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 Rome - Winter tours

Trip customizable

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Rome is a fabulous mix of history, archaeology, art, religion, and delicious food; and it certainly is the most popular place to visit in Italy. Truth is, Rome is a city that hardly leaves you indifferent. It's the kind of place you either love or hate – and most inevitably love it.

Art and architecture

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english

Destinations

Rome

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Duration4 days

From

USD 1,350

USD 1,147

Saving

USD 202

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Roman Holiday - Winter tours

(2 reviews )

No booking fees

Best price guaranteed

Everything was good, no complains. the tour guy Antonio was amazing. we are happy with all.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Siena, Florence

Duration8 days

From

USD 1,055

USD 1,023

Saving

USD 32

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In the heart of Italy - Winter tours

4.3

(4 reviews )

No booking fees

Best price guaranteed

Overall trip was good. Negatives were that the hotel in Rome was dated, no refrigerator. Front desk did not send requested help 2 of 3 times. Was difficult to get Ice as there was no Ice machine. Pillows were flat. The hotels were much better. We had 5 tour guides. Felipe and Antonio were great as was the local guide Genaro in Capri. WE liked that the drivers sold chilled bottled water for 1 euro on each bus.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Perugia

Duration9 days

From

USD 1,220

USD 1,183

Saving

USD 37

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Tuscany Escape, Semi-private Tour - Winter Tours

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Tuscany Escape, Semi-private Tour - Winter tours

Trip customizable

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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 landascape is complemented by towns overflowing with Reinassance art and architecture. Proud of its olive oil, there’s acclaimed gastronomy and, perhaps the best-know wine area, Chianti, is stunningly beautiful with gentle hills clocked by olive groves and vineyards and ancient castles and grand palazzi which have been magnificently restored as impressive hotels.

Art and architectureFood tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish, french, german, italian

Destinations

Florence, Gaiole In Chianti

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Duration7 days

From

USD 1,846

USD 1,569

Saving

USD 277

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The Marco Polo - Winter tours

Trip customizable

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Travel from energetic Rome to Florence, Bologna, and soothingly romantic Venice on this four-day experience. You’ll marvel at Michelangelo’s gift for turning marble into skin as you gaze up at the perfection of the David in Florence, and dare to feed the pigeons in Venice’s St. Mark’s Square. With ample cobblestone alleys to roam, breathtaking monuments and churches to discover, narrow canals to float along, and tiny shops to dip into, you’ll experience the eternal beauty of each city on this unforgettable tour!

Art and architectureChill out

Tour Type

Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Lazio

Duration4 days

From

USD 926

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Best of Italy - Winter tours

4.8

(172 reviews )

No booking fees

Best price guaranteed

Our guide was very professional and knowledgeable which helped a great deal. It got us to places we never would have gone to by ourselves .

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome

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Duration11 days

From

USD 5,795

USD 5,514

Saving

USD 281

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Local Living Italy—sorrento - Winter Tours

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Local Living Italy—Sorrento - Winter tours

(4 reviews )

No booking fees

Best price guaranteed

This was a bucket list trip for me and I highly recommend this tour. It exceeded my expectations. Looking forward to more G Adventures!

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa, Guest House

Age Range

12-100 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Naples

Amalfi Coast & Campania, Naples, Sorrento

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Duration7 days

From

USD 2,199

USD 1,706

Saving

USD 493

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Beautiful Europe - Winter tours

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Six countries, sixteen days, and a wealth of memories await on the "Beautiful Europe" tour. Perfect for seniors, this city sightseeing trip starts and ends in Prague, weaving through Budapest, Vienna, Innsbruck, and more. With all accommodations, meals, and transport provided, you can relax and savor the ever-changing scenery. The tour’s USP lies in its extensive itinerary—offering a panoramic sweep of Europe’s finest cities without sacrificing comfort or leisure.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Budapest, Rome, Vienna, Prague

Budapest, Rome, Vienna, Prague, Munich, Zurich, Venice, Salzburg, Innsbruck, Milan, Florence

Duration16 days

From

USD 2,548

USD 2,472

Saving

USD 76

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Italian Treasures - Winter tours

