Italy Walking Trips in 2025/2026

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Walking the Wine Villages of Piedmont

No booking fees

Best price guaranteed

On this self-guided, hotel-to-hotel walking holiday, you'll explore the beautifully tranquil Langhe region of Piedmont, a gastronomic gem quietly tucked into Italy's north-western corner. Recently recognised by UNESCO, the countryside is a glorious mix of gently rippling, wave-shaped hills cloaked by layers of vines, sunflowers and oak forests, crowned with honey-hued hamlets and majestic Savoy castles.

Food tours Walking tours

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

18-99 yrs

Operated in

english

Destinations

Benevello, GRINZANE CAVOUR, CAST

Benevello, GRINZANE CAVOUR, CASTIGLIONE FALLETTO, Monforte D'Alba

Duration9 days

From

USD 2,480

USD 2,406

Saving

USD 74

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Small Group Tour of Assisi

No booking fees

Best price guaranteed

Come to Assisi and explore with a guide the history, art and local traditions of one of the most famous hill towns of Italy. Meet the guide and from there the tour will take you to the old Roman ruins of the local amphitheater, which was reused in the Middle Ages as a quarry for stones to build local houses. You will see how the amphitheatre was turned into a private neighbourhood. From here the view towards the Rocca Maggiore Medieval castle is one of the best in the city. Walk through narrow alleys and medieval squares until you reach Saint Rufino’s Cathedral, Saint Claire's Basilica and the main city square, Piazza del Comune. At the square you will see of the best preserved Roman temple of Italy – Minerva Temple – which is surrounded by imposing medieval government buildings. The tour will then head down to Saint Francis Basilica, which is famous worldwide for its 13th–14th-century frescoes by the best painters of Italy at that time. Among those, the most famous is Giotto.

Walking tours

Tour Type

Small Group Tour

Age Range

5-79 yrs

Operated in

english

Destinations

Assisi

Duration3 hours

From

USD 52

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40% OFF TODAY

Magical Sicily (7 Days)

Trip customizable

Best price guaranteed

Experience the ultimate adventure in Sicily with our 7-day tour. Your journey starts in Palermo, the cultural, economic and tourism capital of Italy, and ends in the town of Taormina on the east coast of Sicily. In between, you will also explore other popular destinations, such as Agrigento, Ragusa, and Noto. In Palermo, explore the rich cultural heritage of the city, marvel at the intricate Norman architecture of Monreale Cathedral, savor local delicacies and wines on a historic winery tour, and enjoy a sensorial experience like no other. Continue your journey to Agrigento, where you will be transported back in time as you explore the ancient Greek monuments and ruins at the Valley of Temples. Next discover the stunning Baroque palaces and churches of Ragusa Ibla and Noto, before visiting the largest active volcano in Europe, Mount Etna. Finally, relax and unwind in the romantic town of Taormina. Don't miss out on the adventure of a lifetime!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Palermo, Taormina, Sicily, Agrig

Palermo, Taormina, Sicily, Agrigento, Ragusa, Mount Etna

40% OFF TODAY

Duration7 days

From

USD 3,345

USD 2,007

Saving

USD 1,338

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Hannibal's victory over the Romans

Trip customizable

Best price guaranteed

Explore the archaeological ruins of the ancient Roman town of Canne della Battaglia, famous for the biggest battle of the Second Punic War fought between the Roman and Carthaginian army near the river Ofanto, between about 86,000 Romans and about 50,000 Carthaginians. The battle was won by the Carthaginians led by Hannibal, one of the greatest leaders in history. Discover the tactics of war that allowed the Carthaginians to win the battle and which killed more than 55,000 soldiers. Beyond the Roman ruins, we will visit the necropolis and museum "Antiquarium" with a rich collection of clay pots painted with geometric designs from pre-Roman populations (dauno-peucezi) dating back to the IV-III century BC, from the tombs and necropolis of Cannae.

Walking tours

Tour Type

Group Tour

Age Range

5-79 yrs

Operated in

english, german, italian

Destinations

Barletta

Duration2 hours

From

USD 149

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Orvieto Private Walking Tour

No booking fees

Best price guaranteed

Discover more than 2,500 years of Italian history on a private, 2-hour walking tour of Orvieto. Admire views over the beautiful Paglia Valley, then head beneath the volcanic rock to explore the city’s underground network of wine cellars and ancient Etruscan cisterns. No tour would be complete without a visit to the magnificent and famous Orvieto Cathedral, considered to be one of the most important in Europe and home to a fascinating collection of artifacts. Orvieto is an old town located on a tufa outcrop 300 feet above the gorgeous Paglia valley below. The city is mostly known for its Duomo (Orvieto Cathedral) and is considered one of the most architecturally important in Europe, for its Etruscan roots, and for the museums where one finds collections and displays that range over 2,500 years of history. During this tour you will walk through Orvieto’s charming, narrow alleys, and small squares. Your tour will be a very memorable experience, perfect for reflecting on while you enjoy an Umbrian meal and a glass (or two) of Orvieto Classico wine!

