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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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  • 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
    • 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 196 results
    Italy Experienced Travelers Trips: Cycling Puglia & Matera
    Summer Super Sales

    Cycling Puglia & Matera

    4.9
    Beautiful countryside, just the right amount of challenging hills, and amazing food and drinks - what more could you ask for? This trip is so well...
    Bicycle tours
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel, Resort
    Age Range
    16-99 yrs
    Operated in
    english
    Destinations
    Matera, Lecce, Alberobello, Vall
    Matera, Lecce, Alberobello, Valle D'Itria, Gallipoli, Otranto
    View Tour
    Italy Experienced Travelers Trips: Walking In Rome, Assisi And Umbria - Premium Adventure
    Summer Super Sales

    Walking in Rome, Assisi and Umbria - Premium Adventure

    4.8
    Great itinerary and good support.
    Trekking and Hiking
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    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
    View Tour
    Italy Experienced Travelers Trips: Italy: Amalfi Coast To Puglia
    Summer Super Sales

    Italy: Amalfi Coast to Puglia

    5
    Too many to mention
    Beach
    Tour Type
    Group Tour
    Accommodation
    Resort, Villa, Hotel, Hut
    Age Range
    1-99 yrs
    Operated in
    english
    Destinations
    Bari, Naples, Alberobello, Monop
    Bari, Naples, Alberobello, Monopoli, Lecce, Minori, Matera
    View Tour
    Italy Experienced Travelers Trips: Spotlight On Northern Italy Featuring Venice, Verona & The Dolomites
    Summer Super Sales

    Spotlight on Northern Italy featuring Venice, Verona & the Dolomites

    4.7
    Fantastic trip. We loved everything- the people, food and sites.
    City sightseeingLocal culture
    Tour Type
    Group Tour
    Accommodation
    Hotel, Villa
    Age Range
    1-99 yrs
    Operated in
    english
    Destinations
    Treviso, Verona, Asolo, Venice
    Treviso, Verona, Asolo, Venice, Dolomites, Bassano Del Grappa
    View Tour
    Italy Experienced Travelers Trips: Southern Italy And Sicily
    Summer Super Sales

    Southern Italy and Sicily

    4.4
    We were able to learn about the history and see many beautiful churches, buildings, and archaeological sites. The trip was well organized, and our...
    City sightseeing
    Tour Type
    Group Tour
    Accommodation
    Hotel, Resort
    Age Range
    5-99 yrs
    Operated in
    english
    Destinations
    Pompeii, Rome, Sorrento, Palermo
    Pompeii, Rome, Sorrento, Palermo, Capri, Taormina, Agrigento
    View Tour
    Italy Experienced Travelers Trips: Tuscany, Lake Maggiore & The Italian Riviera
    Summer Super Sales

    Tuscany, Lake Maggiore & the Italian Riviera

    4.6
    What a wonderful week! We especially loves Cinque Terre and the La Spezia region. Mike, our tour guide was amazing and all accommodations, tours, a...
    City sightseeing
    Tour Type
    Group Tour
    Accommodation
    Villa, Hotel
    Age Range
    1-99 yrs
    Operated in
    english
    Destinations
    Tuscany, Turin, Lake Maggiore, L
    Tuscany, Turin, Lake Maggiore, La Spezia, Figline
    View Tour
    Italy Experienced Travelers Trips: Real Italy
    Summer Super Sales

    Real Italy

    4.8
    It was a wonderful experience!
    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
    View Tour
    Italy Experienced Travelers Trips: Shrines Of Italy
    Summer Super Sales

    Shrines of Italy

    4.6
    There was a lot of history, too much to be covered in just a couple hours. Accommodations should’ve been closer to where we were to give us more ti...
    Art and architecture
    Tour Type
    Group Tour
    Accommodation
    Hotel
    Age Range
    1-99 yrs
    Operated in
    english
    Destinations
    Rome, Assisi
    Rome, Assisi
    View Tour
    Italy Experienced Travelers Trips: Sicily And Its Isles
    Summer Super Sales

    Sicily and Its Isles

    4.8
    I loved the tour but wish there was at least two optional excursion's to the beach.
    Country side and village visits
    Tour Type
    Group Tour
    Accommodation
    Resort, Hotel
    Age Range
    1-99 yrs
    Operated in
    english
    Destinations
    Palermo, St Julian's, Sicily, Sa
    Palermo, St Julian's, Sicily, Salinà, Taormina, Marsala, Agrigento, Cefalu
    View Tour
    Italy Experienced Travelers Trips: Italy Coast To Coast By E-bike: Puglia To Amalfi Coast
    Summer Super Sales

    Italy Coast to Coast by E-bike: Puglia to Amalfi Coast

    5
    This was the first time that this trip had been run using E-bikes, so everyone was keen to see how the trip would unfold. We were introduced to our...
    Bicycle tours
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel, Hut, Resort
    Age Range
    16-99 yrs
    Operated in
    english
    Destinations
    Sorrento, Monopoli, Matera, Cast
    Sorrento, Monopoli, Matera, Castelmezzano, Monte Sant'Angelo, Paestum, Salerno
    View Tour

    Page 7 of 196 Experienced Travelers Trips in Italy with 5,843 Reviews

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