190+ January 2001 Tours in Italy - Book Your Adventure

Get a customized trip to Italy in Winter

Plan a multi-country or regional adventure across Italy in Winter, with help from a local expert.

Alessandra GalassiTravel Expert in Italy
Elena KyrimiTravel Expert in Greece & Italy
Danilo CataniaTravel Expert in Italy

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Accommodations

BudgetSimple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

Combine Italy in Winter with Nearby Countries for an Unforgettable Trip

See tours with itineraries going through multiple countries, including Italy

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Alternatively, explore tours that are exclusively just France and Italy.

All'italiana - Winter tours

No booking fees

Best price guaranteed

Short on time, but keen on Italy? This 8-day tour is everything you need; see Rome and Florence on foot with passionate local guides, explore Venice at your own pace on a free day, and marvel at the rolling hills of the Italian countryside and Tuscany’s beautiful Renaissance architecture. Experience Bologna, Siena and FlorenceTerre. From the Colosseum to the Venetian canals, we tick all those must-have boxes. In between, sip Italian wines, dine like the locals and live la bella vita. Bellissima!You can combine this itinerary with a tour of southern Italy.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-80 yrs

Operated in

english, spanish

Destinations

Rome, Florence, Venice

Duration8 days

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Tuscany Escape: 7 Days Through Art, Wine & Hills, Self-drive - Winter tours

Trip customizable

Best price guaranteed

Experience the magic of Tuscany on this 7-day self-drive tour, exploring rolling hills, medieval villages, and charming towns steeped in history. Wander through Renaissance Florence, admire Pisa’s iconic Leaning Tower, and soak in Siena’s Gothic splendor. Discover the world-famous Chianti wine region with its scenic vineyards, olive groves, and hilltop villages, and wander the cobbled streets of San Gimignano, a UNESCO World Heritage Site renowned for its towers and gelato. Enjoy a journey that blends culture, gastronomy, and breathtaking landscapes at your own pace.

Self-drive or vehicle rental

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Florence, Chianti

Duration7 days

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In The Footsteps Of Caravaggio: 6 Days From Florence To Naples, Private Tour - Winter tours

Trip customizable

Best price guaranteed

Walk in the footsteps of Caravaggio, from the elegance of Florence through the churches of Rome to the vibrant streets of Naples. Admire his masterpieces in the Uffizi Gallery, discover the emotional power of his paintings in Rome’s San Luigi dei Francesi and Villa Borghese, and trace his dramatic journey through the churches and palaces that still preserve his genius. In Naples, explore the Baroque splendor of Palazzo Zevallos and Pio Monte della Misericordia, where his final works reveal the deep humanity behind his art. A journey through light and shadow, art and passion — just like Caravaggio himself

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english, spanish, french, italian, german

Destinations

Florence, Naples, Rome

Duration6 days

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Solo-ish Sicily - Winter tours

No booking fees

Best price guaranteed

Craving a taste of Sicily’s legendary flavors and landscapes? This eight-day Solo-ish adventure from Catania to Palermo invites you to dive into local culture, starting with a vibrant market tour and hands-on cooking class. Savor Sicilian specialties, wander bustling street stalls, and stand in awe beneath the shadow of Mt. Etna’s volcanic slopes. With a small group of like-minded explorers, you’ll journey from coast to coast, forging friendships and unforgettable memories. The tour’s unique selling point is its focus on culinary immersion and social connection—perfect for travelers looking to blend food, culture, and camaraderie into one delicious journey.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-100 yrs

Operated in

english

Destinations

Palermo, Catania, Agrigento

Duration8 days

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Discovering Bologna - Winter tours

Trip customizable

Best price guaranteed

Craving an authentic taste of Italian culture? This four-day tour package in Bologna is an ideal choice for seniors and lovers of fine living. Uncover culinary secrets in a hands-on cooking class with a local Cesarina, savoring the flavors of traditional Bolognese cuisine. Pedal through the city’s historic streets on a guided bike tour, immersing yourself in its vibrant atmosphere and architectural beauty. The tour also whisks you into Italy’s Motor Valley, where exclusive museum and factory visits bring the legends of Ferrari and Lamborghini to life. Blending gourmet delights, cultural depth, and automotive passion, the USP of this trip is its unique fusion of food, art, and motoring heritage—all set within the charismatic charm of Bologna.

Art and architectureExplorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, italian

Destinations

Bologna

Duration4 days

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Italy Winter Snow and Alps - Winter tours

Trip customizable

Best price guaranteed

Indulge in winter’s magic with the "Italy Winter Snow and Alps" tour—a seven-day escape through the snow-dusted Dolomites and charming alpine towns. Perfect for experienced travelers seeking a blend of relaxation and adventure, this journey features spa retreats in Val Badia, guided snowshoe hikes to Cortina d’Ampezzo’s Five Towers, and both cross-country and downhill skiing options with private lessons available. Explore medieval Andraz Castle, sample fine wines in Bolzano, and browse festive Christmas markets filled with artisanal treats. Optional visits to Castel Roncolo and the Renon Plateau complete the experience. The highlight? A seamless fusion of Italy’s alpine beauty, rich heritage, and authentic winter traditions—ideal for those craving both comfort and adventure.

