10 Best Italy Multiday Tours in October 2025

Super Sales

Amalfi Coast: Hike & Kayak - October 2025

(2 reviews )

No booking fees

Best price guaranteed

This was a really great tour of the Amalfi coast. Our tour guide Enrico was amazing and knew so much about the area, restaurants and more! He made sure everyone was ok and had what they needed. Every day we walked to a different town. Be prepared... Hundreds of stone steps.... But all so beautiful!

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel, Villa, Hut

Age Range

15-99 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Naples

Amalfi Coast & Campania, Naples, Agerola, Amalfi

Duration8 days

From

USD 2,425

USD 2,352

Saving

USD 73

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Amalfi Explorer - October 2025

4.5

(8 reviews )

No booking fees

Best price guaranteed

My family and I had an amazing time on this Amalfi Explorer trip. It was organized, we appreciated the transportation services and how they would move our luggage to the next location, and it offered a lovely variety of sights and hikes on the Amalfi Coast! This was my first time in Italy and it exceeded my expectations.

Walking tours

Tour Type

Private Tour

Accommodation

Hotel, Resort, Villa

Age Range

18-99 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Naples

Amalfi Coast & Campania, Naples, Sorrento

Duration7 days

From

USD 1,350

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Super Sales

Paths of the Amalfi Coast - October 2025

4.5

(2 reviews )

No booking fees

Best price guaranteed

Thoroughly enjoyed the service and facilities at Due Torri, the hiking, the help and the community . We paid Bookmundi more for our self guided tour than the travel expert advertises for this same trip. We would like an explanation or refund if possible.

Trekking and HikingFood tours

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

12-99 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Naples

Amalfi Coast & Campania, Naples, Capri, Ravello

Duration8 days

From

USD 1,445

USD 1,402

Saving

USD 43

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Via Francigena: Lucca to Siena - October 2025

4.7

(17 reviews )

No booking fees

Best price guaranteed

Varied hotels en route, all good standard. Smooth delivery of luggage daily. Helpful app.

Trekking and Hiking

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Siena, Lucca, San Miniato Alto

Siena, Lucca, San Miniato Alto, Gambassi Terme, San Gimignano, Gracciano, Monteriggioni

Duration8 days

From

USD 1,190

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Super Sales

Rome to Southern Italy - October 2025

No booking fees

Best price guaranteed

This 17-day adventure around Italy takes in some of the most ancient sites in European history and shows you the lesser-known countryside, too. With a local by your side, you’ll explore the bustling streets of Rome, then travel through beautiful countryside past villas, vineyards and rolling hills as you visit historical sites like Pompeii, Lecce and the Sassi dwellings in Matera. There’s plenty of free time available to explore the area and take in the sites at your own pace, whether you want to indulge in food and wine or enjoy local experiences.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa, Hut

Age Range

15-99 yrs

Operated in

english

Destinations

Bari, Rome, Trani, Lecce, Albero

Bari, Rome, Trani, Lecce, Alberobello, Matera, Pompeii, Sorrento, Amalfi Coast & Campania

Duration17 days

From

USD 5,035

USD 4,884

Saving

USD 151

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Walking In Rome, Assisi And Umbria - Premium Adventure - October 2025

22% OFF TODAY

Super Sales

Walking in Rome, Assisi and Umbria - Premium Adventure - October 2025

4.8

(15 reviews )

No booking fees

Best price guaranteed

Great itinerary and good support.

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

18-99 yrs

Operated in

english

Destinations

Rome, Abbazia Di Monte Oliveto M

Rome, Abbazia Di Monte Oliveto Maggiore, Montefalco, Assisi, Perugia, Spello

22% OFF TODAY

Duration8 days

From

USD 4,198

USD 3,259

Saving

USD 939

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Super Sales

Classic Dolomites Hikes - Premium Adventure - October 2025

4.9

(24 reviews )

No booking fees

Best price guaranteed

What a wonderful trip ! An exciting walking adventure with a wonderful guide, magnificent scenery , a great group of likeminded hikers and an awesome hotel

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel, Hut

Age Range

16-99 yrs

Operated in

english

Destinations

Niederdorf, Dolomites, Lago Di B

Niederdorf, Dolomites, Lago Di Braies, Alpe Nemes, Strudelkopf, Brunico, Tre Cime Di Lavaredo, Monte Piano

Duration8 days

From

USD 3,150

USD 3,056

Saving

USD 95

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Portofino and the Cinque Terre - October 2025

(1 review )

No booking fees

Best price guaranteed

The Portofino Cinque Terre self-guided walking holiday was perfectly organized.