4.8

(20 reviews )

No booking fees

Best price guaranteed

The itinerary.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Florence, Genoa, Milan, Ve

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

Duration11 days

From

USD 1,599

USD 1,551

Saving

USD 48

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The Essential of Italy end Milan - Winter tours

4.3

(6 reviews )

No booking fees

Best price guaranteed

Hi, I really enjoyed this trip. I would suggest to put just two stops/visits for each day and not more: otherwise this could easly cause daley during the tour.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Milan, Rome, Siena, Florence, Genoa

Duration9 days

From

USD 1,248

USD 1,211

Saving

USD 37

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Italy: Amalfi Coast to Puglia - Winter tours

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Stray off the beaten path and explore a new side to the Italy you know and love. Sample wines created from the rich volcanic soil just outside of Pompeii. Soak up the sun with a free afternoon in Positano, home to colorful hillside houses and local posh boutiques. Spend 2 nights in a unique cave dwelling in Matera and your last 2 nights in the Puglia region in a personal converted trullo house. Uncover the Baroque excellence of Lecce, an artisan city of limestone. Make your way through southern Italy and experience the Amalfi Coast and the Puglia region.

Beach

Tour Type

Group Tour

Accommodation

Resort, Villa, Hotel, Hut

Age Range

1-99 yrs

Operated in

english

Destinations

Bari, Naples, Alberobello, Monopoli

Duration14 days

From

USD 4,699

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Art Cities Of Italy, Private Tour - Winter Tours

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Art Cities Of Italy, Private Tour - Winter tours

(1 review )

Trip customizable

Best price guaranteed

They did a great job with everything!

Art and architectureHoneymoon

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish, french, german, italian

Destinations

Rome, Florence, Venice, Milan

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Duration8 days

From

USD 3,366

USD 2,861

Saving

USD 505

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European Ring - Winter tours

4.6

(14 reviews )

No booking fees

Best price guaranteed

The schedules were good only suggestion I would give I during summer when day temp can touch 35C have the day schedules a bit later, e.g in Rome the city walk tour starts at 3pm, rescheduled that for a bot later say 5.30pm, I suppose everyone in our group will agree considering the fact that there are women and children in the tour. This is good feedback and it can be considered for the future.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Paris, Salzburg, Kitzbuhel, Vien

Paris, Salzburg, Kitzbuhel, Vienna, Prague, Frankfurt, Amsterdam, Lyon, Zurich, Milan, Rome

Duration23 days

From

USD 3,863

USD 3,747

Saving

USD 116

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Discovering Lecce - Winter tours

Trip customizable

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A mesmerizing feast of baroque architecture, Lecce dazzles the eye with its resplendent historical center, which is lined with buildings from the 17th and 18th centuries. You’ll find dozens of striking churches and palazzi, along with a Norman-style castle and a trove of excellent museums. Lecce has been inhabited for over 2000 years, and you can see ancient Roman ruins in a horseshoe-shaped amphitheatre that once held 15,000 spectators.

Art and architecture

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, italian

Destinations

Lecce

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Duration4 days

From

USD 1,048

USD 891

Saving

USD 157

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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 3 of 91 Trips in Italy with 1,487 Reviews

See Italy tours by duration

Discovering Rome - Winter tours

Roman Holiday - Winter tours

In the heart of Italy - Winter tours

Tuscany Escape, Semi-private Tour - Winter tours

The Marco Polo - Winter tours

Best of Italy - Winter tours

Local Living Italy—Sorrento - Winter tours

Beautiful Europe - Winter tours

Italian Treasures - Winter tours

The Essential of Italy end Milan - Winter tours

Italy: Amalfi Coast to Puglia - Winter tours

Art Cities Of Italy, Private Tour - Winter tours

European Ring - Winter tours

Discovering Lecce - Winter tours

Page 3 of 91 Trips in Italy with 1,487 Reviews

Combine Italy in Winter with Nearby Countries for an Unforgettable Trip

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All Italy Tours in Winter

Page 3 of 91 Trips in Italy with 1,487 Reviews

See Italy tours by duration

Page 3 of 91 Trips in Italy with 1,487 Reviews