Every journey we design through Tuscany and Florence is rooted in authenticity and crafted with care. Wander the vine-covered hills of Chianti, explore medieval gems like Siena and San Gimignano, and savor truffles, fine wines, and Tuscan cuisine through private, exclusive experiences.
In Florence, go beyond the masterpieces—meet artisans in hidden studios, discover frescoes in quiet corners, and cook alongside passionate chefs.
Whether dining in a centuries-old chapel or uncovering artistic treasures with your private guide, your experience is immersive, elegant, and unforgettable.
With insider expertise, privileged access, and signature stays, we turn Tuscany and Florence into your personal stage of discovery. Our luxury travel Tuscany & Florence itineraries are tailored around your passions, blending culture, cuisine, and countryside bliss.
At Nancy Aiello Tours, we don’t just plan trips to Tuscany and Florence—we share our homeland with you.
As native Italians, we reveal experiences that transcend tourism, opening doors to private vineyards, artisan ateliers, and hidden piazzas.
Every bespoke journey is infused with authenticity, elegance, and seamless coordination, combining carefully selected stays, personalized excursions, and one-of-a-kind encounters—crafted exclusively for you.
This insider approach defines our luxury travel in Tuscany & Florence, where refinement and exclusivity create unforgettable moments.
Designed with insider knowledge, our journeys transform familiar landscapes into personal discoveries.
From artisans to winemakers, our network welcomes you as honored guests, sharing traditions passed down for generations.
Step beyond guidebooks into secret viewpoints, private vineyards, and intimate dining reserved for insiders.
Experience Italy’s rhythm as every detail unfolds naturally, with effortless luxury behind the scenes.
This storied property offers a quintessential Florentine experience with its perfect location and authentic atmosphere. Having hosted notable figures from poets to royalty throughout its history, the hotel combines rich cultural heritage with contemporary luxury. Its central position provides easy walking access to Florence’s major attractions, luxury boutiques, and dining destinations.
Villa Campestri offers an authentic immersion into Tuscany’s olive oil culture while providing a peaceful countryside retreat. This 13th-century estate combines the charm of a historic Tuscan villa with the unique experience of staying at Italy’s first olive oil resort. Guests enjoy not only luxurious accommodations but also educational opportunities to discover the art of olive oil production, from grove to table.
The property’s location in the verdant Mugello Valley provides easy access to lesser-known Tuscan treasures while remaining within reach of Florence. Perfect for travelers seeking a genuine connection to the land and culinary traditions of Tuscany.
Palazzo Portinari Salviati offers an exceptional opportunity to experience Renaissance Florence in authentic splendor. The palace, dating back to 1470, was the historic residence of Folco Portinari—father of Dante’s beloved Beatrice—and later belonged to the influential Salviati family. Its central location places you within minutes of the Duomo, Uffizi Gallery, and Ponte Vecchio.
Art lovers will particularly appreciate the preserved Renaissance frescoes, architectural details, and the palatial atmosphere that transports guests to Florence’s golden age.
This magnificently restored castello offers the quintessential Tuscan experience combining aristocratic heritage with COMO’s renowned wellness philosophy. The extensive estate provides both tranquility and adventure with olive groves, vineyards, and forests to explore. The property’s elevated position affords spectacular views across the Chianti countryside while its central location allows for easy day trips to Florence, Siena, and San Gimignano.
This distinctive boutique hotel offers a refreshing alternative to traditional Florentine accommodations. Its unique timepiece concept creates a sophisticated yet playful atmosphere that appeals to both adults and children. The hotel’s excellent location provides instant access to Florence’s treasures while the attentive staff ensures that families receive personalized attention to make their stay comfortable and memorable.
This urban resort offers an oasis of tranquility within Florence’s vibrant city center. The hotel’s historic garden, the largest private garden in Florence, provides a serene retreat after exploring the city’s treasures. Split between the 15th-century Palazzo della Gherardesca and the 16th-century La Villa, the property offers guests the rare opportunity to live among Renaissance masterpieces while enjoying world-class Four Seasons service.
Venture beyond Florence into the heart of the Tuscan countryside, where rolling hills and centuries-old olive groves hold the secrets of Italy’s most prized culinary treasure—extra virgin olive oil. This privately guided tasting experience invites you to explore Tuscany’s rich agricultural heritage through a multi-sensory journey celebrating the artistry of authentic olive oil production.
