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  • Home
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January 2001 Italy Tours - Book Now

Don't miss out on Italy's best experiences! Book early from over 200 tours departing in January 2001. Secure better prices, guaranteed spots, and peace of mind with more than 3,900 verified traveler experiences.

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    • See Italy tours by duration

    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 Galassi - Italy in Winter Tours Expert
      Alessandra GalassiTravel Expert in Italy
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      Elena KyrimiTravel Expert in Greece & Italy
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    Recommended by
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  • Physical Rating
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  • Accommodations
    • Simple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
    • Comfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
    • Upscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.
  • Guide Types
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    1 day24 days
    • Showing 1 - 10 of 71 results
    Discovering Lecce - Winter Tours

    Discovering Lecce - Winter tours

    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 TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel
    Age Range
    6-99 yrs
    Operated in
    english, italian
    Destinations
    Lecce
    Lecce
    View Tour
    Jewels Of Italy And Cinque Terre By Rail - Winter Tours

    Jewels of Italy and Cinque Terre by Rail - Winter tours

    Explore Italy’s most beloved cities by rail with the 'Jewels of Italy and Cinque Terre by Rail' tour, an 8-day independent trip ideal for travelers who value both structure and flexibility. Start in Rome, where you’ll marvel at ancient architecture and iconic monuments on a guided walking tour. Board a high-speed train to Florence, immersing yourself in Renaissance masterpieces and vibrant city life. Continue to the enchanting villages of Cinque Terre, where your included pass lets you freely discover dramatic coastlines, scenic trails, and colorful harbors at your own pace. The journey wraps up in Florence, offering ample opportunities for further exploration or optional excursions to tailor your experience. With accommodations, transport, and select meals included, this trip’s unique selling point lies in its seamless blend of convenience and personal freedom—allowing you to explore Italy’s highlights in a style that’s as relaxed or active as you choose.
    Train toursCity sightseeing
    Tour Type
    Independent TourTypically a private tour undertaken by one or two travelers
    Accommodation
    Hotel
    Age Range
    8-99 yrs
    Operated in
    English
    Destinations
    Rome, Cinque Terre and Liguria
    Rome, Cinque Terre and Liguria, Florence, Monterosso
    View Tour
  • Start & End Location
  • Price
    USD 32USD 9,280
    • Italian Highlights - Winter Tours

    Italian Highlights - Winter tours

    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 TourTypically a private tour undertaken by one or two travelers
    Accommodation
    Hotel
    Age Range
    8-99 yrs
    Operated in
    English
    Destinations
    Rome, Venice, Bologna, Siena, Fl
    Rome, Venice, Bologna, Siena, Florence, Padua
    View Tour
    Chauffeured Rome, Florence & Venice - 8 Days - Winter Tours

    Chauffeured Rome, Florence & Venice - 8 days - Winter tours

    Imagine gliding through the heart of Italy in comfort and style—this 8-day private tour package takes you from Rome to Venice with ease, offering the ideal balance of guided sightseeing and personal discovery. Designed especially for experienced travelers and seniors who appreciate both cultural depth and convenience, this easy-paced journey covers Rome, Florence, and Venice, with chauffeured car transfers ensuring a seamless experience. Enjoy guided explorations of iconic sites like Vatican City, the Colosseum, Florence’s Galleria dell'Accademia, and St Mark's Basilica in Venice. The tour includes a memorable gondola ride along Venice’s romantic canals and a delightful wine tasting session in the renowned Chianti region, providing authentic local flavor. Between destinations, your personalized itinerary lets you select from charming stops in places such as Orvieto, Bologna, Montepulciano, or Padova, tailoring the trip to your interests. Throughout, you’ll stay in comfortable hotels with included meals, while ample free time grants you the freedom to explore at your own rhythm. The standout feature of this Italian sightseeing tour is the blend of expert guidance and the flexibility to personalize your journey, ensuring a rich, comfortable, and memorable Italian adventure.
    City sightseeing
    Tour Type
    Private Tour
    Accommodation
    Hotel
    Age Range
    18-80 yrs
    Operated in
    english
    Destinations
    Rome, Venice, Florence
    Rome, Venice, Florence
    View Tour

