Tuscany Tours in October 2026
Planning for a trip to Tuscany during October? We offer 30+ tour packages to Tuscany departing in October 2026 that have 960+ customer reviews. Operated by our hand-picked, qualified travel experts, you will experience the best of Tuscany on your October holiday.
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10 Best October 2026 Tours in Tuscany
Join one of these handpicked Tuscany October 2026 tour packages, tailored to the season.
24% 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
17% Off Today
Experience the essence of Europe on the Europe Highlights trip—a 10-day whirlwind journey through Rome, Paris, Lauterbrunnen, and beyond. This moderate-activity tour is tailored for experienced travelers and seniors eager to tick off iconic sights: marvel at the Eiffel Tower, cruise the Rhine, explore the Swiss Alps, and wander Venice’s canals. Indulge in regional cuisine, stunning scenery, and vibrant cultures across seven countries.
The tour’s unique selling point is its expertly crafted itinerary, delivering Europe’s most beloved attractions in a single, unforgettable trip—perfect for those who want to see it all with maximum ease and enjoyment.
10 days
21% 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
14% 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
3% 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
22% Off Today
Picture yourself wandering through the cobbled streets of Rome, savoring authentic gelato in Florence, and gazing at the sun setting over the Amalfi Coast—this is the essence of the Italy Explorer tour. Spanning 16 days, this comprehensive trip immerses discerning travelers in the heart of Italy’s most iconic destinations. From the ancient ruins of Pompeii to the vibrant canals of Venice, each stop reveals a new facet of Italian culture and history. The itinerary covers must-see highlights such as the Leaning Tower of Pisa, the picturesque villages of Cinque Terre, and the unique trulli houses of Alberobello, culminating with the captivating island of Sicily. Thoughtfully designed for experienced globetrotters and seniors seeking a moderate physical activity level, the tour balances guided city sightseeing with plenty of opportunities to savor world-class cuisine and local wines. Along the way, travelers will enjoy comfortable accommodations, reliable transport, and expert guidance, ensuring a seamless and enriching experience. What sets this tour package apart is its perfect blend of Italy’s timeless art, stunning scenery, and culinary delights, providing a deep dive into both famous sites and charming hidden corners. Whether you’re an art lover, a history enthusiast, or simply passionate about la dolce vita, the Italy Explorer promises a journey filled with unforgettable moments and genuine Italian hospitality.
16 days
3% 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
3% Off Today
Step into the heart of Tuscany and experience its timeless beauty on the "Via Francigena: Best of Tuscany" walking tour. Over nine days, this self-guided journey leads travelers along the famed pilgrimage route from San Miniato Alto to Buonconvento, passing through San Gimignano, Monteriggioni, and Siena. Each day’s walk offers a blend of historic hamlets, fortified towers, and rolling vineyards, with achievable daily distances suited for moderately active explorers. Along the way, indulge in regional delicacies like white truffles, Siena’s pici pasta, and saffron from San Gimignano. Evenings are spent in carefully selected hotels and agriturismi, combining authentic hospitality with comfort. The unique selling point: this tour package immerses you in Tuscany’s best food, landscapes, and culture—all along an ancient pilgrimage trail.
9 days
32% Off Today
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
3% Off Today
Southern Tuscany’s rolling hills and medieval wonders await on the "Via Francigena: Southern Tuscany from Siena" tour. Over eight days, this self-guided trek takes you from Siena through San Quirico d’Orcia, Radicofani, and other picturesque villages, traversing a landscape of lunar-like Crete Senesi and cypress-lined backroads. The region’s historic context and stunning vistas provide a rewarding backdrop for moderately active travelers. The unique selling point: this tour package delivers an immersive journey through one of Italy’s most beautiful rural regions, where every day’s walk unveils new cultural and natural treasures along the ancient Via Francigena.
8 days
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Top Tuscany Tour Activities for October 2026
From city sightseeing tours to cultural, religious and historic sites and others, here are some popular tour activities in Tuscany with departures in October 2026.
10 Best Tuscany Black Week Deals
Black Week exclusive deals on Tuscany October 2026 tours — limited-time massive savings on premium travel packages!
24% 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
17% Off Today
Embark on one of the most beloved European tours and see all the top attractions! The tour kicks off in Rome and explores Europe's highlights over 10 exciting days. Discover world-famous sights in France, Switzerland, Italy, Austria, Germany, the Netherlands and Belgium. Take advantage of the opportunity to tick the top attractions off your bucket list, from the Rhine River and the Swiss Alps to the Eiffel Tower and the Venice canals. Indulge in traditional meals, awe at the stunning natural scenery and experience the local culture. Are you ready for an unmissable, jam-packed European discovery?