Travel with your private driver to a family-owned estate surrounded by silvery olive trees. As you walk the groves with your expert host, you’ll learn how terroir, harvest timing, and cold-pressing techniques shape the character of premium oils—each one a story of season, soil, and tradition.
The highlight of your visit is a blind tasting led by a professional olive oil expert. In this refined yet engaging format, you’ll train your palate to detect the hallmarks of exceptional EVOO—from fruity and floral to herbaceous and peppery—while learning how to distinguish authentic oils from commercial blends.
Conclude your experience with a seasonal, farm-to-table lunch or light tasting featuring dishes thoughtfully paired with the estate’s oils and complementary wines. This immersive experience nourishes the senses and offers a deeper connection to Tuscany’s timeless culinary soul.
Uncover the essence of Tuscan cuisine in this private, hands-on pasta-making class that begins at the heart of Florence’s bustling food markets. Designed for refined families and culinary travelers, this immersive experience connects you to the city’s gastronomic roots—where tradition, artistry, and flavor meet.
Accompanied by your expert chef, stroll through Florence’s vibrant market stalls where seasonal produce, fragrant herbs, and time-honored ingredients reflect the soul of Tuscan cooking. Learn how to select the finest tomatoes, greens, and cheeses while engaging with local vendors who have supplied Florence’s kitchens for generations.
After gathering your market treasures, step into a cozy Florentine kitchen—your private culinary studio for the day. Under the guidance of your chef, transform flour and eggs into hand-rolled tagliatelle, delicate ravioli, or pici—a rustic Tuscan pasta with ancient roots. As you knead, shape, and fill your pasta, you’ll gain insight into techniques passed down through generations of Italian families.
Your experience culminates in a shared meal, where you’ll savor the dishes you’ve crafted, paired with local wines and a classic Tuscan dessert. This is more than a cooking class—it’s a celebration of Tuscan life, hospitality, and the joy of gathering around the table.
Step into Florence, the birthplace of the Renaissance, where artistic genius and political intrigue reshaped the world. This private tour pairs Florence’s iconic sights with hidden gems, offering an insider’s look at the city’s soul.
With your expert art historian, explore the UNESCO-listed center—home to Brunelleschi’s soaring Duomo, secret Medici piazzas, and the iconic Ponte Vecchio. Go beyond the postcard views to uncover tucked-away gems, elegant courtyards, and the lesser-known corners where Florence’s rich history quietly endures.
Your journey culminates at the Accademia Gallery, where you skip the lines to stand before Michelangelo’s David. With expert insight, discover how this marble masterpiece became a symbol of human potential and artistic revolution.
Immerse yourself in the timeless charm of Tuscany with a private Chianti wine tour designed for families who appreciate fine wine and meaningful connection. Set against rolling vineyards and cypress-lined lanes, this exclusive experience blends adult indulgence with kid-friendly discovery across two handpicked boutique wineries.
Your day begins with a scenic drive through the Chianti countryside, where medieval hamlets and vineyard vistas greet you at every turn. At your first stop, enjoy a warm welcome and a behind-the-scenes look at the winemaking process, followed by a curated tasting of estate-grown wines that reflect the region’s deep-rooted traditions.
Next, travel to a second charming winery that brings Chianti’s agricultural soul to life. While adults savor another round of distinguished vintages, young explorers embark on their own tailored adventures—meeting friendly farm animals or joining playful sensory workshops, where juice tastings echo their parents’ experience. These family-run estates understand that nurturing future wine lovers begins with childhood wonder.
A relaxed farm-to-table lunch is served al fresco when weather permits, featuring seasonal Tuscan flavors straight from the land. Between sips and bites, there’s time to stroll the vines, connect with your hosts, or simply unwind and let Tuscany’s rhythm work its magic.
Whether you’re a couple introducing your children to the pleasures of travel or a multigenerational group seeking a shared taste of la dolce vita, this tour pairs perfectly with every palate.
Venture into the rolling hills of Chianti, where terracotta-roofed villages, cypress-lined roads, and vineyard-draped slopes set the scene for an elegant Tuscan escape. With your private driver leading the way, your day unfolds at a relaxed pace—designed for adults seeking authenticity, flavor, and connection.
You’ll journey through a landscape of timeless beauty en route to a curated selection of boutique wineries, each handpicked for its character, terroir, and devotion to quality. From historic estates producing Chianti Classico to visionary winemakers pushing tradition forward, every stop unveils a new dimension of Tuscan excellence.
