Tuscany Tours in September 2026
Planning for a trip to Tuscany during September? We offer 40+ tour packages to Tuscany departing in September 2026 that have 1360+ customer reviews. Operated by our hand-picked, qualified travel experts, you will experience the best of Tuscany on your September holiday.
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10 Best September 2026 Tours in Tuscany
Join one of these handpicked Tuscany September 2026 tour packages, tailored to the season.
10% 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
10% 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
15% 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
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
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
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
12% 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
10% 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
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
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
See all Tuscany September 2026 Tours
Top Tuscany Tour Activities for September 2026
From city sightseeing tours to cultural, religious and historic sites and others, here are some popular tour activities in Tuscany with departures in September 2026.
Tuscany September 2026 Tours for all Age Groups
Tuscany tours in September 2026 designed for all ages—families, young adventurers, seniors, and everyone in between.
Trending Tuscany September 2026 Tour Deals
Popular Tuscany September 2026 multiday tours now available at reduced prices, on sale for a limited time.
10% 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
15% 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
10% 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
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
14% 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
12% 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
10% 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
15% Off Today
Discover the best destinations in Europe on this unmissable 18-day tour! Travel to iconic countries like France, Spain, Switzerland and more in just over two weeks. Experience classic European attractions across glittering Paris, ancient Rome and tantalising Tuscany. Feel the sun on your skin along the French Riviera and marvel at Gaudí’s Sagrada Familia in Barcelona. Admire breathtaking views of the Swiss Alps and take in the fairytale splendour of Germany’s Black Forest. Embark on cruises of the Rhine River, Amsterdam canals and Venice waterways. This is a truly unforgettable European exploration!
18 days
7% Off Today
On a journey through the less-traveled country roads of Umbria and Tuscany, discover another side to the Italy you love. Stroll Assisi’s old city, and explore the Umbrian hill town of Spoleto, where the gilded façade of the cathedral rivals with the silvery sheen of the olive trees. Visit Florence, the “Cradle of the Renaissance.” In Siena, stand inside one of Tuscany’s most ancient piazzas. Admire the famous towers of San Gimignano and hunt for truffles in the Umbrian countryside. Delight in regional specialties and Italian wine with every dinner. Feel like a local as you discover the marvels of wine, cuisine, culture, and history.
11 days
25% Off Today
COACH TOUR: Take in the best of Italy on this 11-day journey from Rome, looping through Florence, Venice, and the sun-drenched south. Explore ancient ruins in Pompeii, cruise the canals of Venice, and marvel at the Vatican’s artistic treasures. Sip Tuscan wine in Montepulciano, discover Renaissance Florence, and see Pisa’s famous Leaning Tower. In the south, enjoy a formal dinner in Sorrento and a day trip to the glamorous island of Capri. With guided tours, scenic drives and plenty of local flavours, this trip blends history, culture and coastlines—perfect for anyone wanting a deep dive into Italy’s many highlights.
11 days
Tuscany September 2026 Tour Types
Discover Tuscany September 2026 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 September
Feedback from guests whose tour started in/around Tuscany during September.
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.
Anonymous | Traveled in September
The week was full of many different experiences. Despite a smaller group than usual, the walking was excellent, even though it was very hot. The wine-tastings were very different, and all informative, some with some nice nibbles included. The hotel is lovely with an excellent (ask for a room with a view) with a swimming pool and home made pizzas to die for. City-wise, we visited St Gimignano, Siena (brilliant guided tour included) and Florence. Our guide, Jordan, did a great job keeping us under control.
Irvin | Traveled in September
Our tour guide Jamie was very helpful and fun throughout the trip. Even if some of us are late, he is still very patient and always keeps a smiling face. He also gave us tips for when we return next time, and some travel tips as well. Great guy.
Anonymous | Traveled in September
Wow! Exodus … thank you …we had a fantastic week. The trip was truly amazing. It was a great combination of leisurely (but hot!) walking in the Tuscan countryside, cultural days in Siena and Florence and superb wine tastings. We were fortunate to share our experience with a wonderful group of people and enjoy a few evenings (and bottles!) dining on the lovely terrace of Hotel Le Renaie. The weather was superb and scenery absolutely spectacular.
Anonymous | Traveled in September
I had a great trip staying at Braccicorti and walking in the remote mountains.The accommodation is a family run hotel. The family are very friendly and the food wholesome and locally sourced. The trip was full on, we were busy most of the time. The walking was quite tough but very enjoyable, we reached lots of peaks and there were always options for the less able. Apart from our day off and one of the day's of walking we were very much off the beaten track and did not meet too many other people. The whole group gelled well together over a common love of walking.
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