    Combine Italy in Winter with Nearby Countries for an Unforgettable Trip

    See tours with itineraries going through multiple countries, including Italy

    View Tours

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

    Rome, Florence & Venice By Train - 8 Days - Winter Tours

    Rome, Florence & Venice By Train - 8 days - Winter tours

    Travel from Rome’s ancient streets to Venice’s romantic canals on the "Rome, Florence & Venice By Train – 8 days" self-guided city sightseeing tour, curated for experienced travelers and seniors. Enjoy guided tours of each city’s top attractions: explore Vatican City and the Colosseum in Rome, marvel at Florence’s Galleria dell’Accademia—home to Michelangelo’s David—and glide through Venice on an included gondola ride. Between sightseeing, taste regional wines in Chianti and enjoy ample free time for personal discoveries. All transportation, accommodation, and some meals are taken care of, letting you relax and focus on Italy’s timeless beauty. The unique selling point of this private tour package is its effortless rail travel—connecting Italy’s most iconic cities while offering convenience, comfort, and plenty of local flavor.
    City sightseeing
    Tour Type
    Private Tour
    Accommodation
    Hotel
    Age Range
    18-80 yrs
    Operated in
    english
    Destinations
    Rome, Venice, Florence
    Rome, Venice, Florence
    View Tour
    La Dolce Vita - 11 Days - Winter Tours

    La Dolce Vita - 11 days - Winter tours

    COACH TOUR: Take in the best of Italy on this 11-day journey from Rome, looping through Florence, Venice, and the sun-drenched south. Explore ancient ruins in Pompeii, cruise the canals of Venice, and marvel at the Vatican’s artistic treasures. Sip Tuscan wine in Montepulciano, discover Renaissance Florence, and see Pisa’s famous Leaning Tower. In the south, enjoy a formal dinner in Sorrento and a day trip to the glamorous island of Capri. With guided tours, scenic drives and plenty of local flavours, this trip blends history, culture and coastlines—perfect for anyone wanting a deep dive into Italy’s many highlights.
    City sightseeing
    Tour Type
    Group Tour
    Accommodation
    Hotel
    Age Range
    18-80 yrs
    Operated in
    english
    Destinations
    Rome, Sorrento, Florence, Bologn
    Rome, Sorrento, Florence, Bologna, Venice, Tuscany, Naples, Capri
    View Tour
    Florence Discovery & Wine Tasting - 4 Days - Winter Tours

    Florence Discovery & Wine Tasting - 4 days - Winter tours

    Uncover Florence’s artistic treasures and rolling vineyards on the "Florence Discovery & Wine Tasting – 4 days" private city sightseeing trip, ideal for experienced travelers and seniors. Enjoy a guided walking tour and fast-track entry to the Galleria dell’Accademia, then explore at your own pace with ample free time. Venture into the Chianti region for a day of wine tasting and indulge in a lunch of regional specialties. With accommodation, transport, and select meals included, this tour package’s unique charm lies in its balanced blend of cultural exploration and culinary pleasure—perfect for those wanting to savor Florence’s best in comfort.
    City sightseeing
    Tour Type
    Private Tour
    Accommodation
    Hotel
    Age Range
    18-80 yrs
    Operated in
    english
    Destinations
    Florence
    Florence
    View Tour
    Rome & La Dolce Vita Experience - Winter Tours

    Rome & La Dolce Vita Experience - Winter tours

    Delight in the art of Italian living on the "Rome & La Dolce Vita Experience," a six-day tour that captures the essence of Rome, Sorrento, and beyond. Begin with a culinary journey through Trastevere, savoring authentic Roman dishes with a local expert, before enjoying privileged VIP access to the Vatican Museums. Travel to Pompeii for an evocative walk among ancient ruins, then unwind on the Amalfi Coast with refreshing sea breezes in Sorrento and Capri. With easy-paced city sightseeing, this tour is ideal for families, seniors, and food lovers alike. Its unique selling point is the harmonious blend of cultural immersion and gourmet experiences, wrapped in Italian elegance.
    City sightseeing
    Tour Type
    Private Tour
    Accommodation
    Hotel
    Age Range
    6-99 yrs
    Operated in
    english
    Destinations
    Rome, Lazio, Sorrento
    Rome, Lazio, Sorrento
    View Tour
    Christmas In Venice (port-to-port Cruise) - Winter Tours

    Christmas in Venice (port-to-port cruise) - Winter tours

    Venice becomes even more magical at Christmas, and this 5-day "Christmas in Venice (port-to-port cruise)" invites you to celebrate in grand Italian style. Starting and ending in Venice, this cruise tour sails through iconic waterways to Chioggia and back. Explore the city's famed landmarks—St. Mark's Square, the Doge's Palace—and immerse yourself in its festive atmosphere. Attend Christmas Mass in Venice for a memorable spiritual moment. The itinerary also includes a visit to Padua, noted for its medieval charm and elegant palaces. A key highlight of this trip is the rare opportunity to enjoy Venice’s unique architecture and traditions from the comfort of a river cruise, creating an unforgettable holiday experience.
    CruiseChristmas markets
    Tour Type
    Cruise Tour
    Accommodation
    Ship Cabin
    Age Range
    18-79 yrs
    Operated in
    english
    Destinations
    Venice, Chioggia
    Venice, Chioggia
    View Tour
    Beautiful Europe - Winter Tours

    Beautiful Europe - Winter tours

    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
    View Tour

    Page 7 of 71 Trips in Italy with 1,643 Reviews

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