Christmas in Italy
Family Vacation

Ideal Lenght
9 Nights
Price Guide (excl. flights)
€1,500–€2,000
per person per day (based on double occupancy)
Best Time to Go
Christmas and holiday season

BESPOKE LUXURY TRAVEL IN ITALY

Experience the magic of a Christmas in Italy family vacation, where festive traditions and bespoke luxury come together. Designed for multigenerational families, this immersive 10-day journey explores Italy’s most iconic cities—Venice, Florence, and Rome—at their most enchanting, aglow with twinkling lights and timeless cheer.

Revel in a curated blend of cultural discovery, joyful celebration, and shared family experiences. From savoring artisan panettone in festive markets to discovering Renaissance masterpieces together, every moment of your Christmas in Italy family vacation is crafted to delight all ages.

Let the spirit of the season inspire unforgettable memories across generations.

On Every Private Journey

A Grand Farewell to

Italy

As your Christmas in Italy family vacation comes to a close, you’ll return home with more than souvenirs—you’ll carry the glow of festive gondola rides, the joy of cooking together in a Tuscan kitchen, and the awe of discovering Rome’s ancient wonders lit by holiday lights. These are the memories that become heirlooms—stories retold around your own holiday table for years to come.

If your family’s holiday spirit longs for more, consider extending your festive escape to Bologna’s culinary treasures or Naples’ lively nativity traditions. Wherever your heart leads, our expert Travel Advisors are ready to enrich your journey with the same custom planning, insider access, and seamless service that define every unforgettable Christmas in Italy family vacation.

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

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Luxury Italy Tour for Chinese Speakers

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Luxury Italy
Exclusively Yours

Curate your dream Italian adventure. Our insider experts unlock extraordinary experiences hidden from ordinary travelers.

BESPOKE LUXURY TRAVEL IN ITALY

Curated Journeys. Capturing the Soul of Italy

Tailored Artisan Journeys

Your passions shape your Italian adventure. Our experts craft perfect itineraries with insider recommendations and authentic experiences that resonate with your unique spirit.

Authentic experiences

Discover the real Italy beyond tourist facades. Our connections invite you into genuine moments—family vineyards, neighborhood trattorias, and traditions rarely shared with outsiders.

Sustainable Luxury

Experience Italy's beauty through mindful travel. Our journeys support small family-owned businesses, local artisan workshops, and historic villages while delivering uncompromising elegance.

OUR TESTIMONIALS

Guests experiencing authentic Italian journeys crafted for discerning clients by Nancy Aiello Tours: a multigenerational family enjoying a private wine harvest in an Italian vineyard, and a couple on a balcony having a curated romantic dinner with scenic views, highlighting exclusive access and local connections from a luxury Italian travel agency.
Christmas in Italy Family Vacation
Price Guide €1,500–€2,000 PP/day (excl. flights)

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Londra Palace

This historic property offers quintessential Venetian luxury with an unrivaled lagoon-front position. Just steps from St. Mark’s Square, the Londra Palace provides front-row views of Venice’s most iconic vistas while offering a reprieve from the city’s busiest areas. The hotel’s rich cultural heritage—having hosted artists and composers including Tchaikovsky—adds depth to the guest experience. The romantic waterfront terrace of Do Leoni restaurant offers one of Venice’s most memorable dining settings, perfect for watching gondolas glide by while savoring exceptional Venetian cuisine.

Cà di Dio

Situated on the waterfront in Venice’s artsy and relaxed Eastern Castello district, Ca’ di Dio is just a few minutes’ walk from Piazza San Marco. This neighborhood offers a slower pace compared to Venice’s bustling tourist hubs, where Venetians sip prosecco alfresco as the sun sets on the lagoon. This glamorous five-star hotel overlooks St Mark’s basin and exudes calm refinement, setting it apart from Venice’s more ostentatious palazzo hotels. With its blend of historic charm and contemporary elegance, Ca’ di Dio creates a serene and captivating atmosphere.

Ai Reali di Venezia

Welcoming guests with classical interiors, Ai Reali is a swanky hotel in a 17th-century palace offering a luxurious and historic ambience. Imagine yourself surrounded by elegant architecture, grand marble staircases, and potentially even canal views from your room. The hotel’s setting is truly magical in a campo with a church and next to a picturesque bridge. This charming boutique hotel features spacious rooms, a restaurant with canal views, plus a posh spa which might be perfect for relaxation after a day of sightseeing. Overall, Hotel Ai Reali di Venezia is a great choice for luxury-seekers who want a beautiful and historic place to stay in a central location.

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Mask-Making Class in Venice: Create Your Own Carnevale Masterpiece

Step into the world of Venetian artistry with a private mask-making class led by a local artisan in a historic atelier. This hands-on experience invites you to explore the enchanting tradition behind Venice’s iconic Carnevale masks, treasured for their elegance, mystery, and centuries-old symbolism.

