Journeys designed entirely around your passions and pace
Handpicked hotels and villas chosen for elegance and character
Dedicated assistance ensuring effortless, worry-free travel
Perhaps you have dreamed of returning to Italy. Perhaps this is your first time. You may be drawn to great art and architecture, to the history behind an ancient street, to long lunches, beautiful landscapes, exceptional wine, or the simple pleasure of having nowhere else you need to be.
Your interests may be many. Or perhaps there are only a few things you care deeply about. Either way, your journey should reflect them.
We begin by understanding not only where you would like to go, but how you want to experience Italy — how much you want to see, how much time you want to linger, and what makes a day feel truly well spent.
Because the best journey is not the one that fits in the most. It is the one that feels right.
No two journeys through Italy are alike. From cultural discoveries to time in the countryside, these are simply starting points.
Personally vetted and handpicked by our Italy specialists for their character, location, service, and fit with your journey.
This boutique gem offers an authentic immersion in Bologna’s rich history within a meticulously restored medieval palazzo. The hotel’s exceptional location in the heart of the historic center—just steps from the iconic Two Towers—provides perfect access to Bologna’s architectural treasures, renowned food markets, and historic university district. The intimate scale allows for personalized service, while the preservation of important architectural elements, including magnificent wooden coffered ceilings dating to 1300, creates a genuine connection to the city’s cultural heritage.
This historic grande dame, Bologna’s only five-star luxury hotel, offers an unparalleled combination of aristocratic splendor, prime location, and warm hospitality. Housed in an 18th-century former seminary palazzo, the property provides an authentic immersion in Bologna’s rich cultural heritage while offering contemporary comforts. Its central position on Via Indipendenza provides easy walking access to Bologna’s major attractions, gourmet food markets, and shopping districts.
The hotel’s crowning jewel—the frescoed I Carracci restaurant—offers one of the city’s most memorable dining experiences amid original 15th-century artwork.
This architectural marvel transforms a former stone quarry into a striking contemporary resort that honors Matera’s unique landscape. The thoughtful integration of the hotel into the historic cave structures creates an immersive experience where guests can connect with the region’s fascinating geological and cultural heritage. Floor-to-ceiling windows throughout the property frame dramatic views of the stone city and rugged ravine, while the spectacular infinity pool seems to merge with the ancient landscape.
The resort offers easy access to UNESCO-listed Sassi district while providing a luxurious retreat from Matera’s increasingly popular tourist paths.
This authentic masseria (fortified farmhouse) offers a perfect blend of rustic charm and refined luxury in the heart of Puglia’s picturesque countryside. Set among ancient olive groves and fragrant citrus orchards, the property provides a deeply authentic Apulian experience while offering exceptional amenities including a private beach club just minutes away. The working farm aspect—with organic vegetable gardens and traditional olive oil production—creates meaningful farm-to-table dining experiences that showcase the region’s celebrated cuisine.
Grand Hotel Wagner represents the perfect marriage of Palermo’s rich cultural heritage and sophisticated luxury. Its central location provides exceptional access to the city’s treasures, from historic monuments to vibrant markets. The attentive staff delivers impeccable service that feels both professional and warmly Sicilian, creating a haven of comfort for discerning travelers exploring this dynamic city.
This architectural marvel creates an extraordinary experience where the boundaries between hotel and natural environment seem to dissolve. Built in harmony with its dramatic cliffside setting, Atlantis Bay offers unmatched seclusion and breathtaking sea views from every vantage point. The property’s unique design creates intimate spaces for relaxation while providing easy access to both the crystal-clear waters below and Taormina’s historic charm above.
Personally experienced and selected by our Italy specialists to bring you closer to the places, people, traditions, and stories that make Italy distinctive.
Step behind the scenes of one of Italy’s most storied baking traditions with a private bread-making experience in Altamura—the birthplace of the legendary Pane di Altamura DOP. Held inside the city’s oldest active bakery, this immersive visit offers rare access to the heart and hearth of southern Italian bread culture.
Led by a master baker whose family has preserved the craft for generations, you’ll learn about the ancient wheat of the Murge plateau and the natural fermentation process that gives Altamura bread its golden crust, nutty aroma, and extraordinary shelf life. From shaping loaves by hand to watching them bake in a centuries-old wood-fired oven, you’ll experience every step of this time-honored ritual.