10 days
21% 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
14% 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
22% 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
32% Off Today
Discover the best Unesco World Heritage Sites of Italy in this five-day guided tour. This tour starts in Rome, the capital of Italy, but begins in earnest in a beautiful hill town of Assisi, the birthplace of St Francis, one of the patron saints of Italy.
After touring the several attractions of the town we head to the city of Florence, the cradle of Renaissance, and check out the city's top landmarks, arts and architectures created by past masters.
Next, we will head to Bologna, Padua and Venice in northern Italy, soaking in their art, history and culture. We then travel to Tuscany, the region in central Italy known worldwide for its wine, before returning to Rome, where we end our tour.
5 days
8% 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
37% 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
37% Off Today
From the charming hill town of Assisi to the Renaissance city of Florence and the iconic Leaning Tower of Pisa, you will get the chance to explore the top attractions of Italy over the period of 8 days during this tour. Wander the elegant streets of Bologna and visit beautiful canal city of Venice. Soak up the beautiful landscapes of Tuscany and Montepulciano.
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.
Your journey comes to an end in Rome.
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8 days
32% Off Today
COACH TOUR: Explore the best of central Italy on this five-day journey from Rome to Venice, with scenic stops in Florence, Bologna and the Tuscan countryside. Visit Assisi and Siena en route to Florence, where Renaissance treasures and Tuscan cuisine await. Wander Bologna’s historic streets and enjoy a street food tasting before heading to Venice for gondolas, cicchetti and grand architecture. Wrap up with wine and views in hilltop Montepulciano before returning to Rome. With guided sightseeing, regional flavours and iconic landmarks throughout, this compact adventure is perfect for travellers keen to experience Italy’s cultural heart in style.
5 days
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Tuscany October 2026 Tour Types
Discover Tuscany October 2026 tours in your way! Choose from group tours, private experiences, solo adventures, or guided and escorted tours.
Reviews of our Tuscany Tours for October
Feedback from guests whose tour started in/around Tuscany during October.
Anonymous | Traveled in October
Wonderful itinerary of beautiful Umbria and Tuscany! Tour manager, Alberto, was the perfect guide for this region which he dearly loves. Loved the truffle hunt and home hosted meals. Italy’s food and wine cannot be beat!
Anonymous | Traveled in October
We had 9 great days of touring with 20 other people on this Collette tour. The schedule was perfect and lead by our fantastic tour manager, Alberto. He was extremely knowledgeable and passionate about the Tuscan and Umbrian regions. It is really hard to pick a single favorite spot because every day was very eventful and enjoyable. For instance, we stopped and visited with the Carletti Olive Oil family and learned about how and when they pressed their olives to make their delicious olive oil. We visited the Basilica of St. Francis in the medieval town of Assisi and learned about the history of St. Francis. For lunch we stopped at Luciana's home, a local family home and they feed us a delicious lunch and before we left, their college aged son played the piano for us. He was extremely talented. On another day we went truffle hunting outside of Spoleto and enjoyed watching the truffle dogs dig up and bring back truffles to their owner. We again enjoyed visiting with the family and eating their homemade pasta.
Anonymous | Traveled in October
I thoroughly enjoyed this trip. It was a great blend of walking through the beautiful Tuscan countryside, tasting organic wines, sampling delicious local foods, and getting a bit of Renaissance and medieval history with visits to Sienna, Florence, and San Girmignano.
Vicki | Traveled in October
We had many opportunities to visit with local people and to see how they lived. An excellent tour with a lovely, intelligent tour guide. Everything was handled for us to provide us with the best possible experience.
Anonymous | Traveled in October
The tour was wonderful, the last accommodations although very beautiful setting were a bit removed and hard to get meals if you didn't want to eat at the hotel. The most memorable experience I believe worthy Home hosted luncheon and the truffle hunt experience. Anton, our tour guide was absolutely wonderful very knowledgeable very accommodating and very patient
Laura S. | Traveled in October
Venice gondola was wonderful. Also, Portofino trip exceptional.. Dario was great throughout. Murano a great addition. Wineries were wonderful as was the food prep and presentation. A magnificent experience each day. Overall, a five-star experience.
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