Italy Tours in Fall
Planning for a trip to Italy during Fall? We offer 550 tour packages to Italy departing in Fall that have 7,500 customer reviews. Operated by our hand-picked, qualified travel experts, you will experience the best of Italy on your Fall holiday.
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Curated by Alessandra Galassi
Italy travel expert at Bookmundi
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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Most popular Italy Fall Tours
Join one of these handpicked Italy Fall tour packages, tailored to the season.
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.
Fall Departures
5 Sept, 12 Sept
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.
Fall Departures
6 Sept, 13 Sept
Tour Type
Group Tour
5 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.
Fall Departures
5 Sept, 12 Sept
Tour Type
Group Tour
8 days
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.
Fall Departures
12 Sept, 19 Sept
Tour Type
Group Tour
8 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.
Fall Departures
4 Sept
Tour Type
Group Tour
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.
Fall Departures
3 Sept
Tour Type
Group Tour
17 days
Join our expert mountain leaders and a small group of like-minded adventurers to hike the most scenic trails in the Dolomites. Based at a family-run hotel in the lovely village of Campitello, we walk among jagged limestone peaks and through lush valleys, before returning home for a warm welcome and an Italian feast. With excellent chairlift, cable car, and bus links, we can access a huge variety of routes, allowing us to offer two difficulty levels on each walking day: Activity Level 3 (Moderate) and 5 (Challenging). Our expert tour leaders may alter the itinerary based on weather conditions and group ability to ensure everyone’s enjoyment.
Fall Departures
12 Sept, 5 Sept
Tour Type
Group Tour
8 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.
Fall 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.
Fall Departures
5 Sept, 12 Sept
Tour Type
Group Tour
8 days
Italy’s timeless elegance unfolds on the "Italian Concerto" tour, an 11-day sightseeing journey from Rome to Venice designed for discerning travelers. Begin with Rome's ancient grandeur before tracing the sun-drenched Amalfi Coast, uncovering Pompeii’s frozen history, and delighting in a refined sunset feast amid olive groves with a welcoming local family. Glide to the glamorous Isle of Capri, where sophistication and natural beauty converge, and meander through Venice’s enchanting canals and piazzas. With an easy activity rating, this trip is ideal for those who appreciate relaxed exploration and cultural immersion. The package includes accommodations, transport, meals, and knowledgeable guides, allowing you to savor each moment. The standout feature is the chance to experience Italy’s famed hospitality through authentic, home-cooked dining—providing a genuine connection to Italian life that elevates this tour beyond the ordinary.
Fall Departures
7 Sept
Tour Type
Group Tour
11 days
See all Italy Fall Tours
Top Italy Tour Activities for Fall
From cultural, religious historic sites tours to art architecture and others, here are some popular tour activities in Italy with departures in Fall.
Italy Fall Tours for all Age Groups
Italy tours in Fall designed for all ages—families, young adventurers, seniors, and everyone in between.
Reviews of our Italy Tours for Fall
Feedback from guests who toured Italy during Fall.
Anonymous | Traveled in November
I have about five favorite experiences: I loved Spoletto, Assisi , Fra Angelico exhibition and Florence Cathedral where Michelangelo was buried; plus the colorful farmhouse folks who took us truffle hunting and the lady who made pasta in the farmhouse - such wonderful folks - I loved that whole day in their farmhouse. Accommodations were excellent especially Villa near Florence; ten perfect days for my first trip to Italy. Collette gets an A for careful planning in making arrangements, Our Guide Dario Panniello an A+
Kimberly D. | Traveled in November
What an amazing experience! Our tour guide, Daniel, was a great story teller, I loved exploring the smaller cities like Montecantini Terme and San Gimignano. The fresh food, great wine, and friendly people were highlights of the tour.
Anonymous | Traveled in November
It is a rigorous itinerary and should be explained as such for older travelers!! It should be made known that Italy, while beautiful, is steep, rugged walking and filled with stairs to climb everywhere! The food provided on the tour was good but it really wasn’t Italy’s best!! When eating on our own we were able to sample some truly good Italian pizza and pasta. The tour should be leaving guests with a better experience of Italian eating!
Brittany N. | Traveled in November
My trip to Italy with Contiki was truly wonderful. Everything felt thoughtful and seamless, which allowed me to relax and simply enjoy the experience. Our guides were genuine, welcoming, and incredibly knowledgeable—they brought each place to life with stories and insights I wouldn’t have discovered on my own. From the beautiful cities to the incredible food, every day felt special. I’m really grateful for how well everything was organized, and I highly recommend Contiki!
Teresa D. | Traveled in November
The Sicily and Southern Italy tour was everything we'd hoped it would be. Beautiful scenery, amazing antiquities, friendly people, and amazing food. It will take awhile to digest all that we saw and experienced, with an wonderful group of folks. Collette Travel arranged the trip with Travel Junction in Ambridge coordinating. Great service with top notch travel managers and local guides. Unbelievable beauty! Laura, our tour manager went above and beyond to make sure my husband had dairy free meals.
Anonymous | Traveled in November
The best part was staying in one hotel for the entire week. The excursions were all relatively close to the hotel. The town we stayed in was lovely and the morning we spent exploring it was delightful. Our tour director was superb. I had been nearly everywhere at least once before, but there’s always something new to see. Weather was excellent also.
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