Transform your family vacation into an unforgettable Italian journey, meticulously tailored for comfort, culture, and connection. Our expert curators craft bespoke itineraries blending luxury, family-friendly discovery, and seamless logistics.
From hands-on workshops with Italy’s artisans to family-friendly activities like pasta-making in a Renaissance chapel, guided explorations of ancient ruins, or capturing timeless moments in a private Venetian photoshoot, every detail is shaped around your family’s passions and pace—ensuring a journey as effortless as it is extraordinary.
Step beyond the velvet rope with privileged access reserved for those in the know. Thanks to our deep local roots and longstanding relationships, we unlock Italy’s most treasured places—from iconic landmarks to hidden settings few ever see.
Whether it’s behind-the-scenes entry, seamless skip-the-line access, or rare moments far from the crowds, every itinerary is custom-crafted to delight all generations. With insider insight and a personal touch, we reimagine private Italian family vacations as immersive journeys filled with luxury, connection, and discovery. This is Italy—experienced exclusively by your family.
Step into Italy’s storied past with expert-led experiences that define bespoke private Italian family vacations—designed to spark curiosity and connection across generations. Explore the Colosseum with a private historian, uncover Pompeii’s secrets with an archaeologist, and enjoy after-hours access to St. Mark’s Basilica for an unforgettable glimpse into its luminous beauty without the crowds. From private golf-cart tours through Rome’s hidden neighborhoods to intimate explorations of Renaissance masterpieces, we make history come alive for every member of your family.
Savor Italy through the lens of bespoke private Italian family vacations, with immersive culinary encounters that nourish body and soul. Learn to cook traditional dishes with local experts, enjoy a private dinner at Florence’s most exclusive Chef’s Table set in a centuries-old deconsecrated chapel, and gain insider access to artisans in their historic kitchens. Whether it’s mastering the art of fresh pasta with a local nonna, truffle hunting in Tuscany, or watching your children make pizza and gelato with glee—every experience is designed to delight all the senses.
Experience Italy’s iconic coastline in unmatched comfort and privacy. Your bespoke family vacation blends the beauty of the sea with hidden gems, refined accommodations, and immersive cultural encounters.
Sail past pastel villages, dip into hidden coves, and unwind at exclusive cliffside resorts overlooking the Mediterranean’s luminous expanse.
Stay in elegantly restored masserie, relax at private beach clubs, and uncover southern Italy’s slow-life charm with expert local guides.
Linger at refined coastal retreats, explore ancient seaside villages, and savor volcanic wines with views stretching toward Mount Etna.
As the premier curator of bespoke Italian family vacations, we go far beyond ordinary travel planning. With insider access, meticulous attention to detail, and a local presence, we design private journeys that exceed every expectation. Let us craft your family’s Italian legacy—where each moment is tailored, meaningful, and unforgettable.
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 meticulously restored aristocratic palazzo offers refined luxury at the highest point of Matera’s historic center, providing breathtaking views over the ancient cave dwellings. As the former residence of the Counts of Gattini, the property combines authentic noble heritage with sophisticated modern comforts. Its prime location adjacent to the Cathedral offers unparalleled access to Matera’s cultural treasures, while the subterranean spa—built within ancient water cisterns—provides a unique wellness experience deeply connected to the city’s remarkable history and architecture.
This historic masseria offers refined luxury in an authentic setting, surrounded by an 800-year-old olive grove just minutes from the Adriatic Sea. Once a watchtower used by the Knights of Malta, the property combines rich history with exceptional modern amenities. The holistic wellness approach, including the renowned thalassotherapy spa, Mediterranean diet-focused cuisine, and extensive outdoor activities—creates a truly restorative experience.
The property’s attention to detail, immaculate service, and sophisticated atmosphere have made it a longtime favorite among discerning travelers seeking the authentic essence of Puglia.
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.
This exquisitely restored palazzo provides an immersive experience in one of Sicily’s most enchanting baroque towns. The property’s central location allows guests to explore Noto’s golden limestone architecture and vibrant culture with ease, returning to an intimate sanctuary of sophisticated comfort. The passionate staff offers personalized service that reveals the authentic soul of southeastern Sicily through insider recommendations and bespoke experiences.
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 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.
Journey into the legendary world of The Godfather and immerse yourself in Sicily’s most cinematic landscapes, where timeless villages, rugged hills, and evocative piazzas set the stage for one of cinema’s most iconic sagas. With your personal driver at the helm, discover the timeless villages and panoramic vistas that served as the backdrop for Francis Ford Coppola’s masterpiece—offering both film lovers and culture seekers an evocative glimpse into Sicily’s dramatic beauty.
Travel in comfort through the island’s storied countryside, where olive groves and ancient stone villages create the atmospheric setting that brought Don Corleone’s world to life. Enjoy ample free time at leisure to wander the historic piazzas, visit picturesque churches, and pause at recognizable filming locations that remain frozen in cinematic lore.
Whether capturing the striking hilltop views or sipping a coffee in the same squares where Michael Corleone once walked, this exclusive experience invites you to savor Sicily’s authentic character—at once romantic, mysterious, and steeped in tradition.
Designed for travelers who appreciate film history, rich culture, and the understated elegance of personalized exploration, this journey offers a unique encounter with Sicily’s unforgettable landscapes.
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.
Our journeys are custom-crafted from the ground up to reflect your family’s personality, pace, and passions. With exclusive access, handpicked guides, and insider experiences you won’t find elsewhere, we create seamless, one-of-a-kind vacations that feel as effortless as they are extraordinary.
It starts with a conversation. Share your vision with our Italian travel advisors through our inquiry form or a one-on-one call. From there, we’ll craft a proposal tailored exclusively for your family—thoughtful, inspired, and utterly personalized.
We specialize in multigenerational travel. Each itinerary blends cultural depth with age-appropriate experiences—from child-friendly workshops to enriching excursions for teens and grandparents. Every day is thoughtfully balanced to inspire, engage, and connect all ages.
We personally vet every hotel and villa for elegance, comfort, and family suitability. Whether you need connecting suites in Rome or a private seaside villa with a pool, we match you with refined properties that welcome families without compromise.
Yes. We curate flexible, enriching activities that everyone can enjoy together, like private cooking classes, boat excursions, and after-hours museum visits. We also build in time for personal interests and relaxation, so every family member feels fulfilled.
Absolutely. Whether your family is gluten-free, vegetarian, kosher, or managing food allergies, we tailor every culinary moment to be safe, seamless, and deeply enjoyable—from private cooking classes to curated restaurant experiences.
Absolutely. We specialize in transforming life’s milestones into unforgettable moments—think private vineyard dinners, gondola rides at sunset, or exclusive access to stunning historic venues. However you dream of celebrating, we’ll make it extraordinary.
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
Nancy Aiello Tours is a boutique luxury travel agency based in Italy, specializing in bespoke private itineraries that immerse travelers in the true spirit of our country. From seamless planning and handpicked accommodations to exclusive, immersive experiences, every journey is crafted with insider expertise and meticulous attention to detail. Discover Italy through a journey designed exclusively for you.
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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