Italy Tours for Experienced Travelers
The finest Italy tours for experienced travelers. We offer 240+ carefully selected tours in Italy with 7150+ customer reviews. These premium experiences are designed for travelers who appreciate refined accommodations, expert guides, and thoughtfully crafted itineraries. Whether you prefer private tours, small group experiences, or luxury travel packages, our Italy tours for experienced travelers can be customized to match your preferences.
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10 Best Experienced Traveler Tours in Italy
Handpicked multiday tours in Italy for seasoned travelers — featuring in-depth experiences, cultural richness, and highly rated trips booked by like-minded travelers.
2% Off Today
Perfect for experienced travelers eager to revisit Europe’s essentials, this 10-day journey spans seven countries, from Rome to Amsterdam. Unravel a fast-paced itinerary spotlighting the iconic Eiffel Tower, Venice’s canals, the Rhine, and the Swiss Alps. Along the way, savor regional cuisine and immerse in the pulse of local cultures. If you’re searching for Italy Experienced Traveler Tour Packages that balance classic landmarks with authentic experiences, this curated adventure offers a memorable, whirlwind overview of Europe’s enduring highlights.
Physical Rating
Moderate
Recommended Age
40-59 years
Tour Type
Group Tour
10 days
Set out on foot along the Via Francigena, traveling from Lucca to Siena over eight days. This itinerary offers a deeper look at Tuscany for seasoned travelers, with stops in medieval towns like San Gimignano and Monteriggioni. Expect family-run accommodations and delicious regional cuisine at the end of each day’s walk. The mix of flat plains and rolling hills is ideal for those seeking Italy experienced traveler tour packages away from the typical crowds, blending history and scenery.
Physical Rating
Moderate
Recommended Age
40-59 years
Tour Type
Private Tour
8 days
3% Off Today
Over eight days, immerse yourself in the unique landscapes of Puglia and Matera. This walking adventure is designed for adults who appreciate culture and local charm. Wander through olive groves, explore the storybook trulli houses of Alberobello, and stroll the ravine’s edge in ancient Matera. With a balanced itinerary, this trip is perfect for those looking for Italy seasoned traveler tours that combine gentle activity with time to soak up the distinctive history and scenery of southern Italy.
Physical Rating
Moderate
Recommended Age
40-59 years
Tour Type
Small Group Tour
8 days
Experience the sun-drenched trails of Puglia over eight days, cycling from Alberobello to Lecce. This journey takes you through olive groves, vineyards, and along both the Adriatic and Ionian coasts. Enjoy stays in atmospheric hotels, including a possible night in a traditional trullo. For travelers eager to uncover less-visited regions, this tour is an excellent choice among Italy off-the-beaten-path trips, offering both active exploration and cultural highlights in a region rich with tradition.
Physical Rating
Moderate
Recommended Age
40-59 years
Tour Type
Private Tour
8 days
3% Off Today
Step into Italy's picturesque Amalfi Coast on this expertly crafted walking tour, ideal for seasoned travelers who cherish immersive, active experiences. From your charming hotel base in quiet Bomerano, meander cliffside trails and visit pastel-hued towns like Positano and Ravello. Explore ancient Pompeii and ascend Mount Vesuvius, guided by seasoned local experts. Tailored for travelers aged 40 to 59, this itinerary balances invigorating walks with cultural exploration, offering a deeper connection to Italy’s famed coastline.
Physical Rating
Moderate
Recommended Age
40-59 years
Tour Type
Small Group Tour
8 days
10% Off Today
Perfect for seasoned travelers, this Jewels of Italy tour captures the timeless allure of Venice, Florence, and Rome. Delve into Italy's rich heritage, visiting iconic landmarks like Pisa’s leaning tower, Florence’s impressive Duomo, and the romantic waterways of Venice. With thoughtful pacing and expert guidance, adults aged 40 to 59 will appreciate the blend of structured sightseeing and personal exploration. Immerse yourself in history, art, and culture on this carefully curated itinerary through Italy’s celebrated cities.
Physical Rating
Easy
Recommended Age
40-59 years
Tour Type
Group Tour
7 days
18% Off Today
From the villages of the Cinque Terre to Tuscany's medieval splendour, this is an adventure for those looking to indulge in all of Italy’s delights. Walk through grand piazzas and winding lanes, stroll the canals of Venice, and float past villas on Lake Como. Marvel at the ancient grandeur of Rome and the Renaissance masterpieces of Florence. Your expert local CEO (Chief Experience Officer) will take care of the details so you can travel at a leisurely pace and appreciate the scenery, whether it’s sipping vino in Tuscany or sampling local delicacies within the walls of charming Montepulciano. Experience the best of Italy in this all-encompassing tour.
Physical Rating
Easy
Recommended Age
40-59 years
Tour Type
Small Group Tour
14 days
3% Off Today
Walk the Amalfi Coast, where cliffs rise sharply from the Mediterranean Sea and pastel-coloured fishing towns nestle in the coves below. It’s a special place for anyone who visits but is a spiritual home for us. We’re a pioneer of group walking getaways here with more than 20 years’ experience running this trip, while our family-run hotel in the village of Bomerano, away from the bustle, has welcomed countless numbers of our groups. The result is a finely tuned adventure taking in: ancient hillsides; quaint towns, including Positano, Ravello and Amalfi itself; a visit to Mount Vesuvius and the remains of Pompeii; and arguably the best coastal walk in the world: the Path of the Gods.
