All Tuscany Tours in Fall
43 Trips in Tuscany with 1,103 Reviews
Most Popular
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Italian Delights - Fall tours
4.7
The tour was amazing! We got to see different parts of Italy, and there were guided tours and optional excursions that were enjoyable. Everything was well organized and our tour leader Vinni was brilliant! Highly recommend this for active people who want to explore the most out if Italy!
City sightseeing
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Tuscany Walks & Chianti Wines - Fall tours
4.8
The trip had a really good balance of activities, with plently to do while still leaving you time to relax and chill out. Tuscany is so beautiful and Fattoria Voltrona was a great place to stay. I would definitely recommend this trip to my friends.
Trekking and HikingFood tours
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Natural landmarks sightseeing
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Grand Journey of Italy - 11 Days - Fall tours
5
Awesome tour, Many fantastic sights throughout the tour, great experience I'll never forget. Well organised and good value for money. Thanks for all you do. We really appreciated it.
Art and architecture
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Walking in Tuscany - Fall tours
4.9
This part of Tuscany was a complete surprise and a total delight. Not only did we have the typical walking through rolling pastureland covered with wildflowers, we also had many walks through shady forests decorated with sun streaming through the new green leaves and over a floor of last years copper leaves before we emerged onto high ridges to enjoy stunning views over still snow clad peaks. A total delight.
Trekking and Hiking
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Europe Escape - Fall tours
4.8
Overall, this was an amazing trip to be introduced to Europe and experience a little bit of everything there. If you are thinking about opting out of a tour service like this and figuring it all out on your own, I would advise against it. There are a lot of cultural and social differences between these countries that a cursory internet search will not make you aware of. The tour guide's guidance is really what allowed us to be safe and not clueless while exploring, and the tour also highlighted a lot of the activities and locations that were actually worth doing. I feel like I truly maximized my time in Europe and did not waste a moment. At this price point, I doubt you would be able to find anything as good. It was truly life-changing, and on the flight back I dreaded coming back home. Also, if you see Kevin Screene as an option for your tour guides, take him. Amazing person and an even better guide.
City sightseeing
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Via Francigena: Best of Tuscany - Fall tours
4.7
They organised a fabulous experience. The trip was seamless and the information provided was thorough. The accommodation was fabulous and the trip notes and app were informative and I felt well supported. I would highly recommend them.
Trekking and Hiking
Italy City Break - 5 Days - Fall tours
4.5
Exploring Italy through this trip was an unforgettable experience! It allowed us to see all the iconic landmarks in each city we visited, offering a remarkable variety of activities that left no room for boredom. What made the journey even more exceptional were the guides - their passion for the country, combined with their extensive knowledge, made the trip truly unforgettable. They made it a priority to connect with each and every traveler, ensuring that everyone was fully immersed in the tour. With everything taken care of, this trip exceeded our expectations and more. I highly recommend it to anyone who wants to discover Italy in the best possible way!
Cultural, religious and historic sites
Private Gourmet Wine Tour in Tuscany - Fall tours
4.5
What a beautiful time spent in Tuscany on this trip. This was a wonderful tour. Great accommodations! Fabulous wines and meals. We had a wonderful driver, Brando, who was patient and knowledgeable. This is a trip well worth it. Villa Lecchi was elegant and made us feel very special! Spectacular location in the heart of Chianti hills
Food toursWine tasting tours
Tuscany Walking and Wine - Fall tours
4.9
We had an amazing time, the hotels were very good, out guide A.J was amazing and made the exprience what it was!
Walking tours
San Gimignano, Siena & Chianti from Florence - Fall tours
Step Into the Soul of Tuscany: A Full-Day Wine & Culture Journey
Leave the bustle of Florence behind and set off on an unforgettable day trip deep into the heart of Tuscany, where time seems to slow down and every hilltop town tells a story. This carefully curated experience takes you through the rolling vineyards of Chianti, the medieval magic of Siena, and the timeless charm of San Gimignano.
Wander Through Siena’s Storied Streets
Your adventure begins in the enchanting town of Siena, a place where history whispers from every stone. Meander through its labyrinth of narrow alleys, soak in the atmosphere of the famous Piazza del Campo—home to the legendary Palio horse race—and stand in awe before the majestic Cathedral of Santa Maria Assunta, a Gothic masterpiece brimming with centuries of artistry and devotion.
Taste Tuscany: Wine, Food, and Tradition
From Siena, we journey into the sun-drenched hills of Chianti, the beating heart of Tuscan wine country. Here, amid vineyards that stretch to the horizon, you'll be welcomed to a traditional estate for a relaxing lunch and exclusive wine tasting. Savor the flavors of authentic Tuscan cuisine paired with world-class wines like Chianti Classico. Tour the wine cellars, learn the secrets of the winemaking process, and enjoy the warm hospitality of the countryside.
Discover the Towers of San Gimignano
Our final destination is San Gimignano, the “Medieval Manhattan” of Tuscany, famous for its skyline of ancient towers. A UNESCO World Heritage site, this hilltop village invites you to step back in time as you explore its cobbled lanes, artisan boutiques, and postcard-perfect piazzas. And yes—make time to indulge in what many say is the best gelato in all of Italy.
Getting There
Your journey begins in Florence at Duomo Square, by the Colonna San Zanobi near the Baptistery of San Giovanni. Our friendly team will greet you before boarding a comfortable coach for a scenic ride through the Chianti countryside, complete with fascinating commentary along the way.
Small Group, Big Experience
With a maximum of 30 travelers, this intimate group tour offers a more personal connection to the land, its people, and its stories. By the end of the day, you’ll return to where it all began—back at Duomo Square in Florence—but you’ll carry the spirit of Tuscany with you long after the journey ends.
Wine tasting tours
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Tuscany and the Italian Riviera - Fall tours
From the rolling hills of Tuscany to the sun-soaked coast of the Italian Riviera, a romantic rendezvous with Italia awaits. Discover regal Turin, surrounded by alpine peaks. Spend a day exploring Cinque Terre’s rugged coastline. Relax with a 3-night stay in a Tuscan village and savor the sprawling vineyards and charming medieval hill towns of the region. Enjoy an interactive pasta-making demonstration. Visit Lucca, encircled by a stunning set of 16th century walls. Explore the iconic sites of Florence and the medieval charm of Greve in Chianti. Throughout your journey, discover a land rich in history, culture, and cuisine.
City sightseeing
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Italy Explorer - Fall tours
4.5
Amazing tour. Full credit to Roma on sharing her recommendations and experience with us. An awesome woman who goes out of her way to ensure an enjoyable tour is had by all. So many places to see & new foods to try. Memories for a lifetime
City sightseeing
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Europe Jewel - Fall tours
4.9
This is a fast pace tour so we've seen many points of interests in 11 counties in 14 days. It was well organized and learned some of the countries history, which was very nice. Pascal is such a caring person and excellent driver. He always have that beautiful smile and warm hello whenever he sees you even though he worked for many long hours. Would give him 7 stars out of 5. He goes above and beyond expectations. What an asset forExpat! Matt is very well versed in European history and it is great learning from him. He also kept us well informed so that the tour runs smoothly, which we appreciate very much. Though a couple of the hotels are not up to par, it won't prevent us from touring through Expat in the future. Overall, it was a great experience for us .
Art and architecture
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