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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
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  • 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: Ivrea To Pavia
    Summer Super Sales

    Via Francigena: Ivrea to Pavia

    5
    Trip 1: Ivrea to Pavia Enjoyable hike, but after 3/5 days of flat rice fields, the scenery was a little monotonous. Hikers should be warned about t...
    Walking tours
    Tour Type
    Private Tour
    Accommodation
    Hotel
    Age Range
    18-99 yrs
    Operated in
    english
    Destinations
    Lombardy & the Lakes, Pavia, Ivr
    Lombardy & the Lakes, Pavia, Ivrea, Viverone, Santhia, Vercelli, Mortara
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    Italy Experienced Travelers Trips: The Tuscan Dream Self-drive
    Summer Super Sales

    The Tuscan Dream Self-Drive

    5
    GO!!! Our first time in Italy and this package was absolutely amazing. The price, sights, hotels and people couldn’t be beat. Really, just go!
    City sightseeing
    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, Siena, Tuscany, Chianti, Pistoia
    Rome, Siena, Tuscany, Chianti, Pistoia
    View Tour
    Italy Experienced Travelers Trips: Gran Paradiso Guided Hike
    Summer Super Sales

    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...
    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: Tuscany Walking And Wine
    Summer Super Sales

    Tuscany Walking and Wine

    4.8
    Excellent trip and very good guide in AJ. Only negative was hotel in Florence. Good location (change from original hotel) but was tired and cleanli...
    Walking tours
    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
    Florence, Pisa, San Gimignano, T
    Florence, Pisa, San Gimignano, Tuscany, Pienza, Montalcino
    View Tour
    Italy Experienced Travelers Trips: Tuscan Treats
    Summer Super Sales

    Tuscan Treats

    4.7
    Our tour guide, Fabio, was excellent, knowledgeable and attentive. Searching myself online for a tour of Tuscany, I saw this tour offered by a comp...
    Explorer
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel
    Age Range
    18-80 yrs
    Operated in
    english
    Destinations
    Florence, Lucca, Volterra, Pienz
    Florence, Lucca, Volterra, Pienza, Tuscany
    View Tour
    Italy Experienced Travelers Trips: Dolomites Guided Hike
    Summer Super Sales

    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, Cortina D’Amp
    Cortina d'Ampezzo, Cortina D’Ampezzo, Durrenstein Hut, Tre Cimene, Rifugio Lavarredo
    View Tour
    Italy Experienced Travelers Trips: Upgraded - Walking Italy: Rome & Umbria
    Summer Super Sales

    Upgraded - Walking Italy: Rome & Umbria

    4.7
    A very pleasant and enjoyable holiday with great accommodation, views ,walks and guides. Enrico our rep was fantastic. Friendly, funny and engaging...
    Walking toursCity sightseeing
    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
    Rome, Colosseum, Umbria, Bevagna
    Rome, Colosseum, Umbria, Bevagna, Spoleto, Orvieto
    View Tour
    Italy Experienced Travelers Trips: Puglia Guided Walk
    Summer Super Sales

    Puglia Guided Walk

    5
    I would highly recommend this trip. It covered all the interesting areas in Puglia. Our guide Gabriele was fantastic, he went over and beyond what...
    Walking tours
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel
    Age Range
    18-99 yrs
    Operated in
    english
    Destinations
    Matera, Lecce, Ostuni, Alberobello
    Matera, Lecce, Ostuni, Alberobello
    View Tour
    Italy Experienced Travelers Trips: Amalfi Coast Discovery
    Summer Super Sales

    Amalfi Coast Discovery

    4.8
    This was our 23rd holiday with Explore and it was fabulous. Normally, we would stay a maximum of 2 days at a resort before moving on, but this tour...
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel, Villa
    Age Range
    16-99 yrs
    Operated in
    english
    Destinations
    Naples, Atrani, Capri, Herculane
    Naples, Atrani, Capri, Herculaneum, Maiori, Ravello
    View Tour

    Page 14 of 272 Experienced Travelers Trips in Italy with 6,209 Reviews

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    Italy Experienced Travelers Trips: Country Roads Of Tuscany & Central Italy
    Summer Super Sales

    Country Roads of Tuscany & Central Italy

    4.4
    This is for athletic people. You have to be able to walk long distances at a time and up STEEP roads. It is a physical workout. Not for anyone with...
    Museum and gallery visits
    Tour Type
    Group Tour
    Accommodation
    Hotel, Villa, Resort
    Age Range
    5-99 yrs
    Operated in
    english
    Destinations
    Rome, Venice
    Rome, Venice
    View Tour