Walking tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Cinque Terre and Liguria, Liguri

Cinque Terre and Liguria, Liguria, Bonassola, Genoa

Duration8 days

From

USD 1,160

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Hilltop Towns of Italy - October 2025

4.8

(4 reviews )

No booking fees

Best price guaranteed

We had a spectacular trip. We did a self-guided trip in Piemonte and Tuscany/Umbria. The hotels were much nicer than we expected. Very comfortable and the owners/proprietors were so helpful. The transfer of luggage each day was seamless! The routes were generally well marked and the app was very good. We didn't need anything more than the app. Only got lost twice which I'd say is pretty good. The routes were a bit more challenging than we expected. We choose two hikes which were marked as 'Introductory - Moderate' which were tougher than we expected. So just pay attention to this. At home, we would consider ourselves quite capable of moderate+ trails, but the classification in Italy is a bit more demanding. Glad we wore hiking pants as we went through a lot of grasses so never had a concern about tics. Also were very happy we had hiking sticks with us. Invaluable on many of the trails. I would definitely recommend them to anyone considering a hiking trip. And absolutely no problem doing the self-guided version. Thank you!! Griffy and Marg

Trekking and Hiking

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Orvieto, Sorano, Bolsena, Pitigliano

Duration8 days

From

USD 1,570

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St Francis Way: Assisi to Spoleto - October 2025

4.8

(9 reviews )

No booking fees

Best price guaranteed

The information provided was excellent and the navigation app worked well. The accommodation was extremely good. Overall I found the walk more difficult than I expected, but in the end very rewarding.

Trekking and Hiking

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Assisi, Spoleto, Spello, Vegnole

Assisi, Spoleto, Spello, Vegnole, Bovara Di Trevi, PORETA

Duration7 days

From

USD 1,050

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Super Sales

The Amalfi Coast Walk - October 2025

No booking fees

Best price guaranteed

Travelling at your own pace, you'll combine the elegance of eternal favourites like Ravello, Positano and Sorrento with discoveries most travellers never make such as farmers harvesting olives, fishermen crouched over brightly painted boats mending their nets and the bird's eye view of the entire peninsula from the Path of the Gods above Positano. From Ravello, whose exotic formal gardens at Villa Rufolo and Villa Cimbrone seem to float ethereally between sea and sky, your route takes you first to Positano's chic pastel houses and enticing pebble beach. It's then on to Marina del Cantone, and the hidden shingle coves few visitors ever find. Finally you reach cliff-top Sorrento. With balcony views over Vesuvius, it's a great base to visit Pompeii or Herculaneum by train, or Capri or Ischia by boat.

Trekking and HikingHoneymoon

Tour Type

Private Tour

Accommodation

Hotel, Villa, Resort

Age Range

13-99 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Sorrent

Amalfi Coast & Campania, Sorrento, Amalfi, Positano, Marina Del Cantone

Duration9 days

From

USD 3,530

USD 3,424

Saving

USD 106

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A Saunter in Sardinia - October 2025

(2 reviews )

No booking fees

Best price guaranteed

This was a great walk, with very varied topography in an underappreciated part of Sardinia

Walking tours

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

18-99 yrs

Operated in

english

Destinations

Sardinia, Cabras, Santu Lussurgi

Sardinia, Cabras, Santu Lussurgiu, Santa Caterina Di Pittinuri, Putzu Idu, San Salvatore Di Sinis, San Giovanni Di Sinis

Duration8 days

From

USD 1,450

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Local Living Italy—sorrento - October 2025

22% OFF TODAY

Super Sales

Local Living Italy—Sorrento - October 2025

(4 reviews )

No booking fees

Best price guaranteed

This was a bucket list trip for me and I highly recommend this tour. It exceeded my expectations. Looking forward to more G Adventures!

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa, Guest House

Age Range

12-100 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Naples

Amalfi Coast & Campania, Naples, Sorrento

22% OFF TODAY

Duration7 days

From

USD 2,199

USD 1,706

Saving

USD 493

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The Heart of the Cilento National Park - October 2025

(2 reviews )

Trip customizable

Best price guaranteed

Thank you so much for making this a GREAT vacation.

Trekking and Hiking

Tour Type

Private Tour

Age Range

18-99 yrs

Operated in

English

Destinations

Amalfi Coast & Campania, Paestum

Amalfi Coast & Campania, Paestum, Valle Dell'Angelo, Roscigno, Sant'Angelo A Fasanella

Duration9 days

From

USD 812

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Combine Italy in October with Nearby Countries for an Unforgettable Trip

See tours with itineraries going through multiple countries, including Italy

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Alternatively, explore tours that are exclusively just Italy and Spain, Germany and Italy or France and Italy.

All Italy Tours in October 2025

Page 2 of 53 Trips in Italy during October 2025 with 1,116 Reviews

See Italy tours by duration

Amalfi Coast: Hike & Kayak - October 2025

Amalfi Explorer - October 2025

Paths of the Amalfi Coast - October 2025

Via Francigena: Lucca to Siena - October 2025

Rome to Southern Italy - October 2025

Walking in Rome, Assisi and Umbria - Premium Adventure - October 2025

Classic Dolomites Hikes - Premium Adventure - October 2025

Portofino and the Cinque Terre - October 2025

Hilltop Towns of Italy - October 2025

St Francis Way: Assisi to Spoleto - October 2025

The Amalfi Coast Walk - October 2025

A Saunter in Sardinia - October 2025

Local Living Italy—Sorrento - October 2025

The Heart of the Cilento National Park - October 2025

Page 2 of 53 Trips in Italy during October 2025 with 1,116 Reviews

Combine Italy in October with Nearby Countries for an Unforgettable Trip

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All Italy Tours in October 2025

Page 2 of 53 Trips in Italy during October 2025 with 1,116 Reviews

See Italy tours by duration

Page 2 of 53 Trips in Italy during October 2025 with 1,116 Reviews