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

Start planning your Trip

Recommended by

Italy Experienced Travelers Trips: Ultimate Italy

18% OFF TODAY

Super Sales

Ultimate Italy

(9 reviews )

No booking fees

Best price guaranteed

Our overall experience with GAdventures was outstanding. The CEOs leading the tours were extremely knowledgeable of the cities we visited and always ready to help make the tours exciting and fun. We had at least two days in each of the cites which gave us enough time to explore on our own or with new friends we made along the way. I highly recommend GAdventures and we are already looking for another GAdventure tour next year.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Villa, Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Rome, Venice, Lake Como, Montepu

Rome, Venice, Lake Como, Montepulciano, Florence, Cinque Terre

18% OFF TODAY

Duration14 days

From

USD 3,799

USD 3,132

Saving

USD 667

View Tour

30% OFF TODAY

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

30% OFF TODAY

Duration5 days

From

USD 1,780

USD 1,246

Saving

USD 534

View Tour

Sicily - Magna Via Francigena

4.7

(12 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

From

USD 1,250

View Tour

Puglia Coastal Walk

4.7

(10 reviews )

No booking fees

Best price guaranteed

We requested a customized combination of PUGLIA COASTAL WALK and WALKING IN PUGLIA in one trip and that was superbly done by Nicola and Chris! It turned out a very pleasant tour and we would strongly recommend to create a permanent itinerary. We enjoyed every minute of being in Puglia and every kilometer walking in Puglia. That was unforgettable. Choices of accommodations were exceptional with excellent and unique amenities and great supportive staff. Route Notes and GPX tracks made us very comfortable in finding the right way and seeing the right attractions and natural wonders. Chris' support and advice were invaluable. Overall we were very satisfied with this trip.

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

From

USD 1,290

View Tour

Via Francigena: Orvieto to Rome

4.6

(11 reviews )

No booking fees

Best price guaranteed

I did Orvieto-Roma with my dog Ariel and we both had an amazing time. The organisation was impeccable, the accommodation was good and the app fantastic: even for somebody like me who gets lost all the time!

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

From

USD 1,560

View Tour

Amalfi Coast Walking - Agriturismo

4.7

(91 reviews )

No booking fees

Best price guaranteed

Excellent holiday. It was energetic, but worth every moment. A great group and a superb leader.

Walking toursFood 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

From

USD 2,070

View Tour

Tuscany Walking and Wine

4.7

(9 reviews )

No booking fees

Best price guaranteed

Excellent trip and very good guide in AJ. Only negative was hotel in Florence. Good location (change from original hotel) but was tired and cleanliness could have been better. Very cramped solo room 🙁 Highlights were Pienza and Castellina in Chianti. Great hotels, beautiful walks and really good food and wine. 😀

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

From

USD 2,840

View Tour

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

From

USD 1,820

View Tour

10% OFF TODAY

Italian Scene

4.5

(70 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, Varese, Florence

10% OFF TODAY

Duration10 days

From

USD 1,795

USD 1,616

Saving

USD 180

View Tour

Walking in Puglia

4.6

(17 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

From

USD 1,690

View Tour

35% OFF TODAY

Grand Journey of Italy - 11 Days

(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

35% OFF TODAY

Duration11 days

From

USD 5,695

USD 3,702

Saving

USD 1,993

View Tour

Walking in the Dolomites

4.4

(12 reviews )

No booking fees

Best price guaranteed

Our self-guided walk through the Dolomites was an unforgettable experience. The route was exceptionally well-planned, with clear and easy-to-follow instructions that made navigating the trails a breeze. The scenery was absolutely breathtaking—towering peaks, lush valleys, and dramatic landscapes at every turn. Accommodation along the way was comfortable and welcoming, and the luggage transfers were seamless, allowing us to focus entirely on the walk and the views. The combination of logistical ease and stunning natural beauty made this trip truly stand out. Highly recommended for anyone seeking a well-supported adventure in one of Europe’s most spectacular mountain regions.

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

Duration8 days

From

USD 2,460

View Tour

Amalfi Explorer

4.5

(10 reviews )

No booking fees

Best price guaranteed

We really enjoyed our trip. All information was clear so didn't have any questions. Walks not very hard. Amazing views. Decent hotels. Clean. We left in the morning and came back in the evening. Hotel in Agerolo was lovely. Public transport was very confusing in Amalfi. No clear information where the bus stops. We had to to push to get on the bus with the third attempt. Nearly missed stop in Pompey as all windows were in white dots and could not see passing stations. No screen or announcement. Use Google Map. We met lots of tourists from around the world in towns and had interesting conversations. I wish we had more time in Pompei and regret that we didn't hire a guide. The trip was a good combination of nature, history, cuisine, culture and people. I have to say in the last stay in B&B in Naples the receptionist Italian lady was wonderful. She didn't speak English so we used Google translate and it was an interesting experience. She hugged and kissed us as we were her best nephews. Such a lovely lady. It was interesting to talk with Antonio in Agerolo hotel. Great experience. Love Italy.

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

View Tour

Super Sales

Walking in Rome, Assisi and Umbria - Premium Adventure

4.8

(16 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

Duration8 days

From

USD 4,200

USD 4,074

Saving

USD 126

View Tour

All Italy Tours for Experienced Travelers

48 Experienced Travelers Trips in Italy with 600 Reviews

48 Experienced Travelers Trips in Italy with 600 Reviews

Build a personalized Italy trip for mature travelers?

Ultimate Italy

Italy City Break - 5 Days

Sicily - Magna Via Francigena

Puglia Coastal Walk

Via Francigena: Orvieto to Rome

Amalfi Coast Walking - Agriturismo

Tuscany Walking and Wine

Classic Amalfi Coast - 8 Days

Italian Scene

Walking in Puglia

Grand Journey of Italy - 11 Days

Walking in the Dolomites

Amalfi Explorer

Walking in Rome, Assisi and Umbria - Premium Adventure

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

48 Experienced Travelers Trips in Italy with 600 Reviews

48 Experienced Travelers Trips in Italy with 600 Reviews

Build a personalized Italy trip for mature travelers?