Italy Tours in September 2026
Planning for a trip to Italy during September? We offer 550 tour packages to Italy departing in September 2026 that have 6,600 customer reviews. Operated by our hand-picked, qualified travel experts, you will experience the best of Italy on your September holiday.
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Most popular Italy September 2026 Tours
Join one of these handpicked Italy September 2026 tour packages, tailored to the season.
Curated by Alessandra Galassi
Italy travel expert at Bookmundi
Rome, Venice, and Florence headline the 'Classical Italy' trip—a 5-day sightseeing tour ideally suited for seniors seeking a taste of Italy’s best cities. With all logistics, hotels, and meals included, this group trip allows you to relax and enjoy the highlights stress-free. The real draw is the concise itinerary—offering maximum cultural impact in a short, easy-paced journey designed to delight mature travelers.
Tour Type
Group Tour
5 days
Embark on a captivating journey that takes you from the piazzas of Rome to the canals of Venice. Discover the rolling hills of the scenic Tuscan and Umbrian countryside. Explore medieval hill towns and visit Assisi, the birthplace of St. Francis. Spend time at a historic winery in the heart of the Chianti region and enjoy a chef-led cooking class with lunch. Discover the masterpieces of the Renaissance in Florence. See glass transformed into exquisite art on Murano Island. Linger in iconic Venice for 2 nights. Journey to the shores of glamorous Lake Como. Encounter a land rich in history, culture, art, and romance.
Tour Type
Group Tour
10 days
Journey through a crossroads of civilizations in Sicily and on to the spectacular coastlines of Southern Italy. Uncover Sicily’s capital Palermo and its Moorish and Norman influences. Explore Agrigento’s ancient Valley of the Temples and the Ancient Roman mosaics of Piazza Armerina. Travel to the historic hilltop town of Taormina. Visit a local winery for a wine tasting and agriturismo dinner. Venture to the ancient cave dwellings of Sassi di Matera. Explore Sorrento and stunning Positano, the pearl of the Amalfi Coast. Walk in the footsteps of ancient Romans in the excavated Pompeii. Allow the unique culture to capture your heart and get a glimpse into an age-old heritage composed of ancient monuments and cultivated lands.
Tour Type
Group Tour
14 days
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.
Tour Type
Group Tour
12 days
The Amalfi Coast’s dramatic cliffs and pastel villages are yours to discover on the “Walking the Amalfi Coast” tour, an eight-day trekking adventure starting and ending in Bomerano. Designed for experienced travelers, this moderate-level trip features expertly guided walks through storied towns like Positano, Ravello, and Amalfi itself.
Follow ancient paths across hillsides, explore the haunting remains of Pompeii, and ascend Mount Vesuvius for sweeping views over the Bay of Naples. The highlight is the legendary Path of the Gods, hailed as one of the world’s greatest coastal walks. Enjoy the warm hospitality of a family-run hotel in the quiet village of Bomerano, away from crowded tourist spots.
All accommodations, meals, and transport are included, ensuring a relaxed and immersive experience. The main activity is trekking, supported by decades of local expertise. A special feature of the tour is the combination of iconic walks and authentic Italian hospitality, making it a standout for lovers of both nature and culture.
For a trip that blends Italy’s best scenery, history, and cuisine, this Amalfi Coast adventure is hard to beat.
Tour Type
Group Tour
8 days
Discover some of Italy’s essentials during this six-day cultural trip. Visit the Eternal City of Rome, the National and the Vatican Museums. Explore Florence’s unique artistic and cultural centre. Discover the small medieval town of San Gimignano and stop by a typical Tuscan winery where you will visit the cellars and vineyards. Marvel at Siena’s gorgeous architecture and beautiful Main Square.
Tour Type
Group Tour
6 days
Immerse yourself in the timeless allure of Italy with the "Best of Italy" tour, a 13-day journey beginning and ending in Rome. Designed for those eager to experience Italy’s cultural and culinary riches, this group sightseeing trip covers everything from ancient Roman wonders to the Renaissance beauty of Florence. Stroll the historic streets of Assisi, bask in the luxury of Capri’s island life, and enjoy a private guided exploration of Pompeii—a city forever frozen in volcanic time. With accommodation, transport, and meals handled for you, this tour package allows for effortless discovery and indulgence. Its standout feature? Exclusive guided access to world-famous sites and hidden gems, ensuring a truly comprehensive Italian adventure for discerning travelers.
Tour Type
Group Tour
13 days
Italy’s most iconic cities and timeless artistry unfold on the Best of Italy tour, a 12-day group journey for experienced and mature travelers hungry for culture. Begin in Venice, then traverse Florence, San Marino, and Rome, pausing for a relaxing three-night stay in the Romagna wine country. Highlights include gondola rides, Vivaldi concerts, hands-on cooking classes, and explorations of Chiusi’s ancient catacombs. Unique features such as wine tastings, artisan demonstrations, and immersive local experiences make this trip stand out. The true allure: a harmonious blend of art, history, cuisine, and scenic beauty, offering a rich and diverse Italian adventure.
