All Italy Tours in October 2025
Page 10 of 195 Trips in Italy during October 2025 with 4,418 Reviews
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Southern Italy & Sicily featuring Taormina, Matera and the Amalfi Coast - October 2025
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.
City sightseeing
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Walking in the Venetian Hills - October 2025
This walking holiday is based in the wonderfully unspoilt Euganean Hills, tucked in a quiet corner below the beautiful medieval city of Padua, west across the plain from Venice. Once volcanic islands, these hills have a striking conical appearance; they are cloaked in an astonishing variety of plant life including holm oak, maple, orchids, heather and poppies and have been recognised as a National Park. The lower slopes give way to colourful meadows and immaculately groomed vineyards so it's little wonder the region produces such a fine variety of wines!
Starting in the tiny hamlet of Cortela, nestled amongst vines, you head across poppy fields and through forests to Valnogaredo. You discover the jumbled cobbled streets of medieval Arqua Petrarca, where the famous 14th century Italian poet, Petrarch, made his home, before continuing through fertile fruit orchards to Galzignano. A convenient stone's throw from the Italian Baroque gardens of Valsanzibio, there's time to explore its magnificent maze before a series of outstanding views leads you to panoramically perched Teolo.
Walking tours
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Spotlight on Northern Italy featuring Venice, Verona & the Dolomites - October 2025
Unpack once and take in the vineyards, villas, peaks, and prosecco of Veneto. Settle into a centrally located hotel in Treviso, the historic mainland outpost for the island-city of Venice. Savor the Venetian inspiration on terrafirma, solid ground, so you have the flexibility to explore on land and by water, with time to dive into Venice, Verona, and the Dolomites. Take in the artist haven of Asolo and get a taste of Italy’s Prosecco region. Immerse yourself in local culture at a historic villa near Bassano del Grappa, retracing the history of a noble family of Venice. This is your opportunity to dive in and truly experience Northern Italy.
City sightseeingLocal culture
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Italian Wonders: Venice to the Amalfi Coast - October 2025
5
Our family of 5 adults recently went to Italy on a 9 day trip to Venice, Rome and Sorrento(Amalfi Coast) with private tours, fast train travel, door to door drivers, and great accommodations; which was all set up by Michael.
Michael was very responsive to my communications, very helpful with trip suggestions to make the trip better, and just overall a great travel planner! I was nervous at first, because I have never completely booked a vacation online without ever meeting the travel planner, but it all worked out great!
We were completely happy with everything about our trip, and will definitely reach out to Michael again when we travel to Italy! There were a couple of small issues that arose over the duration of the trip, but they were handled quickly and without further problem to us. So all was good.
Our private tour guides in Rome, Ornella; and Roberta in Pompeii were incredible. Our Venice tour guide, Cynthia, was awesome too, she did a great job! We did a full day 8 hr tour in Rome of the Colosseum and Vatican, and I would recommend splitting that to two half days if you have the time. It was awesome, but a bit much for one day!! Also, we had a full day Amalfi Coast tour by van, with great driver Antonio, which was supposed to go to Positano, Amalfi, & Ravello, but because the traffic is so bad on the roads, there wasn't time to make it to Ravello. So, I recommend either going by boat, which we hear is faster, or allow more time if you want to see all three villages.
Again, a great trip for the memory books! Thank you MIchael and all of the local operators who worked to make our trip such a success!!
City sightseeing
Via Francigena: Pontremoli to Lucca - October 2025
3
Journey by foot through the little-known region of Tuscany between Pontremoli and the walled town of Lucca along the Via Francigena, the Italian Camino. The Via Francigena has experienced a recent revival and is now one of the most exciting pilgrimage trails in Europe. This section of the trail takes you through a little-known region of Tuscany. Starting in Pontremoli, in the heart of the Lunigiana region where the green hills are dotted with fine castles, you will descend to the sea in Versilia. Enjoy the coastal scenery as you walk along the sandy beaches and during the warmer months you can happily stop for a swim en route. Leaving the coast behind, you will head back toward the Tuscan hills. You can visit the fascinating artists' workshops in Pietrasanta, known as the Italian Athens, which rests at the foot of the Apuan Alps. The highlights continue as you reach the walled town of Lucca, one of the most captivating old town centres of Tuscany.
Trekking and Hiking
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Splendours of Italy - October 2025
4.2
Very organized with a professional tour director and Driver!
City sightseeing
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Cycling the Heel of Italy - Matera to Lecce - October 2025
5
Excellent trip. Fabrizio was a brilliant guide. Great route. Easy cycling. Good accommodation. Happy to recommend to like minded friends.