Taste warm slices fresh from the oven, paired with regional specialties such as local olive oil, cheeses, or cured meats. Rich in heritage and flavor, this experience is a journey into the culinary identity of Puglia—and a delicious way to connect with Italy’s living food traditions.
Escape to the sun-drenched countryside of Salento for a private day of indulgence, discovery, and connection. Set at one of our favorite family-run wineries, this exclusive experience invites you to savor the richness of southern Italy’s wine culture in a way that’s as relaxed as it is refined.
Welcomed by your host amidst rolling vineyards, you’ll delve into the history, terroir, and organic practices behind some of Puglia’s most expressive wines. With a private sommelier-led tasting, explore a curated selection of vintages that reflect the land’s bold character and the winemaker’s passion.
Then, under the olive trees or in a rustic dining room, enjoy a slow-paced farm-to-table lunch made from seasonal, local ingredients. Each course is thoughtfully paired with the estate’s wines, highlighting the harmony between Puglia’s cuisine and its viticulture.
Whether you’re a wine lover or a curious traveler, this sensory journey through Salento’s flavors and landscapes offers a moment of pure joy—an authentic slice of la dolce vita made just for you.
Step into one of Italy’s most enchanting UNESCO World Heritage Sites aboard a charming, vintage Ape Calessino. This private and personalized tour offers an intimate exploration of Matera’s iconic Sassi district—an ancient labyrinth of cave dwellings and rock-hewn architecture carved into the limestone cliffs, where history whispers from every corner.
With the ease and comfort of your own dedicated driver, glide through narrow winding alleys and panoramic viewpoints that reveal the city’s timeless beauty. Discover the captivating stories behind the Sassi’s origins, its transformation over centuries, and its modern-day revival as a vibrant cultural gem. Your driver-guide will tailor the journey to your interests, whether uncovering hidden churches, artisan workshops, or scenic spots perfect for photography.
This unique ride combines immersive history with effortless exploration, making it ideal for refined travelers seeking authentic experiences off the beaten path. Enjoy the freedom of a private itinerary, unhurried and designed exclusively for you—where every moment invites connection to Matera’s soul-stirring landscape and living heritage.
Discover the heart of Sicily through its vibrant street food and storied past on this private culinary walk through Palermo. Designed for curious travelers eager to experience authentic local life, this immersive tour blends market culture, architectural beauty, and unforgettable flavors.
With your private local guide leading the way, explore Palermo’s bustling historic markets—from the colorful stalls of Mercato del Capo to the character-filled lanes of Vucciria. Along the way, savor the bold, multicultural flavors that define Sicilian street food: crisp panelle, golden arancine, rustic sfincione, and sweet granita. As you taste your way through these iconic treats, learn how the island’s Greek, Arab, Spanish, and Norman influences have shaped its unique culinary identity.
This enriching journey goes beyond food. As you weave through Palermo’s narrow alleys and lively piazzas, your guide will reveal layers of history, from Baroque churches to everyday life, offering insight into the soul of Sicily’s capital. Whether you’re a foodie, a history lover, or a family seeking a deeper connection to Italian culture, this personalized experience is a flavorful and engaging way to discover Palermo.
Discover one of Sicily’s best-kept coastal gems as you escape to Marzamemi—a charming fishing village where time slows, traditions endure, and the simple pleasures of authentic Sicilian life take center stage.
With your private driver handling every detail, enjoy a leisurely, unhurried journey along the island’s sun-kissed southern coastline. Upon arrival, you’re free to immerse yourself in Marzamemi’s enchanting seaside atmosphere at your own pace—free from schedules or crowds.
Wander picturesque piazzas framed by ochre-hued stone buildings and colorful fishing boats that gently sway in the harbor. Explore artisan boutiques tucked into historic palazzos, sip an aperitivo at a waterfront café, or simply soak in the tranquil rhythm of coastal Sicilian life. Beloved for its postcard-perfect charm, Marzamemi has quietly drawn discerning visitors from around the world—including international icons such as Madonna—who come to savor its understated, timeless allure.
Throughout your visit, your dedicated driver remains at your service, allowing you to fully relax and indulge in the pleasures of this idyllic escape. Whether it’s discovering local seafood specialties, capturing panoramic seascapes, or simply embracing la dolce vita, your Marzamemi experience reflects the authentic, unhurried elegance that defines Sicily at its finest.
