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.
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.
PRIVATE TOUR: Travel by train between Italy's three most popular destinations on this private tour. Begin in Rome, with two full free days and a 48 hour ticket for the city's popular sightseeing buses. Then make your way to Florence, for more leisure time and a fun guided tour by electric golf cart! Finally, it's on to Venice, where you've got free time to explore with your 48 hour vaporetto pass! The tour ends back in Rome.
PRIVATE TOUR: Travel by train between Italy's three most popular destinations on this private tour. Begin in Rome, with two full free days and a 48 hour ticket for the city's popular sightseeing buses. Then make your way to Florence, for more leisure time and a fun guided tour by electric golf cart! Finally, it's on to Venice, where you've got free time to explore with your 48 hour vaporetto pass! The tour ends back in Rome.
Craving a taste of Sicily’s legendary flavors and landscapes? This eight-day Solo-ish adventure from Catania to Palermo invites you to dive into local culture, starting with a vibrant market tour and hands-on cooking class. Savor Sicilian specialties, wander bustling street stalls, and stand in awe beneath the shadow of Mt. Etna’s volcanic slopes. With a small group of like-minded explorers, you’ll journey from coast to coast, forging friendships and unforgettable memories. The tour’s unique selling point is its focus on culinary immersion and social connection—perfect for travelers looking to blend food, culture, and camaraderie into one delicious journey.
Explorer
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
PRIVATE TOUR: Travel by train between Italy's three most popular destinations on this private tour. Begin in Rome, with two full free days and a 48 hour ticket for the city's popular sightseeing buses. Then make your way to Florence, for more leisure time and a fun guided tour by electric golf cart! Finally, it's on to Venice, where you've got free time to explore with your 48 hour vaporetto pass! The tour ends back in Rome.
COACH TOUR: Travel from Rome to Venice on this 4-day express tour. Explore the medieval town of Assisi and UNESCO-listed Siena. Take in the highlights of Florence, 'Cradle of the Renaissance' and enjoy free time to further explore at your own pace. In Bologna, see the historic sites and embark on a street food experience before arriving in the Canal City of Venice.
PRIVATE TOUR: Experience Venice, Florence, Naples, and Rome on this 11-day tour through Italy. Cruise the Grand Canal, visit Murano and Burano, explore Florence with a hop-on hop-off pass, tour the ruins of Pompeii, discover Capri and the Amalfi Coast, and see Rome’s landmarks with a panoramic bus tour.
Step into the heart of ancient Rome with the "Rome Revealed: A Classic City Break" tour package. Perfect for families, young adults, and seniors, this 4-day trip includes 4-star hotel accommodation, seamless private transfers, and guided tours of the city’s most iconic sites. Explore the Vatican Museums, marvel at the Sistine Chapel, and walk among the ruins of the Roman Forum and Colosseum. With entrance tickets and professional guides included, this city break delivers an immersive and hassle-free Roman experience. The unique selling point: expertly curated access to the city’s legendary history, making every moment in the Eternal City memorable.
Craving an authentic taste of Italian culture? This four-day tour package in Bologna is an ideal choice for seniors and lovers of fine living. Uncover culinary secrets in a hands-on cooking class with a local Cesarina, savoring the flavors of traditional Bolognese cuisine. Pedal through the city’s historic streets on a guided bike tour, immersing yourself in its vibrant atmosphere and architectural beauty. The tour also whisks you into Italy’s Motor Valley, where exclusive museum and factory visits bring the legends of Ferrari and Lamborghini to life. Blending gourmet delights, cultural depth, and automotive passion, the USP of this trip is its unique fusion of food, art, and motoring heritage—all set within the charismatic charm of Bologna.
This tour will take you on a memorable train ride across the major touristic cities of Italy. You’ll begin by exploring Rome, with stunning feats of civilization, modern and age-old alike. Colosseum, Navona Square, Pantheon, Spain Square, and Trevi Fountain are a few places that you can visit. The next place where you’ll take a train would be Florence. History, art, countryside, and delicious food are the gist of what this capital city of Tuscany has in store for you. Accademia and Uffizi Galleries are a must-visit. After Florence, The City of Water, Venice, awaits your arrival. Though the journey to Venice via rail is gorgeous, the city itself has its charm. Riding into a gondola through the Grand Canal and being mesmerized by the city’s beauty should be on your list. In addition, take a walking tour covering St Mark’s Square, Doge's Palace, Bell Tower, etc. Finally, we are at the last city of this train tour—Milan. An epitome of great fashion and design, Milan is a heart stealer. Apart from the latest cultural trends, you can even get a slice of history by visiting the Milan Cathedral. Also, ensure not to miss Leonardo Da Vinci’s stupefying Cenacolo, the Last Supper, which is one of the most famous artworks in the world. This train journey is one of the most popular Italy travel packages, offering a comprehensive tour of Italy's iconic cities.
Explorer
Tour Type
Independent TourTypically a private tour undertaken by one or two travelers
Experience the heart of Tuscany with a gastronomic escape at a historic Tuscan villa. This deliciously curated package includes hands-on cooking and pizza-making classes with the warm and welcoming chef, plus a scenic wine tasting at a local farm near San Gimignano. Enjoy time to relax or explore the nearby medieval gems of Siena and Florence, all while staying in a villa once home to popes and princes. With unforgettable meals, charming towns, and authentic Tuscan hospitality, this is the perfect getaway for food and wine lovers seeking a true taste of Italy