Tour Type
Group Tour
12 days
For those fascinated by spirituality and art, the 'Shrines of Italy' tour is a pilgrimage through Italy’s most revered religious and architectural landmarks. This 11-day trip, tailored for seniors and experienced travelers, begins and ends in Rome, guiding you through sacred sites in Assisi, the Amalfi Coast & Campania, and beyond.
Reflect at the Basilica of St. Francis, marvel at the Sistine Chapel’s grandeur, and explore ancient Christian catacombs. Attend a Papal audience, and receive a blessing from the Holy Father, making this journey not only a tour but a deeply meaningful experience. Visit the Grotto of Michael the Archangel, the cathedral of Salerno, and the historic abbey of Montecassino.
The standout element of this tour is its rare blend of faith, art, and history—offering an enriching itinerary that connects travelers with Italy’s spiritual heart through exclusive experiences and guided visits to the world’s most inspirational sites.
Tour Type
Group Tour
11 days
Southern Italy’s hidden charms come alive on the 'Italy: Amalfi Coast to Puglia' trip, a 14-day group getaway for travelers keen to explore beyond the usual tourist trail. Starting in Naples and finishing in Alberobello, this tour guides you through Minori, Lecce, Monopoli, and more, weaving together dramatic coastlines, historic caves, and artisan towns.
Marvel at the legendary Veiled Christ in Naples, sample volcanic wines near Pompeii, and bask in the chic vibes of Positano. Spend two nights in a unique cave dwelling in Matera and end your journey housed in a traditional Puglian abode. The itinerary’s moderate activity keeps things accessible while offering plenty of local flavor and cultural discovery.
The USP is the rare opportunity to experience local life—whether sleeping in centuries-old caves or sampling regional cuisine—making this beach trip an immersive, off-the-beaten-path Italian adventure.
Tour Type
Group Tour
14 days
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Our 5-Day Tour offers a perfect blend of history, culture, and natural beauty. Start by exploring the vibrant streets of Naples before embarking on a scenic day trip to the stunning towns of Sorrento, Positano, and Amalfi. The next day, hop on a ferry to the beautiful island of Capri, where you can wander through charming streets, enjoy panoramic views from Augustus Gardens, and see the iconic Faraglioni rocks. Finally, step back in time with a guided tour of Pompeii’s ancient ruins, uncovering the fascinating history of this Roman city. With expert guides, unforgettable sights, and plenty of free time to explore, this tour is the perfect Italian getaway.
5 days
Set out on a 22-day grand tour across Europe, discovering the continent’s most celebrated cities and hidden treasures. The Best of Europe tour, beginning and ending in London, is perfectly crafted for experienced travelers and seniors seeking a moderate adventure through Paris, Rome, Amsterdam, Venice, and many more. Explore castles, sip local beers, and take in the beauty of Budapest, Vienna, Prague, and Zagreb on expertly guided excursions. With built-in free days, you’ll have the flexibility to follow your own interests or simply soak up the atmosphere. The standout feature of this tour package is its comprehensive coverage of both Western and Eastern Europe, ensuring an unparalleled variety of landscapes, cultures, and experiences in a single, unforgettable journey.
22 days
Southern Italy and Sicily beckon with their distinctive charm and remarkable heritage on the Highlights of Southern Italy & Sicily tour. Beginning and ending in Rome, this 10-day trip is tailored for those who relish cultural exploration and moderate activity. Guided visits reveal the grandeur of ancient Rome and the volcanic wonders of Mount Vesuvius, while free days along the Amalfi Coast and in Taormina and Palermo invite leisurely discovery at your own rhythm. Highlights include the haunting ruins of Pompeii, the storybook trulli of Alberobello, and the ancient cave dwellings in Matera—a true feast for the curious traveler. This tour package brings together a tapestry of UNESCO sites, dazzling coastlines, and local flavors, creating an unparalleled journey through Italy’s southern heartlands. Designed with experienced travelers and seniors in mind, it balances structure and flexibility, allowing you to savor regional cuisine, connect with fellow travelers, and immerse yourself in the rich tapestry of southern Italian traditions. The unique selling point here is the chance to experience both famed destinations and lesser-known gems in one seamless, enriching itinerary.
10 days
Italy’s timeless beauty unfolds on the 'Grand Italian Experience'—a 17-day guided city sightseeing adventure starting and ending in Rome. The itinerary travels through Florence, Viareggio, Assisi, and more, offering a rare glimpse of Alberobello’s limestone trulli houses and the romance of Capri. Designed for experienced travelers who savor authentic moments, this tour package includes dinner with locals, explorations of star-crossed Verona, and the tranquil Italian Lake District. With easy pacing, included meals, and comfortable accommodations, the journey’s unique selling point lies in its blend of rare sites and genuine local encounters. If you’ve ever dreamed of living la dolce vita, this trip brings Italy’s magic to life.
17 days
Experience authentic Italian living on the "Local Living Italy—Sorrento" trip, a seven-day trekking and hiking adventure based in the enchanting town of Sorrento. Perfect for travelers who yearn to go beyond surface sightseeing, this guided tour immerses you in the rhythms of daily life along the Amalfi Coast.
