Italy BEST Self-guided & Independent Tours and Trips in 2025/2026

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Accommodations

Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

Halloween Super Sales

Portofino and the Cinque Terre

(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 1,190

USD 1,154

Saving

USD 36

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Halloween Super Sales

The Tuscan Dream Self-Drive

(2 reviews )

Trip customizable

Best price guaranteed

GO!!! Our first time in Italy and this package was absolutely amazing. The price, sights, hotels and people couldn’t be beat. Really, just go!

City sightseeing

Tour Type

Independent Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

English

Destinations

Rome, Siena, Tuscany, Chianti, Pistoia

Duration7 days

From

USD 629

USD 610

Saving

USD 19

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Halloween Super Sales

Hilltop Towns of Italy

(3 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 1,650

USD 1,601

Saving

USD 50

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Halloween Super Sales

Self-Guided Culinary Package - La Spezia & Cinque Terre

Trip customizable

Best price guaranteed

Join us on this three-day tour and get to enjoy a region of Italy known for its mild climate, charming port towns, breath-taking landscapes, and fresh local cuisine. Liguria is home to the UNESCO World Heritage site "Cinque Terre," a majestic and astonishing national park free of vehicular traffic and perfect for romantic getaways and fine culinary experiences. The regional cuisine of Liguria is based on seafood, fresh vegetables and herbs, such as in the famous pesto alla Genovese. In a span of few days, you will be able to explore this region, its history, culture and culinary highlights always taking your time and doing everything at your own pace.

Food tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

9-79 yrs

Operated in

English

Destinations

Cinque Terre and Liguria, Liguri

Cinque Terre and Liguria, Liguria, Cinque Terre, La Spezia, Lerici

Duration3 days

From

USD 385

USD 373

Saving

USD 12

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Halloween Super Sales

The Amalfi Coast Walk

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 3,650

USD 3,541

Saving

USD 110

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Halloween Super Sales

The Heart of the Cilento National Park

(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 804

USD 780

Saving

USD 24

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Halloween Super Sales

Via Degli Dei: Bologna to Florence

4.8

(6 reviews )

No booking fees

Best price guaranteed

The Via Degli Dei is a fantastic walk - 2 great Italian cities and stunning landscapes every day which made the tough climbs worthwhile. They dealt with everything once we arrived, the accommodation was good and varied which added to the appeal of the trip. It's helpful to have some basic Italian as a couple of places did not speak English but everyone was so friendly. Will use them again - we are already planning next year's trip!

Walking tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Florence, Bologna, Sasso Marconi

Florence, Bologna, Sasso Marconi, Monzuno, Bruscoli, San Piero A Sieve, Olmo, Fiesole

Duration8 days

From

USD 1,390

USD 1,348

Saving

USD 42

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Halloween Super Sales

Jewels of Italy and Cinque Terre by Rail

Trip customizable

Best price guaranteed

This incredible trip offers you the opportunity to discover three major cities in Italy by rail. Your tour starts in Italy’s capital: Rome. You will get to see the incredible monumental heritage of the city and its ancient Roman architecture. You will have a walking city tour in Rome and Florence. Embrace the remarkable topography of the country while on a high-speed train. In Cinque Terre, you will have the opportunity to discover the area freely, as you will have a pass that gives you access to all the villages of Cinque Terre. You will come across numerous photo stops on this trip—Italy has beautiful scenic landscapes and architectural masterpieces. This is one of the most popular Italy tours and packages, offering a perfect balance of iconic landmarks and flexible exploration. Besides, there are many optional tours available to choose from to make this trip even more exciting!

Train toursCity sightseeing

Tour Type

Independent Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

English

Destinations

Rome, Cinque Terre and Liguria

Rome, Cinque Terre and Liguria, Florence, Monterosso

Duration8 days

From

USD 1,207

USD 1,171

Saving

USD 36

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Halloween Super Sales

Venice to Florence Cycle

4.6

(7 reviews )

No booking fees

Best price guaranteed

Our recent bike trip from Venice to Florence was terrific. Viewing the countryside by bike was fun. Each days ride was different. I thought day 2 was the hardest. My sit bones were very sore despite the bike shorts. it was a bumpy gravel long ride. Day 3 and on out got easier.

Bicycle toursCity sightseeing

Tour Type

Private Tour

Accommodation

Hotel, Hut

Age Range

18-99 yrs

Operated in

english

Destinations

Florence, Venice, Mestre, Chiogg

Florence, Venice, Mestre, Chioggia, Adria, Comacchio, Ravenna, Brisighella

Duration8 days

From

USD 2,260

USD 2,192

Saving

USD 68

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Halloween Super Sales

Via Francigena: Walk from Lucca to Siena

(1 review )

Trip customizable

Best price guaranteed

Discover the Tuscan countryside and culture on this 8-day self-guided walking tour. Through the extensive footpath network of the area, roughly following the traces of the Via Francigena, one of Europe’s most important ‘highways’ in medieval times, you walk from village to village and experience a full immersion in the world-famous Tuscan landscape. The tour is perfect as an introduction to the region and a great choice for people who love museums, galleries and Gothic and Romanesque architecture. You have plenty of time to visit attractions on most of the days. You will also have time to visit all the beautiful medieval villages and historic towns along the Via Francigena: starting from beautiful Lucca, you’ll pass through Fucecchio, San Miniato, Gambassi Terme, the stunning San Gimignano with its medieval skyscrapers and Monteriggioni, admired by Dante in his Divine Comedy. An optional detour can bring you to beautiful Colle Val d’Elsa and the tour ends in Siena, arguably the most perfectly preserved medieval town in Tuscany. This tour threads together some of the most attractive towns and villages in Tuscany in an eloquent procession. However, the emphasis of the tour is to enjoy the countryside, the rolling vineyards, the poppies in spring and the wild cyclamen in autumn. The area north of Siena is an amazing landscape of rolling hills, alternating vineyards and forests, while cypresses line the way leading to the distant farmhouses. Walking here is an unforgettable experience and many of the views have barely changed for hundreds of years. Accommodation and some meals are included. You spend a night in one of the best agriturismos in Tuscany, and the final night in the heart of Siena, in one of the most characteristic little hotels. This is a moderately easy tour which is suitable for those who have some experience of walking and a good general physical condition.