Photo Shoot by Boat in Venice: Capture Your Venetian Dream

Celebrate your time in Venice with a private photo shoot aboard a luxury Venetian boat, helmed by a local skipper and accompanied by a professional photographer who knows how to frame your most unforgettable moments. As you glide through quiet canals and beneath elegant bridges, your personal photographer captures the romance, joy, and timeless charm of your experience. From secret corners and sweeping lagoon views to postcard-perfect backdrops like St. Mark’s Basilica and the Bridge of Sighs, this curated route brings out the soul of Venice—through your lens.

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Il Tornabuoi

Housed within the historic Palazzo Minerbetti, Hyatt Unbound’s Il Tornabuoni offers a sophisticated retreat in the heart of Florence. This 12th-century building, once known to locals as the Tornabuoni-Beacci, has been meticulously restored to its former glory. With its contemporary design and elegant ambiance, Il Tornabuoni caters to discerning travelers seeking a central location and refined experiences. Each of its 62 uniquely appointed rooms and suites features a distinctive color palette, luxurious furnishings, and modern amenities. Unlike traditional Italian accommodations, many rooms offer spacious layouts with two queen or king-sized beds, making them ideal for families.

The St. Regis Florence

Originally built in the 16th century by the noble Giuntini family, the building was converted into a hotel in the second half of the 18th century. Steeped in history, the St. Regis Florence offers guests a unique and unforgettable experience. You’ll find “super-grand rooms” at this historic palace on the Piazza Ognissanti, overlooking the Arno River. Artwork, custom frescoes, antiques, crystal chandeliers, and warm hues decorate the hotel’s 80 spacious guest rooms and 19 luxurious suites.

Hotel Calimala

This brilliantly reimagined historic building offers a fresh perspective on Florentine hospitality. Designer Alex Meitlis has created a compelling dialogue between the palazzo’s 19th-century structure and contemporary design elements—resulting in spaces that feel both respectful of tradition and excitingly innovative. The spectacular rooftop venue provides one of Florence’s most atmospheric dining and socializing experiences with its multi-level terraces offering panoramic city views.

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David & Hidden Florence Tour: Michelangelo’s Masterpiece and Renaissance Secrets

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.

Tuscany Wine Tasting Tour: Discover Chianti’s Iconic Reds

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.

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Hotel Maalot

This boutique gem offers a refreshingly contemporary take on Roman luxury in an unbeatable location. Just 100 steps from the iconic Trevi Fountain, Maalot Roma provides the perfect base for exploring the Eternal City’s treasures. The hotel’s artistic spirit infuses every space, creating an atmosphere that feels like staying in the home of a sophisticated Roman collector.

Hotel de la Ville

Perched at the top of the Spanish Steps, the Hotel de la Ville has spectacular views and a timeless, stately elegance. The palace is the second Rocco Forte’s hotel in Rome, after the hotel De Russie. Behind the elegant 18th-century façade, contemporary style has been beautifully combined with details inspired by the Grand Tour and the result is art-filled spaces that blend plush contemporary decor with classical influences, combining handmade wallpaper, rich Italian fabrics and historic tapestries.

Martis Palace Hotel

While not super luxurious, Martis Palace offers comfortable and stylish accommodations at a price point that might be more attractive than some top-tier luxury hotels in Rome. This chic hotel may be boutique, but the 26 rooms are spacious, which can be a big perk for families who need more room to spread out.

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Early-Access Vatican Tour: Discover the Vatican Before the Crowds

Experience the Vatican’s most awe-inspiring wonders in the stillness of early morning with a private guided Vatican City tour before the crowds. Led by a handpicked expert, this intimate cultural experience offers privileged access to the heart of the Catholic world and its unparalleled artistic legacy. Your journey begins before the public doors open, granting you rare tranquility inside the Vatican Museums. As you walk in hushed reverence through gilded halls, ancient sculptures, and masterful tapestries, your guide brings centuries of papal power, patronage, and intrigue vividly to life—with stories tailored to your interests and your pace.

Golf Cart Tour of Rome: Discover the Eternal City with Comfort & Charm

Experience Italy’s capital in a novel way—breezing through cobblestone streets and grand piazzas on a private golf cart tour of Rome. This fun, eco-friendly experience pairs the thrill of discovery with the comfort of quiet, sustainable transport, offering a delightful way to uncover the Eternal City’s timeless beauty. Accompanied by your own local driver-guide, you’ll cruise past Rome’s iconic landmarks and secret corners alike. From the awe-inspiring Colosseum and Spanish Steps to charming alleys and hidden gems only locals know, this immersive journey brings Rome’s rich history and vibrant culture to life with every turn.

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