THE 10 BEST Italy Tours for Experienced Travelers 2025/2026

Build a personalized Italy trip for mature travelers?

Design a fully customized Italy trip with a local travel expert who understands what experienced travelers seek. From immersive cultural experiences and curated stays to flexible pacing and exclusive access.

Alessandra GalassiTravel Expert in Italy
Danilo CataniaTravel Expert in Italy
Enrico Maria MalacarneTravel Expert in Italy
Elena KyrimiTravel Expert in Greece & Italy
Simon H.Travel Expert in Belgium, France, Italy & Switzerland

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Accommodations

BudgetSimple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
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.

Puglia Guided Walk

(7 reviews )

No booking fees

Best price guaranteed

I would highly recommend this trip. It covered all the interesting areas in Puglia. Our guide Gabriele was fantastic, he went over and beyond what was expected, he made the trip entertaining and enjoyable for everyone with his stories and knowledge of Italian culture. Everyone in our group got along well which helped to make the trip a pleasure. From the food, drinks, to the execution of our activities, it was all a memorable experience. Great time of year in May to see the many wildflowers and greenery in the Italian countryside. Thanks.

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Matera, Lecce, Ostuni, Alberobello

Duration8 days

From

USD 3,090

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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

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Dolomites Guided Hike

4.6

(23 reviews )

No booking fees

Best price guaranteed

Trip was very energetic, extremely well led and organized and covered stunning scenery.

Walking tours

Tour Type

Small Group Tour

Accommodation

Hut

Age Range

18-99 yrs

Operated in

english

Destinations

Cortina d'Ampezzo, Refuge Guissa

Cortina d'Ampezzo, Refuge Guissani, Fanes Hütte, Lago Di Braies, Dürrenstein Hütte, Drei Zinnen, Rifugio Lavarredo

Duration7 days

From

USD 2,090

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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

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13% OFF TODAY

Italian Concerto

4.7

(130 reviews )

No booking fees

Best price guaranteed

Great tour at a great price

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, Amalfi Coast & Cam

Rome, Venice, Amalfi Coast & Campania, Capri, Florence

13% OFF TODAY

Duration11 days

From

USD 3,925

USD 3,434

Saving

USD 492

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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

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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

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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

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Classic Amalfi Coast - 11 Days

4.6

(5 reviews )

No booking fees

Best price guaranteed

Very well organised trip. Logistics were excellent, accommodation was comfortable and central to all amenities of the towns. Hike maps and notes were extremely detailed. I would highly recommend them and am considering another trip in the near future.

Trekking and Hiking

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

18-99 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Amalfi

Amalfi Coast & Campania, Amalfi, Sorrento, Naples, Praiano, Positano

Duration11 days

From

USD 2,420

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11% OFF TODAY

Real Italy

No booking fees

Best price guaranteed

From the canals of Venice to ancient Rome and a scenic cruise to the Isle of Capri, this is real Italy at its finest. Visit the Vatican with fast track access, discover the city of Pompeii and take in Renaissance Florence. Embrace the full Italian experience, rich with coastal views and Tuscan food and wine.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, Florence, Sorrento

Rome, Venice, Florence, Sorrento, Naples

11% OFF TODAY

Duration10 days

From

USD 3,195

USD 2,840

Saving

USD 356

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Walking in Tuscany's Apuane Alps

(1 review )

No booking fees

Best price guaranteed

Escape the crowds with remote mountain walking exploring northern Tuscany. The Apuane Alps are a remote area of northern Tuscany - a world away from the towns and rolling hills of the south. There are few other walkers and the villagers make you feel truly welcome. This walk has many attractive ingredients, from wide mountain vistas, to remote hamlets surrounded by forest and mountain scenery. From the small unassuming town of Fornaci di Barga you'll enter the Apuane forests, climbing up through chestnut woods and dropping down through vineyards to the ancient village of Verni, home to an impressive series of limestone massifs rising up to 2000m. The Apuanes are famous for their scenery of white marble towers, abysses and the largest cave system in Italy. During the walk you'll explore remote chapels, climb Monte Forato (1223m) and visit the 'Grotta del Vento' with its subterranean lakes. You'll also have the option to ascend Pania della Croce (1860m) before visiting the hermitage at Calomini. NB : On this tour there is a maximum of 2 single rooms available.

Walking tours

Tour Type

Private Tour

Accommodation

Hotel, Guest House

Age Range

18-99 yrs

Operated in

english

Destinations

Tuscany, Lucca, Fornaci Di Barga

Tuscany, Lucca, Fornaci Di Barga, Verni, Fornovolasco, Monte Forato, Eremo Di Calomini

Duration8 days

From

USD 1,660

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Via Ferrata Guided Hike and Climb

4.8

(5 reviews )

No booking fees

Best price guaranteed

Outstanding Accommodation, guide and scenery. The climbing was challenging and our guide was superb.

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel, Hut

Age Range

18-99 yrs

Operated in

english

Destinations

Trentino-South Tyrol, Tyrol, Nie

Trentino-South Tyrol, Tyrol, Niederdorf, Tre Cimene, Sextner Rotwand, Fondo Savio, Rif Lorenzi, Punta Fiammes

Duration7 days

From

USD 2,300

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Italy Experienced Travelers Trips: Tuscany To Cinque Terre: Wines, Villages & Unforgettable Walks

15% OFF TODAY

Super Sales

Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks

(7 reviews )

No booking fees

Best price guaranteed

I don't like planning trips and couldn't find a time that worked to travel with a friend, so decided to go on a group tour, and this trip was a great choice! I was really impressed with the organization of the trip, I loved the mix of planned activities and downtime, and I'm really glad I went.

Sightseeing Tours

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

12-100 yrs

Operated in

english

Destinations

Florence, Cinque Terre, Chianti

15% OFF TODAY

Duration7 days

From

USD 1,899

USD 1,614

Saving

USD 285

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14% OFF TODAY

Country Roads of Tuscany & Central Italy

4.9

(24 reviews )

No booking fees

Best price guaranteed

Great way to see the true Italy

Museum and gallery visits

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice

14% OFF TODAY

Duration9 days

From

USD 2,995

USD 2,570

Saving

USD 426

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All Italy Tours for Experienced Travelers

Page 2 of 47 Experienced Travelers Trips in Italy with 600 Reviews

Build a personalized Italy trip for mature travelers?

Page 2 of 47 Experienced Travelers Trips in Italy with 600 Reviews

Puglia Guided Walk

Portofino and the Cinque Terre

Dolomites Guided Hike

Hilltop Towns of Italy

Italian Concerto

Via Degli Dei: Bologna to Florence

Piedmont: Land of Barolo and Barbera

Walking the Highlights of Western Sicily Walk

Classic Amalfi Coast - 11 Days

Real Italy

Walking in Tuscany's Apuane Alps

Via Ferrata Guided Hike and Climb

Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks

Country Roads of Tuscany & Central Italy

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 for Experienced Travelers

Page 2 of 47 Experienced Travelers Trips in Italy with 600 Reviews

Build a personalized Italy trip for mature travelers?

Page 2 of 47 Experienced Travelers Trips in Italy with 600 Reviews