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  • Home
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Experienced Traveler Trips in Italy

Discover Italy through the eyes of experienced travelers with over 260 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.

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  • Duration
    1 day26 days
  • Departures
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  • 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
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    • 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
    • Danilo Catania - Italy Tours Expert
      Danilo CataniaTravel Expert in Italy
    • Elena Kyrimi - Italy Tours Expert
      Elena KyrimiTravel Expert in Greece & Italy
    Start planning your Trip
    Recommended by
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  • Start & End Location
  • Price
    USD 45USD 16,582
    • Showing 1 - 10 of 272 results
    Italy Experienced Travelers Trips: St Francis Way: Assisi To Spoleto
    Summer Super Sales

    St Francis Way: Assisi to Spoleto

    4.8
    Loved our walk from Assisi to Spoleto. The scenery was amazing and the navigation app and transfers all ran smoothly. Would highly recommend this w...
    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
    View Tour
    Italy Experienced Travelers Trips: A Taste Of Sicily - Palermo To Syracuse
    Summer Super Sales

    A Taste of Sicily - Palermo to Syracuse

    4.9
    A gastronomic delight although the spleen sandwiches in Palermo are definitely an acquired taste. Beautiful towns and cities set in stunning countr...
    City sightseeing
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel
    Age Range
    16-99 yrs
    Operated in
    english
    Destinations
    Palermo, Monreale, Agrigento, Mo
    Palermo, Monreale, Agrigento, Modica, Syracuse, Ortygia, Catania
    View Tour
    Italy Experienced Travelers Trips: Country Roads Of Northern Italy
    Summer Super Sales

    Country Roads of Northern Italy

    4.8
    Wonderful locations great local guides tour guide was organized and always available for questions and comments. Very knowledgeable and made the tr...
    AdventureCity sightseeing
    Tour Type
    Group Tour
    Accommodation
    Hotel, Resort
    Age Range
    5-99 yrs
    Operated in
    english
    Destinations
    Milan, Lake Maggiore, Trento, Co
    Milan, Lake Maggiore, Trento, Cortina d'Ampezzo, Venice, Baveno
    View Tour
    Italy Experienced Travelers Trips: Classic Amalfi Coast - 8 Days
    Summer Super Sales

    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: Piedmont: Land Of Barolo And Barbera
    Summer Super Sales

    Piedmont: Land of Barolo and Barbera

    4.9
    A wonderful week. Well organised, nice hotels and a great walking app.
    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
    View Tour
    Italy Experienced Travelers Trips: Grand Italy & Sicily
    Summer Super Sales

    Grand Italy & Sicily

    4.8
    This was a trip of a lifetime! Well planned, with an excellent tour guide.
    Wine tasting tours
    Tour Type
    Group Tour
    Accommodation
    Hotel, Resort, Villa
    Age Range
    5-99 yrs
    Operated in
    english
    Destinations
    Rome, Palermo, Sorrento, Capri
    Rome, Palermo, Sorrento, Capri, Alberobello, Taormina, Santa Margherita, Lake Maggiore, Venice, Florence
    View Tour
    Italy Experienced Travelers Trips: Italian Elegance
    Summer Super Sales

    Italian Elegance

    4.7
    We chose this trip based on the itinerary presented. Each and every destination was remarkable and interesting. We truly enjoyed our trip! The hote...
    City sightseeing
    Tour Type
    Group Tour
    Accommodation
    Hotel, Resort
    Age Range
    5-99 yrs
    Operated in
    english
    Destinations
    Rome, Venice, Florence, San Gimi
    Rome, Venice, Florence, San Gimignano, Santa Margherita, Cinque Terre, Lake Maggiore, Cortina d'Ampezzo
    View Tour
    Italy Experienced Travelers Trips: Backroads To Venice
    Summer Super Sales

    Backroads to Venice

    4.8
    Hire of bikes was simple with good pre-ride instructions. The offline maps made following our way quite easy. The standard of hotels was excellent...
    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: Lake Como Walking
    Summer Super Sales

    Lake Como Walking

    4.8
    Enjoyed the location, the stunning views and the beautiful walks overlooking Lake Como. Peppe was an excellent walking guide and very conscientious...
    Active and outdoor
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel, Villa
    Age Range
    16-79 yrs
    Operated in
    english
    Destinations
    Milan, Gravedona, Livo, Bellagio
    Milan, Gravedona, Livo, Bellagio, Como, Dongo
    View Tour
    Italy Experienced Travelers Trips: Rome, Sorrento And The Amalfi Coast
    Summer Super Sales

    Rome, Sorrento and the Amalfi Coast

    4.6
    My personal preference would have been for more time in Pompeii (half a day is barely time to scratch the surface) and to skip the stop in Naples,...
    City sightseeingBeach
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel, Resort, Villa
    Age Range
    16-99 yrs
    Operated in
    english
    Destinations
    Rome, Sorrento, Colosseum, Pompe
    Rome, Sorrento, Colosseum, Pompeii, Amalfi
    View Tour

    Page 12 of 272 Experienced Travelers Trips in Italy with 6,206 Reviews

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