Taste prestigious vintages in private cellar rooms and panoramic terraces, guided by those who craft them. Savor each pour alongside pairings of aged pecorino, artisanal salumi, and estate-pressed olive oil—all selected to complement the region’s signature reds.
Between visits, pause for a gourmet farm-to-table lunch at one of the two selected wineries, where seasonal Tuscan dishes are paired with estate wines and sweeping vineyard views. Whether you’re deepening your wine knowledge or simply indulging in the good life, this private experience delivers refinement, discovery, and unforgettable scenery.
Step behind the scenes of Florence’s centuries-old artisan heritage on this private Florence artisan experience, where the city’s Renaissance soul lives on in the hands of master craftsmen. Nestled behind unassuming doors, these hidden workshops preserve rare traditions that have shaped Florence’s artistic legacy for generations.
Led by your expert private guide, gain exclusive access to authentic botteghe typically closed to the public. Witness goldsmiths shaping precious metals using techniques unchanged since the days of Benvenuto Cellini. Observe leather artisans meticulously crafting bags, journals, and accessories by hand, honoring patterns passed through generations. Discover paper marblers swirling vibrant colors into exquisite designs once coveted by Medici nobility.
This private Florence artisan experience offers slow luxury in its purest form—where every object embodies weeks of meticulous, patient craftsmanship. Engage directly with the artisans as they share their stories and demonstrate techniques that industrial production cannot replicate. At select workshops, enjoy hands-on moments where you and your family can try your hand at elements of these ancient crafts under the careful guidance of the masters themselves.
More than a simple tour, this immersive experience unveils the human artistry behind Florence’s enduring reputation for excellence. Leave with a deeper appreciation for the city’s living artistic legacy—and perhaps a one-of-a-kind creation to treasure as a lasting memory of your journey.
Spring (April–June) and fall (September–October) offer ideal weather, golden landscapes, and fewer crowds—perfect for both city strolls and vineyard days. Our itineraries align with each season’s highlights, from private truffle hunts to harvest celebrations, ensuring an experience that feels personal, elegant, and effortlessly timed.
We recommend at least 5–7 days to enjoy the region’s highlights at a relaxed pace, combining Florence’s Renaissance treasures with the rolling beauty of the Tuscan countryside. Our luxury travel Tuscany & Florence itineraries balance cultural depth with time to simply savor the view, creating a journey that feels unhurried, authentic, and indulgent.
Yes. We handpick elegant hotels, historic villas, and boutique retreats that embody authentic Italian charm and modern comfort—each selected to suit your preferences and elevate your travel experience. Every luxury travel Tuscany & Florence itinerary includes stays that blend sophistication, discretion, and a deep sense of place, ensuring seamless, indulgent comfort throughout your journey.
Absolutely. Many of our travelers choose to combine Tuscany and Florence with other iconic Italian destinations such as Rome, the Amalfi Coast, or Lake Como. We design seamless, multi-destination itineraries that showcase Italy’s rich diversity while maintaining an elegant, unhurried pace from start to finish. Whether extending your luxury journey from Florence to Venice, Rome, or beyond, every detail unfolds effortlessly—creating a truly immersive and refined experience. Our team ensures every luxury travel Tuscany & Florence itinerary connects seamlessly with other dream destinations.
Private art tours, vineyard visits, truffle hunts, hands-on culinary adventures, and more—each curated to your passions. From family visits to traditional animal farms in Chianti to private cooking classes in Renaissance palaces, every experience is arranged with luxury travel Tuscany & Florence expertise, blending discovery, indulgence, and a genuine connection to place.
Absolutely. From hands-on pizza-making and vineyard visits to private scavenger hunts through Florence, our itineraries blend refinement with engaging experiences for all ages. Our luxury travel Tuscany & Florence specialists ensure comfort, flexibility, and memorable moments for multigenerational families.
Each journey begins with your interests, pace, and preferences. We combine insider access, local expertise, and bespoke planning to craft private tours, intimate culinary encounters, and unique experiences that most travelers never find. You set the vision—we handle the details. From preferred budget and destinations to activities, transport, and hotel type, our experts design and coordinate every aspect with precision. Our luxury travel Tuscany & Florence approach ensures every detail is tailored for authenticity, elegance, and effortless enjoyment.
Our journeys are never pre-packaged or shared. We reveal the region through the eyes of locals, from private artisan studios to serene countryside hideaways. Every detail—from curated stays in historic villas to intimate tastings in family-run estates—reflects grace, depth, and distinction, defining what true luxury travel Tuscany & Florence means.
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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