Italy Tours in October 2026
Planning for a trip to Italy during October? We offer 480 tour packages to Italy departing in October 2026 that have 6,700 customer reviews. Operated by our hand-picked, qualified travel experts, you will experience the best of Italy on your October holiday.
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Curated by Alessandra Galassi
Italy travel expert at Bookmundi
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
Dive headfirst into Europe’s greatest hits with the European Escapade—a 24-day whirlwind tour that starts and ends in London. From Amsterdam’s canals to the romance of Paris, the energy of Berlin, and the sun-soaked streets of Barcelona, this trip packs in legendary cities, Swiss Alps adventures, and exclusive Special Stays at Hopfgarten and Contiki’s Château de Cruix.
Tailored for young adults, this group tour delivers big on iconic sights, lively social scenes, and memorable moments. Upgrade to the ‘Plus’ for twin-share hotel comfort instead of the classic multi-share.
USP: An expertly curated city sightseeing tour package designed for those who want maximum Europe in minimum time—plus the perks of exclusive accommodations and unforgettable group experiences.
24 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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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.
October Departures
3 Oct, 31 Oct
Tour Type
Group Tour
8 days
Let the Amalfi Coast cast its spell on you during this 8-day food-focused tour, designed especially for seniors seeking both relaxation and cultural immersion. Departing from Naples and ending in Bomerano, this trip weaves through the glamorous island of Capri, the romantic streets of Ravello, and the legendary ruins of Pompeii and Herculaneum.
Based in the peaceful village of Agerola at a family-run hotel, you’ll enjoy a slower pace, savoring fresh Italian cuisine and admiring stunning coastal panoramas from iconic trails like the Path of the Gods. Explore chic Capri by boat, meander through fragrant lemon groves, and delve into the region’s storied past with guided visits to ancient archaeological wonders.
What distinguishes this tour package is its thoughtful blend of culinary delights, scenic walks, and cultural exploration—all tailored to provide comfort and meaningful connection. For those wishing to live la dolce vita while discovering one of Europe’s most dramatic shorelines, the Amalfi Coast awaits.
October Departures
3 Oct, 10 Oct
Tour Type
Group Tour
8 days
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.
October Departures
4 Oct, 11 Oct
Tour Type
Group Tour
5 days
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.
October Departures
17 Oct, 10 Oct
Tour Type
Group Tour
8 days
Revel in Italy’s timeless allure on the 'Italian Vistas' trip, a 13-day guided sightseeing adventure that sweeps from Rome to Lake Maggiore. Designed for experienced and senior travelers, this itinerary pairs cultural treasures with the romance of Italy’s most breathtaking landscapes.
Stroll through ancient Pompeii, wander Rome’s Colosseum, cruise to the magical Isle of Capri, and stand in awe before Michelangelo’s David in Florence. Sip Tuscan wines at a local farm, then glide along Venetian canals and meander through Stresa’s scenic streets on Lake Maggiore. Multiple-night stays in key destinations ensure you soak up each locale’s special magic, without ever feeling rushed.
The USP? Extended stays in Italy’s most charming cities and lakeside resorts, allowing for a deeper, more immersive exploration of art, history, and culinary delights—perfect for those who appreciate leisure and luxury in equal measure.
October Departures
3 Oct, 10 Oct
Tour Type
Group Tour
13 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.
October Departures
1 Oct
Tour Type
Group Tour
17 days
From the sun-drenched hills of Tuscany to the glamour of Capri, 'Italy Bellissimo' is an 11-day city sightseeing tour that captures the spirit of Italy. Starting and ending in Rome, this easy-paced trip takes you through Venice, Montecatini, and more, with highlights including olive oil tasting in an authentic Italian Borgo and evenings spent with new friends. Tailored for those who love culture and conviviality, the tour package covers accommodation, meals, and all transport. Its unique selling point is the seamless blend of classic Italian sights and genuine local experiences, making it an irresistible choice for anyone enchanted by Italy’s charm.
October Departures
2 Oct
Tour Type
Group Tour
10 days
Let the Prosecco Hills of Italy surprise you with their tranquility and beauty, all while you enjoy a curated trekking tour that places you at the heart of this world-renowned wine region. The "Walk The Prosecco Hills & Hidden Venice" trip, crafted for experienced travelers seeking both culture and adventure, offers eight days of guided hiking through vineyard-clad slopes sheltered by the Dolomites. Despite the fame of Prosecco, these hills remain uncrowded and authentic, making each day’s walk a discovery of hidden gems. Stay at a luxurious four-star hotel along the historic Prosecco Road—the oldest wine route in Italy—and savor tastings of regional cuisine paired with the area’s celebrated sparkling wine.