Walking tours

Tour Type

Private Tour

Age Range

5-79 yrs

Operated in

english, german, italian, spanish

Destinations

Orvieto

Duration2 hours

From

USD 185

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Discover naples: 2-hour guided walking tour

Trip customizable

Best price guaranteed

Enjoy an exciting and informative 2-hour walking tour of the remarkable city of Naples, and discover why it is considered one of the most beautiful in the Mediterranean. See the very best of this ancient and mystical city with an official tour guide who will explain its hidden gems, legends, and action-packed history. Visit the Cathedral of San Gennaro, walk past the Royal Palace of Naples, where the great Bourbon Kings once resided, the spectacular Real Teatro di San Carlo, Naples' beautiful opera house. Continue on to San Francesco di Paola, a beautiful church located at the Piazza del Plebiscito, Naples' main city square, and stroll through the beautiful Gallery of Umberto I, a public shopping gallery opposite the San Carlo opera house. Visit some of Naples' ancient castles, built thousands of years ago, and stroll through the city's main historic center to the famous Spacca Napoli street, the area where Naple was founded, to visit some of the most important churches in the city.

Walking tours

Tour Type

Group Tour

Age Range

5-79 yrs

Operated in

english, italian

Destinations

Amalfi Coast & Campania, Naples

Duration2 hours

From

USD 157

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35% OFF TODAY

Journey of Charming Sicily - 10 Days

Trip customizable

Best price guaranteed

Ready to venture into the core of Sicily's storied past and vibrant culture? You can do just that with our expertly crafted tour! Discover the enchanting island of Sicily on a journey that starts in Palermo, showcasing its majestic Norman Cathedral and vibrant cultural sites. Traverse scenic towns like Cefalù and Catania, savoring local Sicilian treats. Marvel at Mount Etna’s rugged landscape, the medieval charm of Taormina, and the UNESCO World Heritage treasures of Syracuse and Noto. Experience Ragusa Ibla’s Baroque beauty, taste Modica’s renowned chocolate, and explore Agrigento’s Valley of the Temples. Delight in the vineyards and salt flats of Marsala and uncover ancient wonders in Erice and Segesta. Return to Palermo to end your adventure, leaving with cherished memories of Sicily’s captivating allure.

Cultural, religious and historic sites

Tour Type

Group Tour

Age Range

3-99 yrs

Operated in

english, italian, spanish

Destinations

Sicily, Palermo, Catania, Noto

Sicily, Palermo, Catania, Noto, Agrigento, Segesta

35% OFF TODAY

Duration10 days

From

USD 3,060

USD 1,989

Saving

USD 1,071

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35% OFF TODAY

Sorrento, Positano, Amalfi, Capri & Pompeii

4.8

(10 reviews )

Trip customizable

Best price guaranteed

Everything from the hotel check-in to the daily tours was seamless. I appreciated how organized the tour was. Capri, Sorrento, and Pompeii were each impressive in their own way. Great value and unforgettable memories!

Cultural, religious and historic sites

Tour Type

Group Tour

Age Range

4-79 yrs

Operated in

english

Destinations

Pompeii, Amalfi Coast & Campania

Pompeii, Amalfi Coast & Campania, Naples, Sorrento, Positano, Amalfi, Capri

35% OFF TODAY

Duration5 days

From

USD 2,060

USD 1,339

Saving

USD 721

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Upgraded - Walking Italy: Rome & Umbria

4.3

(3 reviews )

No booking fees

Best price guaranteed

A very pleasant and enjoyable holiday with great accommodation, views ,walks and guides. Enrico our rep was fantastic. Friendly, funny and engaging. A brilliant ambassador for EXPLORE. Would have no hesitation in going with them again. Thank you.

