Italy Self-Guided Tours and Trips
Discover the finest self-guided and independent tours in Italy. We currently offer 99 Italy tours and trips with flexible durations from 3 to 24 days. While self-guided exploration can be rewarding, it's important to consider the potential challenges of traveling without a guide. If you prefer more structure, explore our guided tours to Italy or small group tours to Italy for a balanced experience.
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10 Best Italy Self-Guided Christmas Deals
Find top-value deals on self-guided Italy tours — flexible, trusted multiday itineraries with discounted access.
Curated by Alessandra Galassi
Italy travel expert at Bookmundi
Discover the quieter side of one of Italy’s most beloved destinations on the "Local Living Italy—Amalfi Coast Winter" trip. This seven-day trekking and hiking adventure begins and ends in Naples, offering a tranquil off-season escape to the Amalfi Coast’s hilltop towns, vineyards, and dramatic trails.
Journey through ancient ruins in Pompeii, hike along the Mediterranean’s rugged coastline, and enjoy the hospitality of a converted 17th-century monastery as your home base. With fewer crowds during the cooler months, you’ll have more space—and serenity—to connect with the region’s natural beauty and local traditions.
This small group tour includes all your accommodations, transport, meals, and expert guidance, making it easy to embrace the slower pace of Italian winter. The standout feature? The rare chance to experience iconic sights and countryside in peaceful solitude, making it perfect for those who prefer a more intimate, reflective trip. If you’re drawn to authentic experiences and off-the-beaten-path adventures, this winter Amalfi Coast journey is a hidden gem.
7 days
If Tuscany has ever called your name, this is your chance to answer. For seven days, you’ll settle into a charming farmhouse in San Gimignano — your home for the week and your base for exploring the heart of central Italy. Wake up to vineyard views, stroll medieval streets, and soak up sunsets over rolling hills, all at a pace that feels truly local. With free days to embrace the countryside or head out on day trips to Florence, Siena, and Volterra, this isn’t just a visit — it’s living Tuscany, one unforgettable day at a time.
7 days
Let Italy’s timeless wonders sweep you away on the "Highlights of Italy" tour, a nine-day journey from Rome to Venice. This adventure immerses you in the heart of Italy’s history, art, and flavors—stand in awe of Rome’s ancient ruins, get lost in Florence’s Renaissance masterpieces, and soak up the romance of Venice’s canals. Indulge your senses in Montepulciano, savoring regional wines and culinary delights. With a perfect mix of guided sightseeing and free time, this trip is ideal for those who want to experience Italy’s highlights at a comfortable pace. The unique selling point is the tour’s comprehensive blend of iconic sites and gastronomic pleasures—delivering the essence of Italy in one unforgettable package.
9 days
Craving a taste of Sicily’s legendary flavors and landscapes? This eight-day Solo-ish adventure from Catania to Palermo invites you to dive into local culture, starting with a vibrant market tour and hands-on cooking class. Savor Sicilian specialties, wander bustling street stalls, and stand in awe beneath the shadow of Mt. Etna’s volcanic slopes. With a small group of like-minded explorers, you’ll journey from coast to coast, forging friendships and unforgettable memories. The tour’s unique selling point is its focus on culinary immersion and social connection—perfect for travelers looking to blend food, culture, and camaraderie into one delicious journey.
8 days
Imagine indulging in northern Italy’s treasures with a small group of like-minded travelers. The "Solo-ish Italy" trip is a nine-day explorer journey from Florence to Venice, ideal for those seeking a balance of independence and camaraderie. Begin with a hands-on pasta-making class in Florence, followed by a city tour led by a local migrant guide offering fresh perspectives. Snap iconic photos at Pisa, trek the spectacular coastal paths of Cinque Terre, and cruise Lake Como for panoramic hilltop views. Your adventure concludes in the magical canals of Venice. This tour stands out for its immersive culinary and cultural experiences—perfect for solo travelers seeking authentic Italian adventures with a friendly group dynamic.
9 days
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Most popular Self-Guided Tours in Italy
Top-rated self-guided multiday Italy tours for independent travelers — well-structured itineraries backed by local support and smart logistics.
Italy’s timeless beauty unfolds on the "Journeys: Iconic Italy" tour, a sweeping 14-day trip that weaves together the country’s most celebrated cultural, religious, and historic sites. From the canals of Venice to the ancient streets of Rome, you’ll traverse legendary destinations including Florence, Cinque Terre, and the sun-drenched Amalfi Coast.
