Traveling to Florence in Winter? We offer 100+ tours, trips and vacation packages to Florence in Winter. Our Florence in Winter tour packages and trips have 3340+ customer reviews. All the Florence Winter tour packages and trips are carried out by hand-picked, qualified local and international Florence 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.
Let Italy’s timeless wonders sweep you away on the "Highlights of Italy" tour, a nine-day journey from Rome to Venice. This adventure immerses you in the heart of Italy’s history, art, and flavors—stand in awe of Rome’s ancient ruins, get lost in Florence’s Renaissance masterpieces, and soak up the romance of Venice’s canals. Indulge your senses in Montepulciano, savoring regional wines and culinary delights. With a perfect mix of guided sightseeing and free time, this trip is ideal for those who want to experience Italy’s highlights at a comfortable pace. The unique selling point is the tour’s comprehensive blend of iconic sites and gastronomic pleasures—delivering the essence of Italy in one unforgettable package.
Explorer
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
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
Immerse yourself in Italy’s art, history, and stunning landscapes with the 'Italian Treasures' tour, an 11-day art and architecture odyssey crafted for those who savor a relaxed yet deeply enriching experience. This guided journey begins and ends in Rome, weaving through Florence, Milan, Venice, and lesser-known gems along the way.
Start in Rome, where the Colosseum and Trevi Fountain capture the city’s ancient spirit. Delve into the grandeur of St. Peter’s Basilica at Vatican City before heading to Florence—the Renaissance’s birthplace. Take in panoramic views from Piazzale Michelangelo and marvel at world-class masterpieces.
Continue to Pisa to see its iconic Leaning Tower, then explore Cinque Terre’s colorful coastal villages, a UNESCO World Heritage Site renowned for scenic trails. Visit Genoa’s historic port, relax in Portofino’s idyllic harbor, and discover Milan—the fashion and design capital. The Lakes Region beckons with serene waters and lush gardens, while Verona enchants with its Shakespearean romance.
Experience the magic of Venice’s canals, pause in Padova, and explore San Marino’s mountaintop fortress. Traverse Perugia’s rolling landscapes and visit Assisi’s Basilica of St. Francis before returning to Rome. The USP of this tour lies in its comprehensive route, balancing iconic highlights with hidden treasures, all delivered at a gentle pace for maximum enjoyment and discovery.
From the Eternal City’s ancient wonders to the enchanting canals of Venice, the Fantasia Italiana tour offers a whirlwind taste of Italy’s best in just five days. Perfect for families, seniors, and young travelers alike, this easy-paced group trip explores Assisi, Siena, Florence, Bologna, Venice, and Montepulciano. Savor world-class wines in Tuscany, uncover artisanal treasures, and bask in the romance of Venetian waterways. With comfortable hotels, guided sightseeing, and included meals, you’ll enjoy a seamless Italian escape that balances iconic highlights with authentic local flavor. The special touch? A thoughtfully curated route that lets you experience “la dolce vita” without the rush, ensuring every moment is as memorable as the last.
Like a creamy gelato or hot espresso, one taste of Italy can linger for a lifetime. Travelling from the Eternal City of Rome and up through the hazy hills of Tuscany, you’ll spend eight days sampling the best of Assisi, Siena, Florence, Bologna, Venice, and Montepulciano. 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
Let the rails guide you through Italy’s most iconic cities on the "Absolute Italy by Rail" tour package—a 12-day independent trip curated for travelers eager to blend flexibility with cultural immersion. Begin in Rome, where ancient landmarks and modern vibrancy intertwine before you board high-speed trains to Florence, gateway to the Tuscan countryside.
Marvel at Monteriggioni’s intact medieval walls and San Gimignano’s legendary towers. In the Cinque Terre, your included pass lets you freely explore pastel-hued villages perched above the sea. Milan awaits with its Gothic cathedral, Da Vinci’s Last Supper, and the glamour of La Scala Opera House. Conclude your journey in Venice, where the Piazza San Marco, Rialto Bridge, and tranquil canals offer endless inspiration.
The trip’s unique highlight is its self-guided structure, delivering both convenience and freedom. With accommodations and transport arranged, you’re free to create your own Italian adventure at your own rhythm, making every moment a personal discovery.
Train tours
Tour Type
Independent TourTypically a private tour undertaken by one or two travelers
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
Italy’s treasures beckon with a tour that masterfully intertwines legendary history, artistic masterpieces, and breathtaking scenery. Begin in Rome, where timeless icons like the Colosseum and the Vatican captivate with millennia-old grandeur. Let the romance of the Amalfi Coast sweep you away as you trace sunlit cliffs and stroll through pastel-hued villages. Tuscany’s heart reveals itself in Florence and Siena—picture-perfect landscapes, exceptional wines, and Renaissance marvels await your discovery. Journey onward to the Cinque Terre, where five vibrant seaside villages cling to dramatic cliffs above the Ligurian Sea, each offering panoramic vistas and irresistible charm. Throughout this unforgettable trip, you’ll savor a harmonious blend of cultural immersion, natural beauty, and regional flavors. This tour’s unique selling point is its well-crafted itinerary, fusing historical highlights with scenic gems and immersive local experiences—perfect for seasoned travelers craving a multifaceted Italian adventure.
Art and architecture
Tour Type
Private Tour
Age Range
1-99 yrs
Operated in
English
Destinations
Rome, Amalfi Coast & Campania, F
Rome, Amalfi Coast & Campania, Florence, Venice, The Vatican, Montepulciano, Naples, Tuscany, Lucca, Cinque Terre, Milan, Lake Como, Tivoli, Vatican City, Pompeii, Amalfi Coast, Capri