As you traverse the landscapes from Pieve Di Cadore to Treviso, Pieve Di Soligo, and beyond, each step immerses you deeper into the Italian countryside’s rhythms. The journey’s highlight is an alternative day trip to Venice, where you’ll explore less-visited neighborhoods and step inside a master artisan’s workshop, gaining rare insight into traditional Venetian life. Throughout, the emphasis on local interaction and cultural immersion sets this tour apart, allowing you to experience Italy beyond the usual tourist routes.
With accommodation, transport, and meals seamlessly arranged, this trekking tour balances moderate physical activity with plenty of indulgence and relaxation. The unique selling point lies in its blend of off-the-beaten-path hiking and exclusive cultural experiences, including a Venice visit far from the crowds. If you value authentic discovery and fine wine, this tour package is your gateway to some of Italy’s best-kept secrets.
October Departures
3 Oct, 6 Jun
Tour Type
Group Tour
8 days
Imagine cycling through two of Italy’s most storied regions—undiscovered Cilento and the vibrant Amalfi Coast. The "Cycle Cilento & the Amalfi Coast" tour invites experienced travelers on an eight-day journey, weaving between pristine national parks, charming fishing villages, and iconic coastal towns.
The adventure begins in tranquil Cilento, where unspoiled landscapes and centuries-old traditions await. Pedal through the fishing communities, visit the ancient Greco-Roman city of Paestum with its well-preserved doric temples, and then make your way to the legendary Amalfi Coast, riding scenic routes through Positano, Minori, and Amalfi itself.
A unique selling point of this bicycle trip is its blend of natural beauty, historical depth, and world-renowned cuisine—each ride is rewarded with delicious local food. Accommodation, transport, and meals are all included, ensuring you focus on enjoying every moment of this Italian cycling getaway.
October Departures
3 Oct, 10 Oct
Tour Type
Group Tour
8 days
Set off from Rome on the 'Italy and Switzerland' tour, a 9-day sightseeing journey through Italy’s capital and beyond. With hotels, transportation, and meals all included, this guided group trip lets you discover the best of Italy in a relaxed, senior-friendly manner. The highlight of this tour is its cross-border perspective—offering a taste of Swiss culture alongside Italian classics, all without the challenges of a demanding itinerary. It’s an easy, enriching escape for those eager to broaden their horizons.
October Departures
4 Oct, 11 Oct
Tour Type
Group Tour
9 days
See all Italy October 2026 Tours
Top Italy Tour Activities for October 2026
From art architecture tours to cultural, religious historic sites and others, here are some popular tour activities in Italy with departures in October 2026.
Italy October 2026 Tours for all Age Groups
Italy tours in October 2026 designed for all ages—families, young adventurers, seniors, and everyone in between.
Reviews of our Italy Tours for October
Feedback from guests who toured Italy during October.
Maggie F. | Traveled in October
We loved everything about this trip. Our tour guide was amazing, the tours were informative with a little more free time than we’d like but made the best of our time in each city! The hotel was subpar, we found some black mold in our room and bathroom but other than that the vacation was wonderful!
Randall B. | Traveled in October
The itinerary for the first 3 days was too light with not much to do, but after that the tour was great. Valentina did a great job as tour manager. Venice, was beautiful, as was Florence, Romagna, Orvieto, and San Marino. The excursions at the glass factory and cheese making school were very interesting. The wine resort was beautiful.
Larry V. | Traveled in October
We loved the entire tour, partly because my family immigrated to the US from Sicily in 1910, so it had deeper meaning than just a vacation. Our tour guide (Davide Iosia) was absolutely phenomenal and added a lot of extra value to our group. He made special accommodations for us to spend more time in Cefalu, where my family came from, and we climbed the Rocca di Cefalu for a bird's eye view of the town. It is a memory of a lifetime for me and Davide made it happen. We will never forget this trip.
Cathrine V. | Traveled in October
The tour was amazing! I most enjoyed all the visits to the local farms, learning about the work they do and just listening to them; being immersed into the cultures and everyday life.
Anonymous | Traveled in October
Amazing guide. Great variety, Nice accommodation, good driver . Only problem probably not enough time in some places. ! May be a little more down time to shop !! Or just look.
Liz Ho | Traveled in October
An amazing indulgent way to experience the beauty of Tuscany and all its wonders. The tour was nicely paced with a diverse range of activities. The accommodation was A+.
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