Culture shows and excursions

Tour Type

Private Tour

Age Range

1-90 yrs

Operated in

english

Destinations

Northern Italy, Dolomites, Bolza

Northern Italy, Dolomites, Bolzano, Milan

Duration7 days

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Tuscany Highlights, Semi-private Tour - Winter tours

Trip customizable

Best price guaranteed

Drive through some of Italy's most iconic region on this eight-day tour that takes you through Lucca, Siena and Florence. Tuscany is brimming with secluded valleys, magnificent rolling hills and majestic medieval villages boasting bustling restaurants, piazzas and ancient narrow cobble-stoned streets. Its rich landscape is complemented by towns overflowing with Renaissance art and architecture.

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish, french, italian, german

Destinations

Florence, Lucca, Siena

Duration8 days

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Naples City Break - Winter tours

Trip customizable

Best price guaranteed

Naples promises a city break like no other, where the spirit of southern Italy is alive in every corner. On this 4-day self-guided art and architecture tour, seniors and culture enthusiasts alike can explore the city’s rich tapestry at a relaxed pace. Wander the lively waterfront beneath the watchful gaze of Mt. Vesuvius, then lose yourself in the winding lanes of Naples’ historic center—brimming with artistic treasures and architectural marvels. The city’s vibrant street life, delectable cuisine, and centuries-old traditions create an unforgettable atmosphere, perfect for travelers who delight in authentic local character. Accommodation, meals, and transport are included, ensuring a stress-free experience. The unique selling point? Naples’ singular blend of history, culinary excellence, and natural beauty, making this tour package a must for anyone seeking Italy’s true soul.

Art and architecture

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Naples

Duration4 days

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In The Footsteps Of Leonardo: 7 Days From Venice To Florence, Private Tour - Winter tours

Trip customizable

Best price guaranteed

Join our seven days tour for a “full immersion” into Leonardo Da Vinci’s life. Visit Accademia Gallery in Venice, Cenacolo and Pinacoteca Ambrosiana in Milan and Uffizi Gallery in Florence. Our expert guides will lead you to the most important sites of these cities to show you the famous masterpieces of this amazing artist and his life.

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish, french, german, italian

Destinations

Florence, Venice, Milan

Duration7 days

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Italian Highlights - Winter tours

Trip customizable

Best price guaranteed

Indulge your senses on the "Italian Highlights" self-guided city sightseeing tour, a nine-day independent journey perfect for those who savor leisurely exploration and culinary delights. Depart from Rome, driving through Orvieto’s Gothic splendor and the sweet-scented hills of Perugia, the home of world-famous Baci chocolates. Tuscany’s scenic roads lead you to Montalcino and Bagno Vignoni, where spa traditions and local wines beckon. Sample Pecorino cheese in Pienza and enjoy tastings in Montepulciano and the Chianti region before reaching Florence, the cradle of the Renaissance. Bologna’s gastronomic scene is next, with a visit to Modena’s vinegar factories and Parma’s culinary treasures. Explore the historic city of Ferrara and the artistic riches of Padua, including Giotto’s frescoes and the Basilica of St. Anthony. The grand finale is Venice—sail a gondola along its storied canals and let the magic of the lagoon captivate you. The unique highlight of this trip is its self-drive format, blending freedom and comfort with curated experiences in Italy’s most evocative regions. Accommodations, transport, and select meals are arranged for a seamless adventure.

City sightseeing

Tour Type

Independent Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

English

Destinations

Rome, Venice, Bologna, Siena, Fl

Rome, Venice, Bologna, Siena, Florence, Padua

Duration9 days

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January 2001 Italy Tours - Book Now

See Italy tours by duration

Get a customized trip to Italy in Winter

Page 12 of 196 Trips in Italy with 3,418 Reviews

Combine Italy in Winter with Nearby Countries for an Unforgettable Trip

Page 12 of 196 Trips in Italy with 3,418 Reviews

All'italiana - Winter tours

Tuscany Escape: 7 Days Through Art, Wine & Hills, Self-drive - Winter tours

In The Footsteps Of Caravaggio: 6 Days From Florence To Naples, Private Tour - Winter tours

Solo-ish Sicily - Winter tours

Discovering Bologna - Winter tours

Italy Winter Snow and Alps - Winter tours

Tuscany Highlights, Semi-private Tour - Winter tours

Naples City Break - Winter tours

In The Footsteps Of Leonardo: 7 Days From Venice To Florence, Private Tour - Winter tours

Italian Highlights - Winter tours

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January 2001 Italy Tours - Book Now

See Italy tours by duration

Get a customized trip to Italy in Winter

Page 12 of 196 Trips in Italy with 3,418 Reviews

Page 12 of 196 Trips in Italy with 3,418 Reviews