Step into the heart of Sicily’s culinary traditions with a private cooking class in Agrigento, where the island’s rich flavors and time-honored recipes come to life under the expert guidance of a local chef. This immersive experience offers refined families and culturally curious travelers a rare opportunity to engage directly with Sicily’s vibrant food culture.
Begin your culinary journey by selecting fresh, seasonal ingredients—many sourced from local markets or directly from the estate’s gardens. Your host will introduce you to the distinctive produce, cheeses, and herbs that define Sicilian cuisine, sharing generations-old family stories and cooking techniques along the way.
In an intimate farmhouse kitchen or charming countryside villa, roll up your sleeves to prepare authentic Sicilian dishes, from handmade pasta to traditional seafood, vegetable, or meat-based specialties—all adapted to the day’s freshest ingredients. Learn the secrets behind local classics like caponata, arancini, or fresh busiate pasta, while mastering the balance of flavors that make Sicilian cooking so unforgettable.
The experience culminates with a relaxed, leisurely meal where you savor your creations paired with regional wines, enjoying the convivial spirit that makes Sicilian dining a true celebration of family, heritage, and terroir.
Absolutely. One of our Italy Travel Designers will work closely with you to shape a private journey around the way you want to travel, considering your interests, preferred pace, how you move between destinations, the experiences you want to enjoy, and the level of independence you want throughout the journey.
We then bring together the destinations, luxury accommodations, private experiences, expert guides, and transportation that make sense for you, considering how each element connects with the next and how the journey unfolds as a whole.
What you see on our site are simply starting points—not fixed itineraries—because every journey we design is shaped specifically around you.
Yes—particularly when the journey is designed around the way you want to travel. Italy offers an exceptional combination of art, history, food and wine, countryside, coastline, and cultural experiences, with a variety of ways to discover them privately and comfortably.
Different destinations can involve different terrain, walking, transportation, and logistics. We take these details into account when shaping your journey, choosing the destinations, accommodations, transportation, and experiences that allow you to enjoy Italy at your own rhythm without compromising the depth of the experience.
From private cultural access and exceptional dining to artisan encounters, scenic experiences, and time with the people who bring Italy to life, we select each experience for its character, level of privacy, and place within your journey.
Each experience is shaped on your terms—the access, the timing, the people, and the way you want to experience the moment.
The possibilities change with the destination; the principle remains the same: meaningful experiences, thoughtfully chosen and privately arranged around the way you want to travel.
Absolutely. A journey through Italy does not need to be divided into separate themes.
We can combine art and history with exceptional dining, private wine experiences, countryside discoveries, artisan encounters, scenic journeys, and time to simply enjoy the places you visit. The balance is shaped around your interests and the rhythm that feels right for you.
The result is a richer experience of Italy, at a rhythm that feels entirely your own.
Yes. Thoughtful sequencing is an important part of how we design a private journey through Italy.
Where appropriate, we may recommend spending longer in fewer destinations, choosing accommodations that are well positioned for the experiences you want to enjoy, and arranging private transportation that makes moving between places seamless and efficient.
The goal is not simply to reduce travel, but to make every transition worthwhile and give you more time to experience each destination.
Absolutely. A considered pace does not mean seeing less—it means choosing what deserves your time and allowing each experience to unfold naturally.
We think carefully about how much to include in a day, when to leave room for discovery, and when a private experience deserves more time rather than being rushed to fit a schedule. The goal is to give you enough space to appreciate Italy fully while still experiencing the places and moments that matter most to you.
The result is a journey that feels rich and rewarding, without the pressure of constantly moving on to the next thing.
Private transportation is not only a standard part of how we design our bespoke journeys, but an important element in making the trip more enjoyable. It allows us to move you between destinations without unnecessary effort or complicated connections, while making better use of your time.
Depending on the journey, we may arrange private drivers, first-class train travel, private boat transfers, helicopter charters, or other transportation solutions, always considering the distance, timing, location of your accommodations, and the experiences planned for the day.
The goal is not simply to move you from one place to another, but to make each transition feel natural, well timed, and part of the experience.
We draw on our firsthand knowledge of Italy, longstanding local relationships, and our experience designing bespoke journeys throughout Italy since 2009 to select destinations and accommodations for their character, location, and service.
As Italy-based Destination Specialists, our knowledge comes from experiencing Italy personally—from exploring historic streets and hidden corners to discovering the country from the water, and from the properties we know for their character and service to the people and experiences that bring each destination to life. Tell us how you want to experience Italy, and we’ll shape your journey around you.