Your journey begins and ends in Naples, with highlights including coastal walks, an excursion to the fashionable island of Capri, and a guided visit to the archaeological marvel of Pompeii. The experience is elevated by your stay on an organic lemon farm, where a local family hosts you and introduces you to the secrets of limoncello making and the joys of Italian agriturismo.
With all accommodations, transport, and meals taken care of, you’re free to soak up the region’s stunning landscapes and savor its renowned cuisine. The unique selling point of this tour package lies in its deep cultural immersion—offering you the chance to live, eat, and explore like a true local. If you’re searching for a trip that blends trekking, culinary delights, and authentic hospitality, this Sorrento adventure is the perfect way to live your Italian dream.
7 days
Experience the full spectrum of Italian wonders on the 'Wonders of Italy' tour, an 11-day guided city sightseeing adventure starting and ending in Rome. Journey through Lucca, Florence, and Venice, cruise along Cinque Terre’s coastline, and savor a glass of Tuscan Chianti. Perfect for travelers who seek rich experiences at an easy pace, this tour package covers hotels, meals, and all transport. The unique selling point is the hands-on discovery of local crafts, including Venetian glassblowing, which adds depth to the exploration. For anyone longing for an immersive Italian journey, this trip brings the country’s artistry and flavors to life.
11 days
Craving the flavors and artistry of Italy but short on time? The Taste of Italy tour condenses the country’s finest experiences into an unforgettable 7-day trip. Specially crafted for travelers who appreciate both cultural depth and culinary indulgence, this moderately-paced journey takes you from the ancient streets of Rome to the Renaissance masterpieces of Florence and the romantic allure of Venice. Guided walking tours in Rome and Florence reveal the stories behind iconic landmarks, while a free day in Venice lets you explore at your own pace—perhaps gliding down its legendary canals. The itinerary doesn’t stop there: marvel at the medieval towers of San Gimignano, the rolling vineyards of Siena, and the colorful cliffside villages of Cinque Terre. Savor every moment as you sample top Italian wines and regional specialties, embracing the bella vita lifestyle throughout. Ideal for experienced travelers and seniors seeking a lively yet comfortable adventure, this tour package stands out for its unique combination of sightseeing and gourmet experiences. With thoughtfully selected hotels, convenient transport, and knowledgeable guides, Taste of Italy offers a rich immersion without the rush, ensuring every day brings a new delight for the senses.
7 days
All aboard this exhilarating journey by high-speed train through Italy’s iconic cities of Rome, Florence and Venice. During your 10 days in Italy, conjure up gladiators and chariots in Rome, shop until you drop on Florence’s ancient Ponte Vecchio, strike a pose in Pisa and discover the secrets of Venice on foot like a local.
10 days
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
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
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Top Italy Tour Activities for September 2026
From cultural, religious historic sites tours to art architecture and others, here are some popular tour activities in Italy with departures in September 2026.
Italy September 2026 Tours for all Age Groups
Italy tours in September 2026 designed for all ages—families, young adventurers, seniors, and everyone in between.
Reviews of our Italy Tours for September
Feedback from guests who toured Italy during September.
Bonnie S. | Traveled in September
All was very good from the car service to & from the airport to each hotel. Each was different which gave a taste of the different areas we were in. They had very good tour guides for each place that were very knowledgeable. Really liked the Vox or whisper so we could hear the tour guide well even if we were not right next to them.
Anonymous | Traveled in September
Our self-guided walk through the Dolomites was an unforgettable experience. The route was exceptionally well-planned, with clear and easy-to-follow instructions that made navigating the trails a breeze. The scenery was absolutely breathtaking—towering peaks, lush valleys, and dramatic landscapes at every turn. Accommodation along the way was comfortable and welcoming, and the luggage transfers were seamless, allowing us to focus entirely on the walk and the views. The combination of logistical ease and stunning natural beauty made this trip truly stand out. Highly recommended for anyone seeking a well-supported adventure in one of Europe’s most spectacular mountain regions.
Anne | Traveled in September
Fascinating tour with great variety of archaeological sites and Baroque architecture. Our guide, Antonio, was very informative and looked after us extremely well. The planning was excellent and the accommodation very comfortable and well sited.
Robert | Traveled in September
This was a great vacation experience. I was nervous about doing a cycling vacation but this delivered on all counts: great guide in Massimo, thoughtful and comprehensive itinerary, clean and comfortable hotels, and quality bikes. The rides were totally doable in terms of distance and elevation while also providing wonderfully scenic rides every day. Highlights were the city of Matera (including walking tour with Fabrixio) and visit to the farm of Anna and Paolo for lunch. Massimo was fantastic as a guide and really ensured that everyone had a good experience every day. There were 6 people in our group from UK, Canada, Australia and US.
Ilene W. | Traveled in September
The isle of capri was my favorite and the trip to the alps was great I would have liked to learn more about the local crops and the animal in Italy.da
Elaine C. | Traveled in September
We had a really good group, our guide and driver were exceptional. Accommodations were outstanding, and ample time for wandering on our own. Collette is the only way we travel.
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