10 Best Italy Multiday Tours in Winter

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.

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Discovering Turin - Winter tours

Trip customizable

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Italy is a country that is rich in history, culture, and beauty. From the rolling hills of Tuscany to the ancient ruins of Rome, there is no shortage of things to see and do in this fascinating country. One city that is often overlooked by tourists is Turin. Located in the Piedmont region of Italy, Turin is a city that is steeped in history and culture. If you are looking for a unique and unforgettable experience, then a Turin overview tour is the perfect choice.

Art and architecture

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Turin

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Duration4 days

From

USD 503

USD 428

Saving

USD 75

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Discovering Florence - Winter tours

Trip customizable

Best price guaranteed

Discover Florence, the capital of Italy’s Tuscany region on this short break. A captivating Italy destination that Mark Twain once described as a “city of dreams.” With its abundance of timeless art, rustic Tuscan cuisine, incredible boutique shopping, and mesmerizing views at every turn, the city of Florence is nothing short of spectacular. Visit the Accademia Gallery, the Uffizi Gallery and the iconic Duomo Cathedral. End the trip in the Tuscany countryside and enjoy a glass of wine in this idyllic landscape.

Art and architecture

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Florence

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Duration4 days

From

USD 832

USD 707

Saving

USD 125

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Beautiful Campania - Winter tours

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Best price guaranteed

The Beautiful Campania tour offers a gentle 3-day introduction to one of Italy’s most captivating regions. Ideal for seniors, this group sightseeing journey starts and ends in Rome, providing a seamless, worry-free way to enjoy Campania’s historic and culinary highlights. With everything from hotels to meals included, you can focus on soaking up the atmosphere and making lasting memories. The tour’s USP is its efficiency—perfect for those who prefer a short yet thorough Italian getaway.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Pompeii

Duration3 days

From

USD 480

USD 466

Saving

USD 14

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Europe Highlights Christmas - Winter tours

No booking fees

Best price guaranteed

It’s the most wonderful time of the year on this 10-day Europe Highlights Christmas tour! This festive journey will take you from Italy to Switzerland and back again with countless adventures in between. Discover the beauty of Venice, Munich’s famous Christmas markets, the Amsterdam canals, the twinkling lights of Paris and the snowy Swiss Alps on Christmas day. Visit mountainous Innsbruck, explore the charming Belgian city of Ghent, cruise the Rhine River and admire Florence’s masterpieces. End the tour in Rome on New Year’s Eve after making memories to last a lifetime!

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Rome, Venice, Bavaria, Rhine, Am

Rome, Venice, Bavaria, Rhine, Amsterdam, Paris, the Swiss Alps, Tuscany

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Duration10 days

From

USD 2,675

USD 2,275

Saving

USD 400

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Naples City Break - Winter tours

Trip customizable

Best price guaranteed

From its charming waterfront under the shadow of Vesuvius to its beautiful and bustling historic center: Naples is a stunning city. Its position as a meeting place for various people since ancient times has had a profound impact on Naples, making it a cultural hub. This is evident when walking through its streets, full of artistic and architectural treasures. It is a city with unique magic, blossoming with natural attractions. From amazing food to all kinds of entertainment, you will never be bored.

Art and architecture

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Naples

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Duration4 days

From

USD 333

USD 283

Saving

USD 50

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North Of Italy, Private Tour - Winter Tours

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North Of Italy, Private Tour - Winter tours

(1 review )

Trip customizable

Best price guaranteed

One week custom private tour in northern Italy was outstanding overall. tour director, hotels, day trips, transport were excellent.

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish, french, german, italian

Destinations

Milan, Venice, Verona, Como

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Duration8 days

From

USD 2,642

USD 2,246

Saving

USD 396

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Shrines of Italy - Winter tours

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Best price guaranteed

From the hallowed Basilica of St. Francis to the glorious Sistine Chapel, discover why Italy is a bastion of Catholicism. Spend time at the Basilica of St. Francis in Assisi, the beloved saint’s hometown. Stay two nights in San Giovanni Rotondo. Reflect at the Grotto of Michael the Archangel. Discover the cathedral of Salerno and the abbey of Montecassino. Explore the burial sites of the Catacombs where the early Christians hid and venerated their dead. Attend the weekly Papal audience and receive the blessing given by the Holy Father. Discover Michelangelo’s Last Judgment mural and explore St. Peter’s Basilica. See the world’s most inspirational sites and relics on a journey through the rolling hills and lively cities of Italy.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Assisi, San Giovanni Roton

Rome, Assisi, San Giovanni Rotondo, Amalfi Coast & Campania

Duration11 days

From

USD 2,849

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Reflections of Italy - Winter tours

No booking fees

Best price guaranteed

Embark on a captivating journey that takes you from the piazzas of Rome to the canals of Venice. Discover the rolling hills of the scenic Tuscan and Umbrian countryside. Explore medieval hill towns and visit Assisi, the birthplace of St. Francis. Spend time at a historic winery in the heart of the Chianti region and enjoy a chef-led cooking class with lunch. Discover the masterpieces of the Renaissance in Florence. See glass transformed into exquisite art on Murano Island. Linger in iconic Venice for 2 nights. Journey to the shores of glamorous Lake Como. Encounter a land rich in history, culture, art, and romance.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Milan, Rome, Lake Como, Perugia