This small group tour is designed for travelers seeking a deep connection with Italy’s illustrious past and vibrant present. Stand in awe of Renaissance masterpieces in Florence and Venice, explore the haunting ruins of Pompeii side by side with an archaeologist, and pause to enjoy the aromatic lemon groves while winding through coastal villages.
The tour includes comfortable accommodations, seamless transport, and select meals, allowing you to savor every moment without logistical worries. Along the way, discover the art of la dolce vita—from leisurely café breaks to immersive local experiences. The highlight of this package is the unique blend of expert-guided explorations and authentic encounters, ensuring you not only see Italy’s icons but truly experience them. For those dreaming of an Italian journey rich in history, culture, and culinary delights, this tour offers an unforgettable escape through the heart of Italy.
14 days
Indulge in the romance and history of Italy on the Ultimate Italy trip, a two-week cultural odyssey from Rome to Venice. Wander the ancient ruins of Rome, admire the Renaissance glory of Florence, and traverse the colorful villages of Cinque Terre. Glide along Venetian canals, experience the elegance of Lake Como, and savor local wines and culinary delights in Tuscany. With expert guides and small group camaraderie, this tour package stands out for its comprehensive immersion in Italy’s art, history, and la dolce vita. The unique selling point: a seamless journey blending iconic sights with authentic local experiences.
14 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
The Amalfi Coast’s sun-drenched cliffs and vibrant hillside villages are yours to explore on the "Local Living Italy—Amalfi Coast" tour. Over eight days, this guided trekking and hiking trip lets you live as the locals do—wandering lemon groves, sipping regional wines, and discovering the coastline’s dramatic trails.
From your base in a lovingly converted 17th-century monastery, set out to explore the ruins of Pompeii, hike Mediterranean paths, and immerse yourself in the region’s rich culture and time-honored traditions. Each evening, return to home-cooked meals and breathtaking views from your unique accommodation.
With all logistics managed, you’ll enjoy the freedom to focus on authentic experiences and the region’s natural beauty. The unique selling point of this tour package lies in its blend of active exploration and cultural immersion—perfect for travelers who want to combine scenic hikes with genuine local living. If you’re seeking paradise with an Italian twist, this Amalfi Coast adventure is your dream trip.
8 days
Discover the quieter side of one of Italy’s most beloved destinations on the "Local Living Italy—Amalfi Coast Winter" trip. This seven-day trekking and hiking adventure begins and ends in Naples, offering a tranquil off-season escape to the Amalfi Coast’s hilltop towns, vineyards, and dramatic trails.
Journey through ancient ruins in Pompeii, hike along the Mediterranean’s rugged coastline, and enjoy the hospitality of a converted 17th-century monastery as your home base. With fewer crowds during the cooler months, you’ll have more space—and serenity—to connect with the region’s natural beauty and local traditions.
This small group tour includes all your accommodations, transport, meals, and expert guidance, making it easy to embrace the slower pace of Italian winter. The standout feature? The rare chance to experience iconic sights and countryside in peaceful solitude, making it perfect for those who prefer a more intimate, reflective trip. If you’re drawn to authentic experiences and off-the-beaten-path adventures, this winter Amalfi Coast journey is a hidden gem.
7 days
Craving spectacular alpine scenery and invigorating hikes? Set out on the "Walks in the Italian Dolomites" tour, an 8-day self-guided trekking adventure based in the charming Tyrolean village of Dobbiaco. Ideal for seasoned travelers with a passion for the outdoors, this route offers a handpicked selection of walks for all levels, with over 1,000 kilometers of trails to choose from.
Highlights include a panoramic ridge walk tracing the Austrian border, delivering 360-degree views over the Dolomites and beyond, and a memorable circuit around the emblematic Tre Cime—three dramatic rock spires that define the region. All routes are meticulously researched and accessible, whether setting out directly from your hotel or hopping on a short bus or cable car ride.
The unique selling point of this tour package is its balance of freedom and support: enjoy the flexibility to hike at your own pace, armed with detailed route notes, while benefiting from included accommodation, transport, and meals. For lovers of mountain scenery and independent exploration, this walking trip offers an unforgettable Dolomites experience.
