Italy Walking Trips in 2025/2026

Italy City Break - 5 Days

4.5

(4 reviews )

Trip customizable

Best price guaranteed

Exploring Italy through this trip was an unforgettable experience! It allowed us to see all the iconic landmarks in each city we visited, offering a remarkable variety of activities that left no room for boredom. What made the journey even more exceptional were the guides - their passion for the country, combined with their extensive knowledge, made the trip truly unforgettable. They made it a priority to connect with each and every traveler, ensuring that everyone was fully immersed in the tour. With everything taken care of, this trip exceeded our expectations and more. I highly recommend it to anyone who wants to discover Italy in the best possible way!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Assisi

Rome, Florence, Venice, Assisi, Montepulciano, Siena, Tuscany, Bologna, Padua

Duration5 days

Sicily - Magna Via Francigena

4.6

(14 reviews )

No booking fees

Best price guaranteed

Walking the Magna Via Francigena was challenging - many steep hills, mud and rain. They organised everything else so that all we had to do was walk, making the walk much easier. The scenery was stunning.

Walking tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Palermo, Sicily, Corleone, Prizz

Palermo, Sicily, Corleone, Prizzi, Cammarata, Sutera, Racalmuto, Agrigento

Duration8 days

Puglia Coastal Walk

4.6

(7 reviews )

No booking fees

Best price guaranteed

Communication when booking and questions afterwards was good. The trip itself was fantastic

Walking tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Otranto, Lecce, Salento, Porto B

Otranto, Lecce, Salento, Porto Badisco, Santa Cesarea Terme, Marittima, Marina Serra

Duration8 days

Via Francigena: Orvieto to Rome

4.5

(8 reviews )

No booking fees

Best price guaranteed

A truly memorable holiday which enabled us not only to see parts of the wonderful Lazio countryside that we wouldn’t normally see by car, but also to soak up the atmosphere of the various villages and towns where we stayed.

Walking tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Rome, Orvieto, Bolsena, Montefia

Rome, Orvieto, Bolsena, Montefiascone, Viterbo, Vetralla, Sutri, Campagnano Di Roma, Isola Farnese, Piazza San Pietro

Duration10 days

Amalfi Coast Walking - Agriturismo

4.8

(95 reviews )

No booking fees

Best price guaranteed

Great itinerary with plenty of free time to explore! Friendly group and field leader who went above and beyond. Still in contact with other travelers 😎

Walking tours Food tours

Tour Type

Small Group Tour

Accommodation

Resort, Villa, Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Naples, San Lazzaro, Amalfi, Capri

Duration8 days

Tuscany Walking and Wine

4.9

(10 reviews )

No booking fees

Best price guaranteed

Want to explore Tuscany without a rushed itinerary? Want a small group? Want to hike to wineries and hill towns? Stay in interesting hotels that are hundreds of years old? A wine and food buff? Then this is for you. I had a great time on this trip. Had a full day in Sienna and a nice orientation tour of Florence (I spent a few extra days) Plus to get to visit lesser known towns that the big companies overlook. My favorite was Pienza. A nice little town that also had my favorite hotel and great places to eat. And yes, we tasted wonderful Italian wines, as well as the best cold cuts and cheeses I’ve ever tasted. And did I also mention hiking to wineries and hill towns? Wonderful sights, with spectacular views. One hike it rained towards the end, but that didn’t dampen our spirits.

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Florence, Pisa, San Gimignano, T

Florence, Pisa, San Gimignano, Tuscany, Pienza, Montalcino

Duration8 days

Classic Amalfi Coast - 8 Days

4.8

(9 reviews )

No booking fees

Best price guaranteed

It was very well organised. Everything worked smoothly, we had a great holiday.

Walking tours

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

18-99 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Positan

Amalfi Coast & Campania, Positano, Amalfi, Maestra Dei Villaggi, Praiano, Naples

Duration8 days

14% OFF TODAY

Super Sales

Italian Scene

4.5

(69 reviews )

No booking fees

Best price guaranteed

The scenery was beautiful. Next time I'd slow it down a bit though and enjoy each city for a few days.