Milan, Rome, Lake Como, Perugia, Florence, Venice

Duration10 days

From

USD 2,949

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Beautiful Puglia and Campania - Winter tours

(1 review )

No booking fees

Best price guaranteed

Discover the highlights of southern Italy on the 6-day Beautiful Puglia and Campania tour, tailored for seniors seeking an easy and engaging sightseeing trip. Travel from Rome through Naples and Bari, with hotels, meals, and transport seamlessly arranged. This group tour provides just the right amount of guided activity and free time, ensuring a balanced experience. The USP is its compact yet varied itinerary, making it ideal for travelers who want to enjoy the essence of Puglia and Campania in under a week.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Bari, Brindisi, Naples, Salerno

Duration6 days

From

USD 1,083

USD 1,051

Saving

USD 32

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Tuscany Highlights, Private Tour - Winter Tours

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Tuscany Highlights, Private Tour - Winter tours

Trip customizable

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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

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Duration8 days

From

USD 3,224

USD 2,740

Saving

USD 484

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Golden Italy and Beautiful Campania - Winter tours

(2 reviews )

No booking fees

Best price guaranteed

Tour Guides were very nice and helpful...they answered any questions that we had and went out of their way to make sure the experience was the best that it could be. Great, Great tour guides.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Perugia, Naples, S

Rome, Venice, Perugia, Naples, Siena, Florence, Genoa, Milan, Verona

Duration14 days

From

USD 2,292

USD 2,223

Saving

USD 69

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In The Footsteps Of Leonardo, Private Tour - Winter Tours

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In The Footsteps Of Leonardo, Private Tour - Winter tours

Trip customizable

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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

15% OFF TODAY

Duration7 days

From

USD 1,987

USD 1,689

Saving

USD 298

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Tuscan & Umbrian Countryside featuring Italy's Charming Hill Towns - Winter tours

No booking fees

Best price guaranteed

On a journey through the less-traveled country roads of Umbria and Tuscany, discover another side to the Italy you love. Stroll Assisi’s old city, and explore the Umbrian hill town of Spoleto, where the gilded façade of the cathedral rivals with the silvery sheen of the olive trees. Visit Florence, the “Cradle of the Renaissance.” In Siena, stand inside one of Tuscany’s most ancient piazzas. Admire the famous towers of San Gimignano and hunt for truffles in the Umbrian countryside. Delight in regional specialties and Italian wine with every dinner. Feel like a local as you discover the marvels of wine, cuisine, culture, and history.

Countryside and village visits

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Tuscany, Chianti, Umbria

Rome, Tuscany, Chianti, Umbria, Pienza

Duration11 days

From

USD 3,749

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The Dolomites And Prosecco, Self-drive - Winter Tours

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The Dolomites And Prosecco, Self-drive - Winter tours

Trip customizable

Best price guaranteed

Embark on an unforgettable journey through the stunning landscapes of Northern Italy with our Dolomites and Prosecco Self-Drive Tour. This unique adventure offers the perfect blend of natural beauty, cultural richness, and culinary delights. Wind your way through the majestic peaks and verdant valleys of the Dolomites, a UNESCO World Heritage site renowned for its breathtaking scenery and outdoor activities. Then, immerse yourself in the world of Prosecco, exploring the lush vineyards and charming villages where this world-famous sparkling wine is produced. With the freedom of a self-drive tour, you can set your own pace, stop to take in the views and savor the region's delights on your terms. Get ready to experience the best of Italy's alpine and wine country, creating memories that will last a lifetime.

Self-drive or vehicle rental

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english

Destinations

Cortina d'Ampezzo, Treviso, Bolz

Cortina d'Ampezzo, Treviso, Bolzano, Venice

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Duration8 days

From

USD 1,482

USD 1,259

Saving

USD 222

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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 Italy and Spain, Germany and Italy or France and Italy.

All Italy Tours in Winter

Page 5 of 91 Trips in Italy with 1,495 Reviews

See Italy tours by duration

Discovering Turin - Winter tours

Discovering Florence - Winter tours

Beautiful Campania - Winter tours

Europe Highlights Christmas - Winter tours

Naples City Break - Winter tours

North Of Italy, Private Tour - Winter tours

Shrines of Italy - Winter tours

Reflections of Italy - Winter tours

Beautiful Puglia and Campania - Winter tours

Tuscany Highlights, Private Tour - Winter tours

Golden Italy and Beautiful Campania - Winter tours

In The Footsteps Of Leonardo, Private Tour - Winter tours

Tuscan & Umbrian Countryside featuring Italy's Charming Hill Towns - Winter tours

The Dolomites And Prosecco, Self-drive - Winter tours

Page 5 of 91 Trips in Italy with 1,495 Reviews

Combine Italy in Winter with Nearby Countries for an Unforgettable Trip

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Food, wine, events and nightlife

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All Italy Tours in Winter

Page 5 of 91 Trips in Italy with 1,495 Reviews

See Italy tours by duration

Page 5 of 91 Trips in Italy with 1,495 Reviews