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Tours and Trip Packages to Italy in Winter

Traveling to Italy in Winter? We offer 100+ tours, trips and vacation packages to Italy in Winter. Our Italy in Winter tour packages and trips have 3400+ customer reviews. All the Italy Winter tour packages and trips are carried out by hand-picked, qualified local and international Italy tour operators.

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- Young Travelers (Age 18-39)Mature Travelers (Age 40-59)Senior Travelers (Age 60+)

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- Discounted Tours
- Last Minute Deals

Activities include

See Italy tours by duration

Duration

1 day29 days

Day Tour
Multiday Tour

Departures

December 2025
January 2026
February 2026

Tour Types

Group tours
Private tours
Small group tours
Independent tours

Activities

Art and architecture
City sightseeing
Cultural, religious and historic sites
Explorer
Walking tours

Physical Rating

relaxed
easy
moderate

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.

Destinations

Rome
Florence
Venice
Naples
Milan

Guide Types

Guided Tours
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Self Guided Tours

Dec 2025 Jan 2026 Feb 2026 Mar 2026 Apr 2026 May 2026 Jun 2026 Jul 2026 Aug 2026 Sep 2026 Oct 2026

Start & End Location

Price

USD 32USD 9,265

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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.

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

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Showing 1 - 10 of 13 results

Italian Expresso - 5 Days - Winter Tours

Italian Expresso - 5 days - Winter tours

No booking fees

Best price guaranteed

COACH TOUR: Explore the best of central Italy on this five-day journey from Rome to Venice, with scenic stops in Florence, Bologna and the Tuscan countryside. Visit Assisi and Siena en route to Florence, where Renaissance treasures and Tuscan cuisine await. Wander Bologna’s historic streets and enjoy a street food tasting before heading to Venice for gondolas, cicchetti and grand architecture. Wrap up with wine and views in hilltop Montepulciano before returning to Rome. With guided sightseeing, regional flavours and iconic landmarks throughout, this compact adventure is perfect for travellers keen to experience Italy’s cultural heart in style.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Tuscany, Florence, Bologna

Rome, Tuscany, Florence, Bologna, Venice

Duration5 days

Discovering Verona - Winter Tours

Discovering Verona - Winter tours

Trip customizable

Best price guaranteed

Step into the romance of Verona and Lake Garda with this four-day self-guided tour, perfect for seniors drawn to art, history, and gentle exploration. Wander the storied streets that inspired Romeo and Juliet, visit medieval monuments, and enjoy a leisurely sail along Lake Garda’s serene waters. The highlight of this trip is its seamless blend of cultural immersion and scenic tranquility, offering you the chance to delve into Northern Italy’s storied past at your own comfortable pace.

Art and architecture

Tour Type

Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Verona

Verona

Duration4 days

Unesco Puglia & Matera Wonder Holiday Package - Winter Tours

Unesco Puglia & Matera wonder holiday package - Winter tours

Trip customizable

Best price guaranteed

Uncover the UNESCO treasures of southern Italy with the "Unesco Puglia & Matera wonder holiday package," crafted for young adults who value immersive exploration and effortless logistics. Over six days, this organized tour sweeps you through Matera’s ancient cave dwellings, the iconic trulli of Alberobello, and the enigmatic Castel del Monte. Along the way, visit vibrant cities like Bari, Ostuni, and Lecce, each brimming with history, culture, and local flavor. With expert guides, comfortable hotels, and seamless transfers, you can soak up the region’s wonders without the stress of planning or driving. The tour’s standout feature is its comprehensive access to southern Italy’s UNESCO sites, making it a worry-free, memorable holiday for solo travelers, couples, or anyone craving authentic Italian charm.

City sightseeing

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-79 yrs

Operated in

english, italian

Destinations

Matera, Puglia, Bari, Trani, Alb

Matera, Puglia, Bari, Trani, Alberobello, Ostuni, Lecce

Duration6 days

Page 2 of 13 Trips in Italy with 184 Reviews

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