Countryside and village visits

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Bay Of Naples, Assisi, Ven

Rome, Bay Of Naples, Assisi, Venice, Milan, Florence

14% OFF TODAY

Duration10 days

Super Sales

All About Italy

4.5

(19 reviews )

No booking fees

Best price guaranteed

The entire experience was well worth it Our guide Philip was awesome and very great. He was exceptionally knowledgeable and kind and we all had an amazing time touring through Italy The buses were very comfortable as well and the bus driver was nice too. The hotels were nice and the breakfast was good. I loved the whole experience.

Sightseeing Tours Walking tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Milan, Rome, Verona, Venice, Per

Milan, Rome, Verona, Venice, Perugia, Naples, Salerno

Duration8 days

18% OFF TODAY

Super Sales

Explore Southern Italy

No booking fees

Best price guaranteed

Take off on an unforgettable journey down Italy’s rarely visited heel, getting to know another side of this beautiful country. See the beauty of Amalfi, unwind in style among the sophisticates of Trani and tour the Roman ruins, baroque churches and whitewashed alleyways of Lecce. Wander among the peculiarly shaped houses of Alberobello, wander the hillside dwellings of Matera and discover the Old Town’s life surrounding Bari's Basilica di San Nicola. Head down and say ciao to Italy’s southernmost slice of the Adriatic.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Bari, Amalfi Coast & Campania, A

Bari, Amalfi Coast & Campania, Amalfi, Trani, Lecce, Alberobello, Matera

18% OFF TODAY

Duration10 days

Walking in Puglia

4.7

(15 reviews )

No booking fees

Best price guaranteed

Well organised trip. Detailed notes & GPS tracking made it easy to follow the walking routes. Hotel accommodation was excellent.

Walking tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Matera, Lecce, Salento, Ostuni

Matera, Lecce, Salento, Ostuni, Alberobello

Duration8 days

Grand Journey of Italy - 11 Days

5

(2 reviews )

Trip customizable

Best price guaranteed

Awesome tour, Many fantastic sights throughout the tour, great experience I'll never forget. Well organised and good value for money. Thanks for all you do. We really appreciated it.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Pompeii, Rome, Florence, Venice

Pompeii, Rome, Florence, Venice, The Vatican, Assisi, Montepulciano, Siena, Naples, Sorrento, Tuscany, Bologna, Padua

Duration11 days

8% OFF TODAY

Super Sales

Simply Italy

No booking fees

Best price guaranteed

Welcome to 15 days of pure Italian travel immersion. Covering Rome, Florence, Venice and beyond, this one brings you the blissful best of this soul-stirring country. Explore Rome's historical highlights, travel through the streets of Michelangelo's Florence, indulge in some authentic pasta on the Amalfi Coast. Stop by to see the stooping slopes of Sorrento in the breezy winter. And that's just an aperitivo. Beauty, romance and all the pasta you can fit in; the good life just got even better. That's amore!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

18-35 yrs

Operated in

english

Destinations

Rome, Naples, Amalfi Coast, Flor

Rome, Naples, Amalfi Coast, Florence, Cinque Terre, Milan, Venice

8% OFF TODAY

Duration15 days

Walking in the Dolomites

4.4

(12 reviews )

No booking fees

Best price guaranteed

Our self-guided trek was really well supported. Very helpful information about local bus routes and hiking options (especially regarding tram availability where needed). All accommodations were first rate — warm and welcoming, in good locations. A couple of the hiking stages were more challenging than we expected, but overall a fantastic trek through a spectacular part of the Dolomites.

Walking tours

Tour Type

Private Tour

Accommodation

Hotel, Resort, Hut

Age Range

18-99 yrs

Operated in

english

Destinations

Cortina d'Ampezzo, Trentino-Sout

Cortina d'Ampezzo, Trentino-South Tyrol, Campitello Di Fassa, San Cassian, Colfosco