Each journey is different, but may include luxury accommodations, private transportation, expert local guides, carefully selected restaurants, private cultural and culinary experiences, and access to distinctive places and people.
We coordinate these elements as one complete journey, including the invisible logistics that connect them, considering how each part works with the next so that the experience feels seamless from arrival to departure.
Because an Italy-based team knows the country firsthand, with trusted local relationships, private access, and the experience to bring every detail together around you.
We compose bespoke private journeys through Italy with privileged access, refined judgment, and a single point of contact from the first conversation to farewell. Since 2009, we have built the relationships and local knowledge that allow us to make the exceptional feel effortless.
It begins with a conversation, not a quote. During a complimentary Journey Discovery Consultation, one of our Italy Travel Designers, selected to best suit your plans, learns how you want to experience Italy, what matters to you, and what you have in mind for your journey.
There is no fee and no obligation at this stage. It is simply an opportunity to discuss your ideas and determine whether we are the right fit for your journey.
Once you decide to move forward, our design process begins with a Journey Design Fee tailored to the unique needs of your journey. We then develop and refine the journey around you, with the flexibility to shape the details as your plans evolve.
As an indicative guide, our bespoke private luxury journeys typically represent an investment of €1,500–€2,500+ per person, per day, excluding airfare. The final investment depends on the destinations, accommodations, experiences, transportation, and overall structure of the journey.
We design fully private journeys of one week or longer, with the level of access, personalization, orchestration, and invisible logistics that each journey requires.
When you submit an inquiry, we ask you to share your anticipated budget so we can understand whether the level of investment is aligned with the journey you have in mind. We use this as a starting point for the conversation, before we begin any journey design.
We do not quote a final, all-in price until the journey has been designed around you.
We generally recommend beginning the planning process 9–12 months in advance, particularly for peak travel periods.
Our relationships can still open doors on shorter notice, but the earlier we begin, the more flexibility we have to shape the journey around what matters most to you.
Yes. Flights can be arranged as part of your overall journey to Italy, including international flights and private charter services when they form part of the itinerary.
We also coordinate the essential travel arrangements around your accommodations, private transportation, guides, experiences, dining, and other logistics so that everything works together seamlessly throughout your journey.
Yes. We recommend travel insurance for every journey we design.
Travel insurance can help protect your investment against unexpected circumstances, such as trip cancellation or interruption, travel delays, baggage issues, or medical emergencies, depending on the policy and coverage selected.
While we do not provide travel insurance directly, we can point you toward trusted providers and resources to help you explore coverage options appropriate for your journey.
Curate your dream Italian adventure. Our insider experts unlock extraordinary experiences hidden from ordinary travelers.
Your passions shape your Italian adventure. Our experts craft perfect itineraries with insider recommendations and authentic experiences that resonate with your unique spirit.
Discover the real Italy beyond tourist facades. Our connections invite you into genuine moments—family vineyards, neighborhood trattorias, and traditions rarely shared with outsiders.
Experience Italy's beauty through mindful travel. Our journeys support small family-owned businesses, local artisan workshops, and historic villages while delivering uncompromising elegance.
This is our second incredible Italian adventure with Nancy Aiello Tours. As always, they delivered exceptional, personalized service throughout our trip. Our travel advisor, Stefania, went above and beyond by not only sending a detailed email outlining options that perfectly matched our requests but also by taking the time to call us personally to learn more about our family, travel plans, and specific desires. Every aspect of our trip was seamlessly handled, from luxurious accommodations and efficient transportation to knowledgeable and engaging tour guides.
Eva - Published 16 December 2024 on Trustpilot
Guest
We used Nancy Aiello Tours for the first time to have them plan our Italian honeymoon. Our consultant Stefania was magnificent. We never could have planned anything as amazing and seamless! The people, food and country were all so wonderful! Thank you for making our dream come true!
Kelly C. - Published September 14, 2024 on Tripadvisor
Guest
"Although we, unfortunately, couldn’t travel due to unforeseen medical reasons, I have to commend the outstanding service we received from this travel agency, especially from Enrico. From the moment we reached out, Enrico went above and beyond to help us plan the perfect Italian getaway. His attention to detail, responsiveness, and deep knowledge of Italy’s hidden gems were remarkable. What truly stood out was his genuine care and understanding when we had to cancel. "
Tiago Martins - Published 15 December 2024 on Trustpilot
Guest
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