Tuscany Tours in Fall
Planning for a trip to Tuscany during Fall? We offer 40+ tour packages to Tuscany departing in Fall that have 1100+ customer reviews. Operated by our hand-picked, qualified travel experts, you will experience the best of Tuscany on your Fall holiday.
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10 Best Fall Tours in Tuscany
Join one of these handpicked Tuscany Fall tour packages, tailored to the season.
17% Off Today
Italy’s charms unfold in every direction on the Italian Delights tour, a 12-day sightseeing journey from Rome’s ancient ruins to the colorful villages of Cinque Terre and the sun-kissed Amalfi Coast. Crafted for experienced travelers and seniors, this moderate-paced group tour balances iconic destinations—like Pompeii, Assisi, Tuscany, and Venice—with opportunities to sample local wines, cruise scenic canals, and relax around Italy’s shimmering lakes. Standout features include visits to Juliet’s balcony in Verona, the microstate of San Marino, and plenty of free time to craft your own Italian adventure. The unique selling point? A blend of ‘la dolce vita’ and expert guidance ensures you live like a local, experiencing Italy’s food, culture, and history with every step.
12 days
USD 2,420fromUSD 2,015
12% Off Today
Discover Europe’s most celebrated cities and landscapes with the "Europe Escape" city sightseeing tour—a 12-day adventure beginning and ending in Rome. This flagship trip invites experienced travelers and seniors to journey through seven countries, including the magic of Paris, the wonder of the Swiss Alps, and the romance of Tuscany.
Explore iconic sights such as the Eiffel Tower, Pisa’s Leaning Tower, the canals of Venice, and the vibrant streets of Amsterdam. The moderate pace allows you to soak in each destination, while seamless logistics ensure a stress-free experience.
What makes this package a favorite among travelers? It’s the perfect mix of classic highlights and authentic local experiences, all wrapped into one action-packed and memorable European journey.
12 days
USD 2,970fromUSD 2,605
29% Off Today
Discover the magic of Europe on the Scenic Europe tour, a 9-day journey that artfully blends natural beauty and iconic landmarks. Starting and ending in Munich, this tour package whisks travelers through Germany, Italy, and Switzerland, weaving together the storybook landscapes of Tuscany, Como, Lauterbrunnen, and more. Immerse yourself in Munich’s vibrant culture and savor authentic Bavarian cuisine before marveling at the fairytale Neuschwanstein Castle. The trip continues with unforgettable moments: capture photos beside the Leaning Tower of Pisa, wander the Renaissance streets of Florence, and enjoy serene free time amid the snow-capped peaks of the Swiss Alps.
The itinerary is designed for experienced explorers and senior adventurers seeking a moderate balance of sightseeing and leisure. Glide along Venice’s romantic canals, uncover Innsbruck’s historic Goldenes Dachl, and explore charming towns nestled amidst breathtaking scenery. Each day offers a thoughtful mix of guided sightseeing and opportunities for independent exploration, ensuring a rich, unhurried experience.
A unique highlight of this tour package is its seamless blend of cultural immersion and access to Europe’s most captivating vistas—whether you’re drawn to world-famous art in Florence or the tranquil pace of life in the Alpine valleys. With accommodation, transport, and meals included, you can focus on soaking in each destination without a worry. Embrace the slow life as you journey through the heart of Europe, creating memories that linger long after the last sunset over Venice’s waterways.
9 days
USD 1,905fromUSD 1,355
9% Off Today
Few know that northern Tuscany’s Garfagnana is a hidden gem for hikers, boasting dramatic mountain trails and wild national parks. The "Walking in Tuscany" tour invites experienced travelers to discover this lesser-known side of Italy over 8 days of moderate trekking. Set out from Lucca and journey through scenic Braccicorti, Casone, and beyond, returning each night to a welcoming stone farmhouse at the foot of the Apennines. Traditional hospitality and authentic cuisine await after days filled with panoramic hikes. A free day enables exploration of Lucca, Florence, Pisa, or even the Cinque Terre. For those seeking extra challenge, select departures offer tougher treks and a night in a mountain refuge. All accommodations, meals, and transport are included, ensuring a relaxed yet enriching experience. The USP: an intimate trekking escape in Tuscany’s rugged north, where genuine Italian culture and unspoiled nature go hand in hand.
8 days
USD 2,248fromUSD 2,037
Craving a taste of Italy’s most iconic UNESCO sites in just five days? The "Italy City Break" is your passport to a whirlwind of art, history, and vibrant culture. Starting from Rome, you’ll journey to the medieval town of Assisi—birthplace of St Francis—before heading to Florence, the city where the Renaissance began.
Wander through Florence’s architectural marvels, then continue north to explore the artistic treasures of Bologna, Padua, and the canals of Venice. The adventure doesn’t stop there; Tuscany’s world-renowned vineyards invite you for a final taste of la dolce vita before a return to Rome.