Walking in summer?If you wish to travel in July or August, the warmest months, we offer a special itinerary on selected weeks. It features shortened, easier walks, visits to beaches with few tourists, free time in Sorrento, and a visit by boat to Positano. See Walking The Amalfi Coast – Summer Edition for dates, prices and the day-to-day schedule.
One of Our Top Recommend Trips for 2026… Here’s Why One of our most popular trips in 2025, this adventure captures the best of the Amalfi Coast; but it’s our family-run hotel, exclusive to us, which sets this apart with a warm welcome, authentic food and pizza demonstrations. If you haven’t been already, now’s the time to find out why it's so popular − Hope Johnson, destination expert
Physical Rating
Moderate
Recommended Age
40-59 years
Tour Type
Small Group Tour
8 days
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.
Physical Rating
Moderate
Recommended Age
40-59 years
Tour Type
Group Tour
12 days
10% Off Today
You could spend an eternity exploring the enchanting Italian cities of Venice, Florence and Rome, but this exciting Jewels of Italy tour will deliver a multitude of memorable experiences to linger in your memory. Take a walk through centuries of tradition, heritage and culture, as you encounter iconic sights like the Leaning Tower of Pisa, Florence’s spectacular Duomo and the Grand Canal of Venice.
Physical Rating
Easy
Recommended Age
40-59 years
Tour Type
Group Tour
7 days
See all Italy Experienced Travelers Tours
Top Italy Tour Activities for Experienced Travelers
Select your ideal tour type — from cultural, religious historic sites tours to city sightseeing trips and trekking hiking tours, with meaningful depth and discovery.
Discounted experienced traveler tours in Italy
Save on curated multiday Italy tours for seasoned travelers — rich in culture, insight, and highly reviewed experiences.
18% Off Today
From the villages of the Cinque Terre to Tuscany's medieval splendour, this is an adventure for those looking to indulge in all of Italy’s delights. Walk through grand piazzas and winding lanes, stroll the canals of Venice, and float past villas on Lake Como. Marvel at the ancient grandeur of Rome and the Renaissance masterpieces of Florence. Your expert local CEO (Chief Experience Officer) will take care of the details so you can travel at a leisurely pace and appreciate the scenery, whether it’s sipping vino in Tuscany or sampling local delicacies within the walls of charming Montepulciano. Experience the best of Italy in this all-encompassing tour.
14 days
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
10% Off Today
You could spend an eternity exploring the enchanting Italian cities of Venice, Florence and Rome, but this exciting Jewels of Italy tour will deliver a multitude of memorable experiences to linger in your memory. Take a walk through centuries of tradition, heritage and culture, as you encounter iconic sights like the Leaning Tower of Pisa, Florence’s spectacular Duomo and the Grand Canal of Venice.
7 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
14% Off Today
Dreaming of exploring Italy but pressed for time? Embark on this 7-day tour for the ultimate Italian experience! Explore Rome and Florence on foot with local guides, discover Venice's top attractions on a free day, soak up views of Italy's gorgeous hills and countrysides and marvel at the Renaissance architecture in Florence. Visit San Gimignano, Siena and Cinque Terre and tick the top experience off your bucket list, from the Colosseum to the Venetian canals! All the while, savour Italy's top wines, indulge in local cuisine and enjoy the bella Italian life!
7 days
30% Off Today
Discover the best Unesco World Heritage Sites of Italy in this five-day guided tour. This tour starts in Rome, the capital of Italy, but begins in earnest in a beautiful hill town of Assisi, the birthplace of St Francis, one of the patron saints of Italy.
After touring the several attractions of the town we head to the city of Florence, the cradle of Renaissance, and check out the city's top landmarks, arts and architectures created by past masters.
Next, we will head to Bologna, Padua and Venice in northern Italy, soaking in their art, history and culture. We then travel to Tuscany, the region in central Italy known worldwide for its wine, before returning to Rome, where we end our tour.
5 days
10% Off Today
Unlock the best of Italy with fast-track access to the Vatican, dining amidst Tuscan vineyards and olive groves and admiring must-sees including Pisa’s Leaning Tower. You’ll even discover the local secrets of Venetian glassblowing.
7 days
7% 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
Discover the Best of Italy, from the ancient treasures of Rome to Renaissance Florence and everything in between. Imagine walking in the footsteps of St Francis in Assisi, lapping up the chic lifestyle on Capri, and taking a private guided visit to Pompeii to see a Roman city frozen in time.
13 days
22% Off Today
If you’ve ever written down “experience the best of Southern Sicily” on some sort of must-do list, this eight-day adventure will let you emphatically check that box. Featuring a Sicilian cooking class, ancient Roman mosaics, pristinely preserved Greek temples, Medieval towns, and so much more, the only thing this tour is missing (for now) is you.
8 days
Reviews of our Italy Experienced Traveler Tours
Our Experienced explorers reflect on their cultural journeys through Italy.
Anonymous | Traveled in November
Our leader Peter is the very reason for recommending this trip to my friends. He is very knowledgeable concerning this area. He is obviously passionate for his job and is always eager to share with you. During the hike whenever there are obstacles he was there to safeguard our safety and watched every step we took. We are certainly in good hands.
Anonymous | Traveled in November
Colette tour guide was outstanding. Pilar was so informative and enthusiastic about her job. The only thing that was challenging was double occupancy for two women traveling together was challenging due to the size of the rooms. Probably wouldn’t be so bad for a married couple or a dating couple but for two individual individuals traveling together it was challenging.
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.
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