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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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    • 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
    • BBC
    • Independent
    • Lonely Planet
  • 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
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    USD 45USD 16,582
    • Showing 1 - 10 of 272 results
    Italy Experienced Travelers Trips: Via Francigena: Aosta To Ivrea
    Summer Super Sales

    Via Francigena: Aosta to Ivrea

    5
    Fourth leg of our Camino. As always, very well organised - hotels, transfers, restaurant suggestions were all great. Stunning walking and scenery
    Walking tours
    Tour Type
    Private Tour
    Accommodation
    Hotel
    Age Range
    18-99 yrs
    Operated in
    english
    Destinations
    Turin, Ivrea, Aosta Valley, Aost
    Turin, Ivrea, Aosta Valley, Aosta, Nus, Saint Vincent, Verres, Pont-Saint-Martin
    View Tour
    Italy Experienced Travelers Trips: Classic Amalfi Coast - 11 Days
    Summer Super Sales

    Classic Amalfi Coast - 11 Days

    4.6
    Very well organised trip. Logistics were excellent, accommodation was comfortable and central to all amenities of the towns. Hike maps and notes we...
    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
    View Tour
    Italy Experienced Travelers Trips: Amazing Italy
    Summer Super Sales

    Amazing Italy

    5
    Absolutely incredible! Italy’s history, food, and charm blew us away. The small group setting was perfect, and everything was tailored for Canadian...
    City sightseeing
    Tour Type
    Group Tour
    Accommodation
    Hotel
    Age Range
    8-99 yrs
    Operated in
    english
    Destinations
    Rome, Florence, Verona, Sorrento
    Rome, Florence, Verona, Sorrento, Venice, Perugia, Naples, Salerno, Siena, Genoa, Milan
    View Tour
    Italy Experienced Travelers Trips: Sicily Island:see & Experience It All In 7 Days
    Summer Super Sales

    Sicily Island:See & Experience it all in 7 days

    5
    My partner and I loved our experience with Charlie on this tour! I was impressed with how well everything was organized. The tours for Sicily were...
    Sightseeing Tours
    Tour Type
    Private Tour
    Age Range
    5-80 yrs
    Operated in
    English
    Destinations
    Catania, Syracuse, Taormina, Cefalu
    Catania, Syracuse, Taormina, Cefalu
    View Tour
    Italy Experienced Travelers Trips: Ancient Venetian Empire By Bike
    Summer Super Sales

    Ancient Venetian Empire by Bike

    4.3
    Well organised, professional, easy to follow, and certainly the way to do and/or organise a cycling holiday.
    Bicycle tours
    Tour Type
    Private Tour
    Accommodation
    Hotel, Resort
    Age Range
    18-99 yrs
    Operated in
    english
    Destinations
    Venice, Porec, Caorle, Portogrua
    Venice, Porec, Caorle, Portogruaro, Aquileia, Trieste, Portoroz
    View Tour
    Italy Experienced Travelers Trips: Amalfi Explorer
    Summer Super Sales

    Amalfi Explorer

    4.3
    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 le...
    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
    View Tour
    Italy Experienced Travelers Trips: Portofino And The Cinque Terre
    Summer Super Sales

    Portofino and the Cinque Terre

    5
    Enjoyable few days in North West Italy
    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: A Taste Of Italy - Walking In Puglia
    Summer Super Sales

    A Taste of Italy - Walking in Puglia

    4.6
    A really enjoyable and well organised tour. This tour was all about the food with many opportunities to sample local Puglian food and wine. The day...
    Active and outdoor
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel, Hut
    Age Range
    16-99 yrs
    Operated in
    english
    Destinations
    Bari, Altamura, Gravina, Alta Mu
    Bari, Altamura, Gravina, Alta Murgia National Park, Matera, Cisternino, Monopoli
    View Tour
    Italy Experienced Travelers Trips: Veneto Bike & Boat
    Summer Super Sales

    Veneto Bike & Boat

    5
    This was a super week in all respects and the highlight of our seven-week mini Grand Tour of Europe. The days spent cycling were the highlight; thr...
    Bicycle tours
    Tour Type
    Group Tour
    Age Range
    18-99 yrs
    Operated in
    english
    Destinations
    Venice, Pellestrina, Po Delta In
    Venice, Pellestrina, Po Delta Interregional Park, Zelo, Mantua
    View Tour

    Page 16 of 272 Experienced Travelers Trips in Italy with 6,237 Reviews

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    Italy Experienced Travelers Trips: Via Ferrata Guided Hike And Climb
    Summer Super Sales

    Via Ferrata Guided Hike and Climb

    4.8
    Outstanding Accommodation, guide and scenery. The climbing was challenging and our guide was superb.
    Walking tours
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    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
    View Tour