden quarters and grand palazzos with your private guide. Venture to sun-drenched Sorrento for a curated day of coastal charm, artisanal shopping, and refined Mediterranean dining overlooking the sea.

Accommodation Options in Naples

Your family journey through Southern Italy deepens with a private transfer to Matera, stopping at Pompeii for an expert-guided exploration of this perfectly preserved ancient city. In Matera, discover the UNESCO-listed Sassi district through privileged access tours. Stay in meticulously restored cave dwellings transformed into boutique accommodations, blending ancient atmosphere with modern luxury.

Accommodation Options in Matera

The final chapter of your family journey through Southern Italy unfolds in Puglia’s enchanting Itria Valley. Experience Alberobello’s fairy-tale trulli houses, Locorotondo’s circular perfection, and Ostuni’s dazzling white cityscape. Savor exclusive tastings at prestigious wineries, discovering regional vintages. Conclude with a luxury transfer to your departure airport, carrying memories of this extraordinary Italian adventure.

Accommodation Options in Puglia

  • Masseria Torre Coccaro
  • Masseria Torre Maizza

This exclusive 12-day custom travel experience reveals the best-kept secrets of Rome, Naples, Matera, and Puglia. With luxury accommodations, private tours, and curated experiences, it promises an unforgettable family adventure through Southern Italy.

If the charm of Southern Italy has captured your hearts, we can help you extend your stay. Perhaps a few more days exploring Puglia’s serene landscapes, additional time delving into Naples’ vibrant culture, or an in-depth journey through Rome’s rich art and history. Whatever your desires, we’ll be delighted to design a bespoke itinerary tailored to your family’s dreams.

Let us make your journey as extraordinary as Southern Italy itself.

Need More Inspiration for Your Italian Adventure?

Explore our curated sample trips for inspiration, then let us craft a personalized itinerary just for you.

A Classic Italian Family Adventure

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From Venice’s enchanting canals, to Florence’s artistic treasures, and Rome’s ancient wonders this adventure is tailored to create unforgettable memories for all.

Ideal Length
clessidra 9 nights

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

An Unforgettable Roman Family Adventure

Family Trip in Rome

Unleash the magic of Rome with your family. Discover hidden gems, indulge in culinary delights, and create cherished memories on this captivating tour.

Ideal Length
clessidra 6 nights

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

A Luxury Family Exploration of Italy

nancy aiello luxury trip

Forge lifelong family memories on this luxury vacation through Venice, Florence, Sorrento and Rome, all while indulging in private and bespoke experiences.

Ideal Length
clessidra 14 nights

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

A Luxury Mother-Daughter Adventure in Italy

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Indulge in La Dolce Vita in Rome, savor the delights of Florence, and discover the magic of Venice. This trip will strengthen your bond in unforgettable ways.

Ideal Length
clessidra 10 nights

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

A Magical Christmas Family Vacation in Italy

christmas italy

Enchant your family this Christmas with a luxurious Italian adventure. Explore Venice, Florence, and Rome, where festive magic awaits.

Ideal Length
clessidra 9 nights

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

Why Choose 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

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Nancy Aiello Tours is an Italian-based boutique luxury travel agency specializing in bespoke travel planning, crafting unique tailor-made itineraries that capture the essence of Italy. Exclusively dedicated to Italy, we offer an unparalleled level of firsthand local knowledge and insider access, that will leave you awe-struck and mesmerized. Discover the beauty of Italy through a private, personalized journey with Nancy Aiello Tours.

Tour Operator & Travel Agency License: GR131559 – Allianz Global Assistance RC Insurance: 731693168

Via Courmayeur 22, 00135 Roma | P.IVA: 14064491005 – REA: RM1493576

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