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  • Home
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Experienced Traveler Trips in Italy

Discover Italy through the eyes of experienced travelers with over 240 carefully curated tours. Featuring in-depth cultural experiences, authentic local connections, and sophisticated itineraries designed for discerning travelers, rated by more than 6,200 experienced adventurers.

  • Discounts
  • Duration
    1 day26 days
  • Departures
  • Tour Types
  • Activities
  • Physical Rating
  • Accommodations
    • Simple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
    • Comfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
    • Upscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.
  • Destinations
  • Guide Types

    • 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 Galassi - Italy Tours Expert
      Alessandra GalassiTravel Expert in Italy
    • Elena Kyrimi - Italy Tours Expert
      Elena KyrimiTravel Expert in Greece & Italy
    • Danilo Catania - Italy Tours Expert
      Danilo CataniaTravel Expert in Italy
    Start planning your Trip
    Recommended by
    • BBC
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  • Start & End Location
  • Price
    USD 118USD 18,425
    • Showing 1 - 10 of 142 results
    Italy Experienced Travelers Trips: Cycling In Sardinia

    Cycling in Sardinia

    5
    Very much enjoyed our cycle ride in Sardinia. The bikes and accommodation provided were of a good standard. The route and distances provided a moderate challenge which was expected. Plenty of points of interest to visit along the way including the beautiful beaches for swim breaks.
    Bicycle toursBeach
    Tour Type
    Private Tour
    Accommodation
    Hotel
    Age Range
    18-99 yrs
    Operated in
    english
    Destinations
    Sardinia, Cabras, Pula, Arborea
    Sardinia, Cabras, Pula, Arborea, Arbus, Nebida, Calasetta, Sant Anna Arresi
    View Tour
    Italy Experienced Travelers Trips: Europe Highlights Christmas

    Europe Highlights Christmas

    4.3
    We had an amazing trip over Christmas and New Year. It was very fast paced so be prepared. You will see and experience a lot. We made new friends and enjoyed every minute of it. We will be travelling with Expat again.
    Art and architecture
    Tour Type
    Group Tour
    Accommodation
    Hotel
    Age Range
    10-99 yrs
    Operated in
    english
    Destinations
    Rome, Venice, Bavaria, Rhine, Am
    Rome, Venice, Bavaria, Rhine, Amsterdam, Paris, the Swiss Alps, Tuscany
    View Tour
    Italy Experienced Travelers Trips: Gran Paradiso Guided Hike

    Gran Paradiso Guided Hike

    5
    We booked a 7 day trip with U-Tracks, with the ultimate goal of summiting Gran Paradiso. We were a group of 11 work colleagues who annually take on a charity event with this being the selected even this year. I must admit the trip was spectacular. the 6 day 'approach' to gran paradiso was varied in the way of physical challenge and then scenery. our guide - max was first class. he was able to assess the group and maintained a superb pace to keep us all moving. this was the first time we had taken on something as demanding as this (the final day in particular). The last day summit of gran paradiso was physically challenging but not technically (the very final summit section becomes technical but very well managed). the whole trip was fantastic from start to finish. I would 100% recommend and use again.
    Walking tours
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hut
    Age Range
    18-99 yrs
    Operated in
    english
    Destinations
    Lyon, Refuge De L Archeboc, Rifu
    Lyon, Refuge De L Archeboc, Rifugio Federico Chabod, Refuge Bezzi, Refuge Benevolo, Rifugio Savoya, Rifugio Vittorio Emmanuele II, Bourg
    View Tour
    Italy Experienced Travelers Trips: Backroads To Venice

    Backroads to Venice

    4.7
    A most enjoyable, at times challenging experience since we did the whole trip on conventional bikes. The bikes were in good condition, the chosen hotels were good, and the special app made navigation easy. We were lucky with the weather; I would have hated to do some of the gravel/dirt road stages in the rain.
    Bicycle tours
    Tour Type
    Private Tour
    Accommodation
    Hotel, Villa
    Age Range
    18-99 yrs
    Operated in
    english
    Destinations
    Venice, Trentino-South Tyrol, Do
    Venice, Trentino-South Tyrol, Dolomites, Bolzano, Trento, Peschiera, Verona, Vicenza, Padova, Mestre
    View Tour
    Italy Experienced Travelers Trips: Via Francigena: Orvieto To Rome

    Via Francigena: Orvieto to Rome

    4.6
    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
    View Tour
    Italy Experienced Travelers Trips: Portofino And The Cinque Terre

    Portofino and the Cinque Terre

    5
    Great scenic walking with demanding ascents and descents but comfortably within the capability of a walker used to the Fells. The organisation was excellent and everything worked seamlessly. The hotels were all good although the quality of the restaurants in the villages was mixed with good and bad experiences from what was recommended. A great week.
    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
    View Tour
    Italy Experienced Travelers Trips: Via Degli Dei: Bologna To Florence

    Via Degli Dei: Bologna to Florence

    4.8
    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
    View Tour
    Italy Experienced Travelers Trips: Classic Amalfi Coast - 8 Days

    Classic Amalfi Coast - 8 Days

    4.8
    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
    View Tour
    Italy Experienced Travelers Trips: Dolomites Guided Hike

    Dolomites Guided Hike

    4.6
    Trip was very energetic, extremely well led and organized and covered stunning scenery.
    Walking tours
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    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
    View Tour
    Italy Experienced Travelers Trips: Walking In Puglia

    Walking in Puglia

    4.6
    Well organised with punctual pick ups. Fabulous accommodation and amazing walks. Loved the whole experience.
    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
    View Tour

    Page 7 of 142 Experienced Travelers Trips in Italy with 3,479 Reviews

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