Bicycle tours
Iconic Rome and Amalfi - October 2025
Immense yourself on this captivating self-driven odyssey from Rome to Amalfi, traversing scenic routes, this journey unfolds amidst picturesque landscapes and historic marvels. Departing Rome's vibrant cityscape, the drive leads through charming villages and past ancient ruins, offering glimpses into Italy's rich heritage. As the road winds along the dramatic cliffs of the Amalfi Coast, the azure expanse of the Tyrrhenian Sea provides a breathtaking backdrop. Experience the charm and beauty of Amalfi, a coastal gem with colorful architecture, a storied cathedral and a relaxed atmosphere. Admire the stunning cliffs, azure waters and picturesque villages. Explore Iconic landmarks like Positano and Ravello which epitomize Mediterranean charm. This self-drive experience encapsulates the essence of Italy, blending cultural richness with natural beauty.
City sightseeing
Combine Italy in October with Nearby Countries for an Unforgettable Trip
See tours with itineraries going through multiple countries, including Italy
Alternatively, explore tours that are exclusively just Italy and Spain, Germany and Italy or France and Italy.
Walking In Sicily - October 2025
4.8
A splendid week of walking and sight-seeing in this lovely part of Sicily around Etna in a small friendly group with an inspiring tour leader. Each day had different walking, geological and historical highlights in this well-designed itinerary based on Lara's professional and personal experience. And the hotel's dedicated sandy beach was very welcome at the end of each day.
Walking tours
Best of Rome, Florence & Venice - October 2025
Step onto the fast track to Italian culture and heritage with this thrilling 7-day journey. Glide effortlessly between the country's most famous cities aboard high-speed trains. Your immersive adventure will peel back the layers of history, art, and culture that make Italy extraordinary. From Rome's Vatican treasures to Florence's artistic wonders and Venice's timeless allure, each day unveils fresh discoveries, promising a whirlwind of experiences
City sightseeing
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Self-Guided Cycling through Baroque Sicily - October 2025
Your journey takes you along a mix of inland and coastal routes, starting amidst the Baroque splendour of Ragusa and Modica and ending in stunning Siracusa on the east coast. You'll cycle through lush valleys filled with olive trees, almond groves, vineyards and citrus orchards and patchwork puzzles of dry-stone-wall farms, as you cycle between UNESCO World Heritage Sites rebuilt in the typical late Baroque style after the famous 1693 earthquake.
You'll take in plenty of Inspector Montalbano country - a treat for fans of the fictional detective series - including Scicli with its atmospheric streets and hilltop mausoleum as well as the charming fishing villages of Punta Secca and Sampieri. Following the scenic Mediterranean Route cycleway you'll head towards the sea, taking in sublime coastline, punctuated by golden sandy beaches and picturesque fishing villages such as Portopalo di Capo Passero and pretty Marzamemi with its Arab history. After passing through Nero D'Avola wine country your holiday finishes in beautiful Siracusa, an ancient Greek city whose 'historical heart' is the island of Ortigia, accessed by a bridge from the mainland. Ortigia's grand squares, narrow medieval streets and romantic palaces and castles are a delight to behold.
Bicycle tours
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Coastal Cilento Walk - October 2025
5
Beautiful wildlife everywhere you looked, really nice hikes and beautiful home cooked food!
Walking toursSightseeing Tours
Cycle Pisa to Florence - October 2025
4.5
We were bike fitted with very comfortable bikes which we enjoyed riding. The GPS was excellent although we did misplace ourselves now and then. The rides went through very beautiful Tuscan country and lovely villages. My favourite was Lucca. Thanks for providing great equipment we enjoyed this week of our holiday in Italy.
Bicycle tours
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Venetian Villas and Vineyards Cycling - October 2025
Our undiscovered corner of Veneto, just 60 minutes (but a world away) from bustling Venice, is the perfect setting for a relaxed cycling holiday. Nestled between the art cities of Padua, home to one of the oldest universities in the whole of Europe, and UNESCO-recognised Vicenza, the region is bursting with Patrician villas - built by Venetian nobles to escape the muggy heat of the city - and ancient castles, although it is surprisingly almost entirely untouched by tourism. Palladio was the most famous Renaissance architect and many of his buildings, including the Villa Rotonda, can be visited on day 7 of this interest-packed itinerary.
We take you across the Venetian plain, past cherry orchards and swaying vine terraces, with the outline of the conical shaped Euganean Hills and imposing Colli Berici acting as a constant backdrop. The cycling is wonderfully gentle, over the flatlands of the plain and the low foothills of the Colli Berici, along peaceful canalside paths, cycle tracks and quiet country roads, passing sumptuous villas and historic towns with wine-tasting opportunities on the way.
En route you'll stay with some of the friendliest people we've ever met. There’s a warm welcome at Gabriella and Alessandro’s Agriturismo il Feudo as you arrive in Cortela and it’s a home away from home at Valfrido and Angelina’s charming Agriturismo near Vicenza.
Bicycle tours