8 days
Step off the beaten path and discover Sicily’s wild western reaches with the "Walking the Highlights of Western Sicily Walk". This self-guided, 8-day trekking tour starts in the atmospheric village of Scopello and leads you through tranquil national parks, rugged coastlines, and the enigmatic islands of Marettimo and Sicily itself.
Tailored for experienced travelers who appreciate independence and discovery, the itinerary blends peaceful walks with cultural exploration: uncover ancient ruins, wander medieval churches, and delve into prehistoric caves. With accommodations, transport, and meals included, you’re free to immerse yourself in the region’s serenity and secrets.
The unique selling point of this tour is its access to some of Sicily’s most remote and untouched landscapes—ideal for those seeking both natural beauty and quiet cultural treasures on their walking holiday.
8 days
Unwind in the storybook landscapes of Tuscany and Umbria on this 8-day walking trip, designed for those seeking harmony with nature and a taste of Italy’s authentic flavors. Starting in Florence and ending in Rome, this guided small group tour leads you along ancient pilgrim paths, past farmhouses, castles, and vineyards. Enjoy a picnic lunch amid the vines of Lamole di Lamole and gain insight into the thousand-year-old history of the region’s food and wine. The highlight: a slow-paced exploration that lets you truly savor Tuscany’s unique identity, making it ideal for travelers who value meaningful experiences and local traditions.
8 days
If you’ve ever wanted to forge a deeper bond with a destination, this is your chance. Travel through some of the most sought after destinations in Italy on this seven-day adventure from Naples to the Amalfi Coast. Taste limoncello in Sorrento, drive along the pristine coastline passing small towns with views stretching for miles, and feel the energy on a guided tour of Pompeii in the shadow of Mt Vesuvius. Starting and ending in Naples, you’ll have plenty of free time to explore and, of course, to try all the pizza, pasta, and sfogliatelle you could possibly eat.
7 days
Sicily’s sun-drenched coasts and timeless villages await on the 14-day "Highlights of Sicily" tour, a journey that begins and ends in Palermo. Wander through the charming streets of Cefalù, marvel at the volcanic drama of the Aeolian Islands, and soak up the history of Agrigento’s ancient ruins. This small group sightseeing trip is packed with immersive experiences: join a Sicilian cooking class, wander medieval hilltop towns, and discover a rich tapestry of Italian culture and tradition. Accommodations, transport, and meals are thoughtfully arranged, allowing you to relax and savor every moment. Perfect for anyone dreaming of an authentic Italian adventure, this tour’s standout feature is its seamless blend of breathtaking landscapes and deep cultural immersion across Sicily’s north and south.
14 days
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Top Italy Tour Activities for Self-Guided Tours
Choose your own route — from trekking hiking tours to walking trips and cultural, religious historic sites tours, with full flexibility and curated support.
Reviews of our Italy Self-Guided Tours
Self-guided travelers rate their independent journeys through Italy.
Anonymous | Traveled in November
Puglia was beautiful. They did a great job of coordinating bikes, luggage, and routes. The lodging was great for our 7 night stays, except for 1 night, when our group was split into 2 different hotels that were not very close with no advance warning.
Anonymous | Traveled in November
We had a wonderful time experiencing Italy on wheels. The e-bikes made it a level field for every biker. The instructions were clear and tell you when you’re off track. I would do another trip with them for sure!
Anonymous | Traveled in November
The trip was well organized with some of the hotels on the trip being real gems especially the one in the agriturismo and the one in Monteriggioni. The team was responsive when I had questions both before and during the trip and the app was easy to use. We had a fantastic time and the route was gorgeous.
Anonymous | Traveled in November
Great scenic walking with demanding ascents and descents but comfortably within the capability of a walker used to the Fells. The organisation was excellent and everything worked seamlessly. The hotels were all good although the quality of the restaurants in the villages was mixed with good and bad experiences from what was recommended. A great week.
Anonymous | Traveled in October
Great trip. Well organised. Hotels were very good. Electric bikes were excellent. Good itinerary, and you do see a lot of olive trees! Ride with GPS App was excellent.
Anonymous | Traveled in October
I did Orvieto-Roma with my dog Ariel and we both had an amazing time. The organisation was impeccable, the accommodation was good and the app fantastic: even for somebody like me who gets lost all the time!
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