Trekking and Hiking

Tour Type

Private Tour

Accommodation

Hotel, Hostel

Age Range

18-99 yrs

Operated in

English

Destinations

Siena, Tuscany, Lucca, Altopasci

Siena, Tuscany, Lucca, Altopascio, San Miniato Alto, Gambassi Terme, San Gimignano, Monteriggioni

Duration8 days

From

USD 688

USD 667

Saving

USD 21

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Halloween Super Sales

Self-Guided Culinary Package - Sestri Levante

Trip customizable

Best price guaranteed

Join us on this three-day tour of Liguria, one of the most beautiful coastal regions in Europe, is a popular destination for gourmets and active visitors. This region is well known for its wide variety of landscapes within its territory. Its sea and mountains, its gently shaped bays, quiet villages and fine cuisine, as well as the right climate for a peculiar vegetation, are all traits envied by the rest of Italy. In just a few days, you will be able to explore this region, its history, culture and culinary highlights, by always taking your time and doing everything at your own pace along the route, which has been accurately selected for you.

Food toursHoneymoon

Tour Type

Private Tour

Accommodation

Hotel

Age Range

9-79 yrs

Operated in

English

Destinations

Genoa, Sestri Levante, Liguria

Genoa, Sestri Levante, Liguria, Portofino

Duration3 days

From

USD 494

USD 479

Saving

USD 15

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Halloween Super Sales

Walking the Highlights of Western Sicily Walk

(1 review )

No booking fees

Best price guaranteed

This was a wonderful break. You stay at a number of very beautiful places: Scapello, Marettimo and San Vito La Capo. The walking is enjoyable but not too challenging. There are many opportunities to enjoy the food and culture of this part of Sicily; for example the town of Erice and the ancient site of Segasta. We also had a chance to spend an evening in Trapani and i would really recommend this too. I hadnt done self-guided walking before but really enjoyed it. We went in April and the weather was super. Not too hot so perfect for walking and little rain.

Trekking and Hiking

Tour Type

Private Tour

Accommodation

Hotel

Age Range

13-99 yrs

Operated in

english

Destinations

Sicily, Marettimo, Punta Libeccio

Duration8 days

From

USD 1,940

USD 1,882

Saving

USD 58

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Halloween Super Sales

Piedmont: Land of Barolo and Barbera

4.9

(10 reviews )

No booking fees

Best price guaranteed

We loved our walking trip the land of Barolo and Barbera. We learnt an enormous amount about the Piedmont and experienced firsthand the vineyards and wineries of the area. The scenery was amazing. The walk was easy to intermediate but we had some extremely hot weather which was unexpected, making the walk more challenging, but without the heat it would’ve been a very pleasant and manageable walk. Accommodation along the way was terrific. The transfers and other administrative aspects of the walk went incredibly smoothly. The last hotel was amazing with Carlo the owner of the restaurant and hotel being an amazing chef and host. But many others were wonderful as well. The accomodation and restaurant in Cissone was also worthy of special comment. The trip notes said it may be possible to buy lunch along the way but it is generally best to be prepared with your own food. Sometimes there is nothing available or open. We would highly recommend the trip. We went back over the route by car two weeks later which expanded our knowledge and understanding and love of the area.

Walking tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Piedmont & Valle d’Aosta, Cortem

Piedmont & Valle d’Aosta, Cortemilia, Alba, Roddi, Monforte D'Alba, Cissone, Cravanzana

Duration8 days

From

USD 1,120

USD 1,086

Saving

USD 34

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Halloween Super Sales

St Francis Way: Assisi to Spoleto

4.8

(13 reviews )

No booking fees

Best price guaranteed

The 4 people in our party had an incredible self guided walking trip from Assist to Spoletto on Italy!

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 1,100

USD 1,067

Saving

USD 33

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All Italy Self-Guided Tours and Trips

Page 2 of 73 Self Guided Trips in Italy with 282 Reviews

Create your custom-made trip to Italy

Page 2 of 73 Self Guided Trips in Italy with 282 Reviews

Portofino and the Cinque Terre

The Tuscan Dream Self-Drive

Hilltop Towns of Italy

Self-Guided Culinary Package - La Spezia & Cinque Terre

The Amalfi Coast Walk

The Heart of the Cilento National Park

Via Degli Dei: Bologna to Florence

Jewels of Italy and Cinque Terre by Rail

Venice to Florence Cycle

Via Francigena: Walk from Lucca to Siena

Self-Guided Culinary Package - Sestri Levante

Walking the Highlights of Western Sicily Walk

Piedmont: Land of Barolo and Barbera

St Francis Way: Assisi to Spoleto

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All Italy Self-Guided Tours and Trips

Page 2 of 73 Self Guided Trips in Italy with 282 Reviews

Create your custom-made trip to Italy

Page 2 of 73 Self Guided Trips in Italy with 282 Reviews