200+ January 2001 Tours in Italy - Book Your Adventure

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.

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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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.

Milan City Break - Winter tours

Trip customizable

Best price guaranteed

Milan—globally renowned for its cutting-edge design and historic grandeur—is the perfect destination for those seeking a relaxed yet culturally rich city break. This 4-day self-guided art and architecture tour welcomes seniors and travelers who appreciate leisurely exploration, offering a seamless blend of past and present. Marvel at the awe-inspiring Duomo di Milano, its Gothic spires dominating the skyline, and step inside the storied Teatro alla Scala, a mecca for opera lovers. Art enthusiasts will be captivated by the Pinacoteca di Brera and by Leonardo da Vinci’s legendary mural, 'The Last Supper,' housed within the Convent of Santa Maria delle Grazie. With accommodation, transport, and meals thoughtfully arranged, this tour package ensures comfort and ease throughout your stay. The standout feature? Milan’s unique combination of style, art, and history—offering travelers a city getaway that is as inspiring as it is accessible.

Art and architecture

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Milan

Duration4 days

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Rome, Complete Greece with Puglia and Campania - Winter tours

No booking fees

Best price guaranteed

Journey through Italy and Greece in style on the 'Rome, Complete Greece with Puglia and Campania' tour. Over 15 days, this easy-paced group trip—ideally suited for seniors—begins and ends in Rome, offering guided city sightseeing through Italy’s storied cities and Greece’s ancient wonders. With hotel stays, transportation, and meals all included, you’ll enjoy a relaxed itinerary rich in history and local culture. The USP of this tour package lies in its artful combination of regional highlights, allowing for deep cultural immersion without the stress of planning.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Nafplion, Patras, Brindisi

Rome, Nafplion, Patras, Brindisi, Naples, Bari, Igoumenitsa, Kalambaka, Athens

Duration15 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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Discovering Naples - Winter tours

Trip customizable

Best price guaranteed

Naples pulses with history and life, and the "Discovering Naples" tour is the perfect introduction for seniors longing for a relaxed yet rich Italian experience. Over four days, this self-guided art and architecture trip lets you uncover the city’s treasures at your own pace—from the sun-dappled waterfront under Vesuvius to the vibrant historic center teeming with centuries-old art and culture. Savor local cuisine, stroll through bustling streets, and soak up Naples’ unique blend of ancient charm and contemporary energy. The charm of this tour lies in its flexibility and depth, offering travelers a comfortable, authentic immersion into one of Italy’s most captivating cities.

Art and architecture

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english, italian

Destinations

Naples

Duration4 days

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Discovering Florence - Winter tours

Trip customizable

Best price guaranteed

Florence, with its Renaissance splendor and Tuscan charm, sets the stage for an enriching four-day art and architecture trip—ideal for senior travelers seeking a relaxed yet culturally rich getaway. Explore iconic landmarks like the Accademia and Uffizi Galleries, marvel at the Duomo Cathedral, and wander through boutique-lined streets. Experience the rustic countryside with a glass of wine in hand, surrounded by rolling hills. This self-guided tour’s unique selling point is its balance of world-class art, leisurely exploration, and the flavors of Tuscany, all in a compact, accessible package.

Art and architecture

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Florence

Duration4 days

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A Taste of Italy: 11 Days - Classic - Winter tours

Trip customizable

Best price guaranteed

Traveling from eternal Rome and up through the hazy hills of Tuscany, you’ll spend eleven days sampling the best of Assisi, Siena, Florence, Bologna, Venice, the Tuscan wine region, and Capri! Catch the spirit of la vita bella as you explore elegant Florentine piazzas, rummage through handcrafted artisanal treasures, sip world-class wines, and float down intimate Venetian canals. You will then discover the treasures along Italy’s Amalfi Coast, to sun-bleached Capri before returning to Rome!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Lazio, Sorrento

Duration11 days

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Discovering Bari - Winter tours

Trip customizable

Best price guaranteed

Bari, perched elegantly on the Adriatic, invites you to explore its sunlit streets and rich history at a relaxed pace. This four-day self-guided art and architecture tour is crafted for seniors who enjoy independent yet comfortable travel. Tour historic landmarks such as the Basilica di San Nicola and the Museo Nicolaiano, soaking in the fusion of southern Italian sophistication with provincial charm. The trip’s distinct advantage is its balance of cultural exploration and personal freedom, allowing you to discover Bari’s treasures in your own time with all logistics handled.

Art and architecture

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, italian

Destinations

Bari

Duration4 days

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Beautiful Campania - Winter tours

No booking fees

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, Naples

Duration3 days

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Discovering Turin - Winter tours

Trip customizable

Best price guaranteed

Turin, a jewel in Italy’s Piedmont, offers a sophisticated yet relaxed four-day art and architecture tour for seniors. Uncover the city’s storied past, from elegant piazzas to grand palaces, at your own gentle pace. This self-guided trip includes hotel accommodations and smooth logistics, allowing you to focus on Turin’s rich history and cultural flair. The unique selling point is the opportunity to explore one of Italy’s most underappreciated cities, ensuring an unforgettable and authentic Italian experience.

Art and architecture

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Turin

Duration4 days

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Discovering Lecce - Winter tours

Trip customizable

Best price guaranteed

Lecce dazzles with baroque beauty and centuries-old stories on this four-day self-guided art and architecture trip, tailored for seniors. Roam its historic center, marvel at ornate churches and palazzi, and discover relics from Roman times in the famed amphitheater. With comfortable accommodations and thoughtful pacing, this tour stands out for its deep dive into one of Italy’s most enchanting yet often overlooked cities, promising a blend of architectural wonder and rich cultural heritage.

Art and architecture

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, italian

Destinations

Lecce

Duration4 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 6 of 71 Trips in Italy with 1,476 Reviews

Combine Italy in Winter with Nearby Countries for an Unforgettable Trip

Milan City Break - Winter tours

Rome, Complete Greece with Puglia and Campania - Winter tours

Naples City Break - Winter tours

Discovering Naples - Winter tours

Discovering Florence - Winter tours

A Taste of Italy: 11 Days - Classic - Winter tours

Discovering Bari - Winter tours

Beautiful Campania - Winter tours

Discovering Turin - Winter tours

Discovering Lecce - Winter tours

Page 6 of 71 Trips in Italy with 1,476 Reviews

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January 2001 Italy Tours - Book Now

See Italy tours by duration

Get a customized trip to Italy in Winter

Page 6 of 71 Trips in Italy with 1,476 Reviews

Page 6 of 71 Trips in Italy with 1,476 Reviews