Tailored for young adults and seasoned travelers who appreciate efficient yet immersive sightseeing, this trip ensures you soak up Italy’s best in record time. The guided tour package includes essential highlights, expert insights, and a seamless travel experience.
USP: A curated route through Italy’s cultural heartlands, blending world heritage sites, culinary delights, and breathtaking scenery—making it a perfect short escape for those who want to experience Italy’s essence without compromise.
5 days
fromUSD 1,780
20% Off Today
Imagine wandering through the rolling vineyards and sun-drenched hills of Tuscany, glass of Chianti in hand, with Renaissance cities as your backdrop. The "Tuscany Walks & Chianti Wines" trip is tailored for seasoned travelers who appreciate a balance of invigorating exploration and cultural depth. Over eight days, this guided trekking tour lets you absorb the essence of the region at a comfortable, moderate pace, taking in Chianti, Siena, San Gimignano, Florence, and more.
Your home base is the welcoming village of Pancole, where the Sabatini family’s hospitality offers a true taste of Italian life. Daily walks wind through lush vineyards and olive groves, leading to iconic sites and off-the-beaten-path treasures alike. Expert guides share Tuscany’s history and secrets as you explore Siena’s medieval streets and Florence’s Renaissance masterpieces, ensuring every moment is rich with local insight.
This tour package’s unique selling point is its combination of scenic hikes, immersive cultural experiences, and convivial wine tastings that foster genuine connections with fellow travelers. With all accommodation, transport, and meals included, your only focus is to savor Tuscany’s flavors and vistas. If you’re seeking a walking tour that weaves together fine wine, local hospitality, and historical wonders, this journey through the heart of Italy is not to be missed.
8 days
USD 2,773fromUSD 2,226
14% Off Today
From Amsterdam’s charming canals to the majestic Swiss Alps, the Europe Jewel trip is a two-week art and architecture tour that spans the best of both Western and Eastern Europe. This immersive group journey takes you through 10 countries, including the Czech Republic, Austria, Hungary, and more. Explore vibrant capitals like Vienna and Budapest, sample authentic Italian cuisine, and lose yourself in the historic ambiance of Prague and Bratislava. Travelers who relish a balance of sightseeing, cultural experiences, and natural wonders will love the diversity on offer. The tour’s unique highlight? A seamless blend of Western allure and Eastern intrigue, ensuring an unforgettable, all-encompassing European adventure.
14 days
USD 3,155fromUSD 2,715
35% Off Today
Italy’s classic wonders come alive on the "Grand Journey of Italy - 11 Days," an easy-paced tour designed for experienced travelers eager to savor the country’s highlights. Starting in Rome, this trip sweeps you through the hilltop charm of Assisi, the artistic treasures of Florence, and the iconic Leaning Tower of Pisa.
Stroll the refined streets of Bologna, glide through the romantic canals of Venice, and soak in Tuscany’s rolling landscapes. The adventure continues south to the haunting ruins of Pompeii, the coastal allure of Sorrento, and the sunlit glamour of Capri—each stop offering a fresh perspective on Italy’s rich heritage.
Throughout the journey, you’ll enjoy comfortable accommodations, seamless transport, and insightful guidance, ensuring a worry-free exploration of each destination. The tour finishes back in Rome, closing the circle on an epic Italian experience.
What makes this tour stand out? Its comprehensive itinerary brings together Italy’s most beloved cities and scenic regions in one seamless package—perfect for travelers seeking a grand, yet relaxed, immersion into Italian culture and history.
11 days
USD 4,930fromUSD 3,205
9% Off Today
Northern Italy’s finest treasures await on the 'Italy’s Treasures: Art, Food & Wine of Italy' trip, a 12-day guided tour from Lake Maggiore to Venice. Experience a harmonious blend of natural beauty, culinary delights, and artistic heritage as you journey through Stresa, Cinque Terre, Tuscany, Florence, and Venice.
Relax by the tranquil Alpine Lakes, explore Cinque Terre’s medieval villages, and ride off-road vehicles through the marble quarries of Carrara. Enjoy a leisurely four-night stay at a Tuscan villa, where you’ll learn the secrets of Tuscan cuisine in a hands-on cooking class. Discover Florence’s Renaissance wonders and the enchanting canals of Venice.
The USP? The immersive culinary and cultural experiences—like cooking in a family-owned villa—set against the backdrop of Italy’s iconic art and landscapes, creating a tour that’s both indulgent and inspiring.
12 days
USD 4,349fromUSD 3,949
Experience the rolling hills and vineyard-dotted landscapes of Tuscany on the Tuscany Walking and Wine tour, an easy-paced 8-day journey created for travelers who appreciate the finer things in life. Starting in Pisa and ending in Florence, this walking tour blends scenic rambles with rich cultural encounters.