Walking tours City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

16-99 yrs

Operated in

english

Destinations

Rome, Colosseum, Umbria, Montefa

Rome, Colosseum, Umbria, Montefalco, Assisi, Spoleto, Orvieto

Duration8 days

From

USD 4,010

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Assisi Private Walking Tour

No booking fees

Best price guaranteed

Head for Monte Subasio on a 3-hour walking tour of Assisi and explore Italy’s famous pilgrimage site. Stroll the maze of medieval streets, and visit the Basilicas of Santa Chiara and St. Francis to see one of Italy’s largest collections of church art. Located on a gentle hill beneath the summit of Monte Subasio, the fabled Umbrian town of Assisi is the most famous pilgrimage site in Italy, a consequence of being the birthplace of Saint Francis. Born in the village of warm pink stone in 1182, Francis founded the mendicant Franciscan order to which he gave his name in 1210. Prior to his birth, Assisi had been settled by ancient Umbrian tribes, and later became a Roman town. Thanks to this rich history and blend of incredible architecture and art, Assisi is a multi-faceted town. Discover all its facets in one emotional 3-hour walking tour. Stop by to pay particular attention to the 2 churches of the Basilica of Santa Chiara, dedicated to the founder of the Order of Poor Ladies, and the Papal Basilica of St. Francis, built between 1228 and 1253. It is now home to the consecrated remains of the saint. The stunning monument is also said to have the best collection of art in any church of Italy, including frescoes and paintings by Cimabue, Giotto, Lorenzetti and more.

Walking tours

Tour Type

Private Tour

Age Range

5-79 yrs

Operated in

english, german, spanish

Destinations

Assisi

Duration3 hours

From

USD 185

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35% OFF TODAY

Classical Sicily - 8 Days

Trip customizable

Best price guaranteed

Embark on an unforgettable adventure through Sicily, where ancient history, stunning landscapes, and exquisite cuisine await you. Start in Catania, a city with a UNESCO-listed historical center featuring original Baroque architecture. Discover the archaeological marvels of Syracuse and the charming Baroque treasures of Noto before delving into the captivating Ragusa Ibla and Modica. Admire the Valley of the Temples in Agrigento, taste the renowned Marsala wines, and walk along the historic Salt Road. Explore the impressive Norman Cathedral in Monreale and the diverse attractions of Palermo. Experience the allure of Cefalù and conclude your journey with a visit to Europe’s highest volcano, Mount Etna, and the picturesque town of Taormina. Immerse yourself in Sicily’s rich heritage, from the Greek theater with views over Giardini Naxos bay to the UNESCO-listed sites and delectable local dishes. End your exploration back in Catania, cherishing the memories of a remarkable journey through Sicily’s cultural and natural wonders.

Art and architecture

Tour Type

Group Tour

Age Range

4-99 yrs

Operated in

english, italian, spanish

Destinations

Sicily, Catania, Noto, Piazza Am

Sicily, Catania, Noto, Piazza Amerina, Marsala, Palermo

35% OFF TODAY

Duration8 days

From

USD 2,400

USD 1,560

Saving

USD 840

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Discover the amazing trani

Trip customizable

Best price guaranteed

Discover the beautiful medieval town of Trani, city of art for its medieval monuments and the buildings of the nineteenth century. Discover the old town, starting with a visit to the medieval castle built by Emperor Frederick II Hohenstaufen in 1233 on the Adriatic Sea. The tour continues with a visit to the magnificent Cathedral of Trani, the most beautiful cathedral in the Romanesque style of Puglia, built in honor of St. Nicholas the Pilgrim, the patron saint of the city. After seeing the beauty of the cathedral, the tour continues in the medieval Jewish quarter, built entirely of white stone, and will visit outside two synagogues along the way, Scolanova and Scola Grande The tour ends with a lovely walk along the yacht harbor

Walking tours

Tour Type

Group Tour

Age Range

5-79 yrs

Operated in

english, german, italian

Destinations

Trani

Duration3 hours

From

USD 127

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15% OFF TODAY

Milan to Rome, Puglia & Amalfi - 13 days

No booking fees

Best price guaranteed

SMALL GROUP TOUR: Journey from Milan on this 13-day group tour, taking in the dazzling villages of Cinque Terre, the Leaning Tower of Pisa and the Renaissance capital of Florence. Explore Siena and Tuscany, enjoy free time in Rome to visit the Colosseum and Forum, and discover the highlights of Puglia in Italy's south. Delve into the caves of Matera, visit the gorgeous Amalfi Coast and see the ruins of Pompeii. Hike to the crater of Mount Vesuvius before returning to Rome.

Walking tours City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Milan, Rome, La Spezia, Lecce, S

Milan, Rome, La Spezia, Lecce, Salerno, Florence, Montepulciano, Ariano Irpino