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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
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      Elena KyrimiTravel Expert in Greece & Italy
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    Recommended by
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  • Duration
    1 day26 days
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    • 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.
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    • Showing 1 - 10 of 272 results
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    USD 45USD 16,582

    • Page 17 of 272 Experienced Travelers Trips in Italy with 6,240 Reviews

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    Italy Experienced Travelers Trips: Ultimate Italy
    Summer Super Sales

    Ultimate Italy

    5
    The itinerary was varied and always interesting, the accomodations excellent, and the dinners offered us a chance to sample a variety of Italian fo...
    Cultural, religious and historic sites
    Tour Type
    Group Tour
    Accommodation
    Hotel, Lodge
    Age Range
    5-99 yrs
    Operated in
    english
    Destinations
    Rome, Venice, Capri, Perugia, Sa
    Rome, Venice, Capri, Perugia, San Gimignano, Florence, Rapallo
    View Tour
    Italy Experienced Travelers Trips: Small Group Brunello Wine Tour From Siena
    Summer Super Sales

    Small Group Brunello Wine Tour from Siena

    5
    Our guide was Mattia, he was very knowledgeable and passionate about wine, the Tuscany area and making sure everyone had a wonderful experience. Sm...
    Wine tasting tours
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Age Range
    5-79 yrs
    Operated in
    english
    Destinations
    Siena, Tuscany
    Siena, Tuscany
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    Italy Experienced Travelers Trips: Sicily Grand Tour: See & Experience It All In 12 Days
    Summer Super Sales

    Sicily Grand Tour: See & Experience it all in 12 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
    Sicily, Trapani, Cefalu, Palermo
    Sicily, Trapani, Cefalu, Palermo, Levanzo, Agrigento, Syracuse, Ortygia, Taormina, Alcántara, Stromboli
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    Italy Experienced Travelers Trips: Family Amalfi Coast Adventure
    Summer Super Sales

    Family Amalfi Coast Adventure

    5
    Great trip, Pepe was really good tour leader, interesting range of activities, really enjoyed the sea kayaking, the Path of the Lemons and the Path...
    Tour Type
    Group Tour
    Accommodation
    Hotel, Hut
    Age Range
    11-99 yrs
    Operated in
    english
    Destinations
    Naples, Mount Vesuvius, Amalfi C
    Naples, Mount Vesuvius, Amalfi Coast, Pompeii, Amalfi
    View Tour
    Italy Experienced Travelers Trips: Walking In Tuscany's Apuane Alps
    Summer Super Sales

    Walking in Tuscany's Apuane Alps

    4
    Trade the crowds of southern Tuscany for the wild, remote beauty of the Apuane Alps on the 'Walking in Tuscany's Apuane Alps' tour—a self-guided 8-...
    Walking tours
    Tour Type
    Private Tour
    Accommodation
    Hotel, Guest House
    Age Range
    18-99 yrs
    Operated in
    english
    Destinations
    Tuscany, Lucca, Fornaci Di Barga
    Tuscany, Lucca, Fornaci Di Barga, Verni, Fornovolasco, Monte Forato, Eremo Di Calomini
    View Tour
    Italy Experienced Travelers Trips: Grand Journey Of Italy - 11 Days
    Summer Super Sales

    Grand Journey of Italy - 11 Days

    5
    Awesome tour, Many fantastic sights throughout the tour, great experience I'll never forget. Well organised and good value for money. Thanks for al...
    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
    View Tour
    Italy Experienced Travelers Trips: Jewels Of Italy By Rail
    Summer Super Sales

    Jewels of Italy by Rail

    5
    Three of us girlfriends decided it was time for an Italian cultural recharge, and we picked the rail tour to hit the highlights with ease. We explo...
    Train toursSightseeing Tours
    Tour Type
    Independent TourTypically a private tour undertaken by one or two travelers
    Accommodation
    Hotel
    Age Range
    8-99 yrs
    Operated in
    English
    Destinations
    Rome, Florence, Venice
    Rome, Florence, Venice
    View Tour
    Italy Experienced Travelers Trips: Jewels Of Italy And Milan By Rail
    Summer Super Sales

    Jewels of Italy and Milan by Rail

    5
    I’ve always loved Italy, but doing it by rail added a special touch. Over eight days, we hit Rome, Florence, Venice, and wrapped up in Milan, all b...
    City sightseeingTrain tours
    Tour Type
    Independent TourTypically a private tour undertaken by one or two travelers
    Accommodation
    Hotel
    Age Range
    8-99 yrs
    Operated in
    English
    Destinations
    Milan, Rome, Florence, Venice
    Milan, Rome, Florence, Venice
    View Tour
    Italy Experienced Travelers Trips: Splendours Of Sicily
    Summer Super Sales

    Splendours of Sicily

    4.7
    Easy to do and at a fair price
    Explorer
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel, Villa
    Age Range
    18-80 yrs
    Operated in
    english
    Destinations
    Palermo, Catania, Selinunte, Fav
    Palermo, Catania, Selinunte, Favara, Ragusa, Syracuse, Mount Etna
    View Tour
    Italy Experienced Travelers Trips: Hilltop Towns Of Italy
    Summer Super Sales

    Hilltop Towns of Italy

    5
    We had a spectacular trip. We did a self-guided trip in Piemonte and Tuscany/Umbria. The hotels were much nicer than we expected. Very comfortable...
    Trekking and Hiking
    Tour Type
    Private Tour
    Accommodation
    Hotel
    Age Range
    18-99 yrs
    Operated in
    english
    Destinations
    Orvieto, Sorano, Bolsena, Pitigliano
    Orvieto, Sorano, Bolsena, Pitigliano
    View Tour