Meander through Chianti’s renowned vineyards, explore the sun-drenched medieval towns of San Gimignano, Pienza, and Montalcino, and sample some of Italy’s most celebrated wines—Brunello and Chianti among them. Along ancient pilgrimage paths, you’ll savor local cuisine and fresh produce, refueling your spirit as well as your palate.
The trip includes accommodations in carefully selected hotels, transport, and delicious meals, ensuring a seamless Italian experience. The unique selling point of this tour package is the harmonious combination of gentle hiking and gastronomic pleasure, offering access to Tuscany’s scenic beauty and culinary treasures. For those seeking an indulgent yet active escape, Tuscany Walking and Wine is the perfect getaway.
8 days
fromUSD 2,840
See all Tuscany Fall Tours
Top Tuscany Tour Activities for Fall
From cultural, religious and historic sites tours to city sightseeing and others, here are some popular tour activities in Tuscany with departures in Fall.
Tuscany Fall Tours for all Age Groups
Tuscany tours in Fall designed for all ages—families, young adventurers, seniors, and everyone in between.
Trending Tuscany Fall Tour Deals
Popular Tuscany Fall multiday tours now available at reduced prices, on sale for a limited time.
17% Off Today
Looking for a taste of the sweet life? Livela bella vitaon this Italy tour! Visit Rome and stroll where ancient emperors and contemporary celebrities have walked. Admire Mount Vesuvius and discover Pompeii in its shadows. Explore Cinque Terre's five spectacular villages. Cruise the canals of Venice and take in the splendour of Italy's lake region. Admire Juliet's balcony in Verona and visit San Marino! Discover Rome, the Amalfi Coast and Venice on free days. Live the local Italian life, eating pasta and drinking wine as you go.
12 days
USD 2,420fromUSD 2,015
20% Off Today
The intoxicating beauty of Tuscany is there for all to see. But that’s just the start on this gentle small-group hiking adventure. Guided by an expert tour leader, we experience the Garden of Italy through the eyes of a local, staying in the small village of Pancole, where we’re treated to classic Italian hospitality by the Sabatini family. Our walks take us through beautiful vineyards and we explore the Renaissance cities of Siena and Florence with expert local guides. Of course, we also sample several varieties of the local chianti together, forging friendships that could last a lifetime.
8 days
USD 2,773fromUSD 2,226
29% Off Today
Experience the essence of Europe on this Scenic Europe Tour. Immerse yourself in Munich's vibrant capital, taste a traditional Bavarian meal, and be captivated by the fairytale Neuschwanstein Castle. Be whisked through breathtaking landscapes, charming towns, and iconic sights. Capture the Leaning Tower of Pisa and be inspired by Florence's art. Enjoy free time to explore the snowy Swiss Alps, explore Innsbruck and its famous Goldenes Dachl, and glide through Venice's canals. Get ready to experience the slow life on this tour and soak it all in!
9 days
USD 1,905fromUSD 1,355
35% Off Today
In this Grand Journey of Italy, you will explore the top attractions of this beautiful country over the period of 11days.
From the charming little hill town of Assisi to the Renaissance city of Florence and the iconic Leaning Tower of Pisa; from the elegant streets of Bologna to the beautiful canal city of Venice and the beautiful landscapes of Tuscany, this is indeed a grand tour of Italy.
We will begin our journey from Rome and travel to various historical cities, taking in their attractions and learning more about the Italian culture and heritage. In the last leg of our tour, we will visit the ancient city of Pompeii, the picturesque town of Sorrento and the island of Capri.
After the tour of beautiful Italy, we will return to Rome to end our grand journey.
11 days
USD 4,930fromUSD 3,205
9% Off Today
Outside the hiking community, few know about the Garfagnana region in northern Tuscany. It’s a hiker’s dream with dramatic mountain trails, wild national parks and spectacular views – a stark contrast to the vineyards and rolling hills of the south. Join an expert tour leader to explore the most beautiful trails in the area and return each evening to our stone farmhouse on the lower slopes of the Apennines. Traditional Italian hospitality and good food await, plus there’s a free day to explore nearby Lucca, the Cinque Terre, Florence or Pisa.
Please note: Most departures for this trip are graded Activity Level 3 (Moderate); however, if you’re looking to push yourself, join one of our Activity Level 5 (Challenging) departures to tackle more difficult treks and spend a night in a mountain refuge. See the itinerary for a day-by-day schedule for each Activity Level. Please check the Dates & Prices tab to confirm the Activity Level rating for each departure before booking.
