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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
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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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    USD 45USD 16,582
    • Showing 1 - 10 of 89 results
    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: Italian Intermezzo
    Summer Super Sales

    Italian Intermezzo

    4.4
    The itinerary was fantastic for my wife and I, (55&61). Pace was nice, extra optional experiences were well worth it. We did them all.
    Cultural, religious and historic sites
    Tour Type
    Group Tour
    Accommodation
    Hotel, Villa
    Age Range
    5-99 yrs
    Operated in
    english
    Destinations
    Milan, Rome, Venice, Pisa, Florence
    Milan, Rome, Venice, Pisa, Florence
    View Tour
    Italy Experienced Travelers Trips: Splendours Of Italy
    Summer Super Sales

    Splendours of Italy

    3.9
    It was well worth the money and we enjoyed the optional experience . We weren’t always happy with the hotel choice but any issues we had the direct...
    City sightseeing
    Tour Type
    Group Tour
    Accommodation
    Hotel, Resort
    Age Range
    5-99 yrs
    Operated in
    english
    Destinations
    Rome, Florence, Bay Of Naples, A
    Rome, Florence, Bay Of Naples, Assisi, Venice, Milan
    View Tour
    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
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    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: Explore Italy - 4 Days
    Summer Super Sales

    Explore Italy - 4 Days

    5
    Our trip was absolutely wonderful! I would like to thank our tour guide, for taking great care of everything. We had something planned every day an...
    Cultural, religious and historic sites
    Tour Type
    Group Tour
    Accommodation
    Hotel
    Age Range
    1-90 yrs
    Operated in
    english
    Destinations
    Rome, Florence, Venice, Assisi
    Rome, Florence, Venice, Assisi, Siena, Bologna, Padua, Venice & Veneto
    View Tour
    Italy Experienced Travelers Trips: Europe Highlights Christmas
    Summer Super Sales

    Europe Highlights Christmas

    5
    We had an amazing trip over Christmas and New Year. It was very fast paced so be prepared. You will see and experience a lot. We made new friends a...
    Art and architecture
    Tour Type
    Group Tour
    Accommodation
    Hotel
    Age Range
    10-99 yrs
    Operated in
    english
    Destinations
    Rome, Venice, Bavaria, Rhine, Am
    Rome, Venice, Bavaria, Rhine, Amsterdam, Paris, the Swiss Alps, Tuscany
    View Tour
    Italy Experienced Travelers Trips: Treasures Of Rome And Amalfi Coast
    Summer Super Sales

    Treasures of Rome and Amalfi Coast

    5
    Rome’s history and the Amalfi Coast’s beauty? A perfect combo! From the Colosseum to Positano’s breathtaking cliffs, this trip was straight out of...
    City sightseeing
    Tour Type
    Independent TourTypically a private tour undertaken by one or two travelers
    Accommodation
    Hotel, Villa
    Age Range
    8-99 yrs
    Operated in
    English
    Destinations
    Rome, Naples, Pompeii, Amalfi, Capri
    Rome, Naples, Pompeii, Amalfi, Capri
    View Tour

    Page 5 of 89 Experienced Travelers Trips in Italy with 1,801 Reviews

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    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: 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