8 days
USD 2,248fromUSD 2,037
12% Off Today
The Europe Escape tour is the flagship tour that started it all! Journey to 7 top countries in Europe on this 12-day Europe trip. Discover the magic of Paris and the French countryside. Journey to the heart of the Swiss Alps and grab your chance to see the Top of Europe! Explore Pisa, Rome, Florence and Venice and experience the Italian way of life. Enjoy the beauty of Austria and Germany before exploring the vibrant streets of Amsterdam. Our Europe Escape package remains a firm favourite with our travellers!
12 days
USD 2,970fromUSD 2,605
9% Off Today
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.
9 days
USD 2,649fromUSD 2,399
17% Off Today
Explore must-see destinations on this Italy Explorer tour, including Rome, Venice, Florence, Pompeii, and more! Immerse yourself in the beauty of Cinque Terre, capture iconic landmarks like the Leaning Tower of Pisa, and explore the stunning island of Sicily. Experience the best of Italy, from its ancient cities and historical monuments to its world-renowned art, delicious food, and rich culture.
16 days
USD 3,370fromUSD 2,805
14% Off Today
Designed for passionate travellers, this 2-week Europe Jewel tour unveils the best of Western and Eastern Europe! Immerse yourself in Dutch culture in Amsterdam and cruise the scenic Rhine Valley in Germany. Explore historic cities like Nuremberg, Prague, and the Slovakian capital of Bratislava. Indulge in traditional Italian flavours, marvel at the natural beauty of the Swiss Alps, and discover Parisian delights. This guided group vacation promises an unforgettable European adventure!
14 days
USD 3,155fromUSD 2,715
9% Off Today
Vineyards, olive groves, and cities that float. Incredible history, indelible culture, and unforgettable cuisine. This is l’Italia at its most iconic. Enjoy the natural beauty and calm of the Alpine Lakes region. Snake along the edge of the sea to the medieval villages of Cinque Terre. Aboard off-road vehicles, explore the marble quarries of Carrara, where Michelangelo obtained the marble for his statue of David. Relax during a leisurely 4-night stay at a Tuscan villa. At a family-owned villa, learn the fine art of creating Tuscan cuisine during a hands-on cooking class. Explore Florence, the birthplace of the Renaissance. Discover Venice, a city of winding canals and bridges. From medieval masterpieces to bustling piazzas, be swept away by the legendary treasures of northern Italy.
12 days
USD 4,349fromUSD 3,949
Tuscany Fall Tour Types
Discover Tuscany Fall tours in your way! Choose from group tours, private experiences, solo adventures, or guided and escorted tours.
Tuscany Travel Styles
Explore Tuscany with our diverse travel styles! Choose from luxurious tours that pamper you with comfort and elegance, or budget-friendly options that let you experience the beauty of Tuscany without breaking the bank. Whether you're indulging in fine dining or discovering hidden gems, there's a perfect adventure waiting for you.
Reviews of our Tuscany Tours for Fall
Feedback from guests whose tour started in/around Tuscany during Fall.
Anonymous | Traveled in October
It was a wonderful experience - the organisation, digital maps and amazing accommodation's choices were outstanding. The only downside was that a few of the days particularly the first day were very challenging leaving us exhausted to make the most of the resort accommodation. Late September was a good time of year for walking - not too hot but nice clear days.
Anonymous | Traveled in October
The accommodation was very acceptable throughout though in hindsight we would have preferred more Agriturismo venues as the two we got to stay in were exceptional. Two bug bears: (1) the format and content of the 92 pages of walking notes was just impossible - we had thankfully purchased a cicerone guide (2) while the gps tracking on the interactive map worked the option to scale up or scroll didn’t function.
Anonymous | Traveled in October
The whole week was fantastic! The walks were beautiful, the group was lovely and gelled well, the wine and food were delicious, the hotel staff was gracious and accommodating, and Jordan (our guide) made the whole experience work!
Anonymous | Traveled in October
I consider myself a well travelled individual. I have done 4 walking tours in Europe and this was by far the best. From the hotels to the scenery to the weather I was blessed with this trip was #1 I travelled in September and I was amazed at how empty the trails were. I would highly reccomend anyone in moderate/good shape take this trip!
Anonymous | Traveled in September
A great trip visiting a lot of beautiful Towns with informative tour guides, also providing free time to explore. The wine tasting at Majnoni Guicciardini was a fantastic setting, informative and picturesque. The trip to Siena and hearing all about The Palio was inspiring and our tour guide in Florence imparted so much knowledge. In all, a great week of exploring the many highlights of Tuscany and the beautiful scenery. The pace was just right with plenty of time to partake in wine tasting!
Anonymous | Traveled in September
Title taken from our Group Whatsapp - which was just part of the story. Had high hopes for this holiday and they were fully met. We thoroughly enjoyed ourselves and would recommend this holiday to those seeking a real Tuscan experience.
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