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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
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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.
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    USD 45USD 16,582
    • Showing 1 - 10 of 196 results

    Page 15 of 196 Experienced Travelers Trips in Italy with 5,826 Reviews

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    Italy Experienced Travelers Trips: Splendor Of Sicily 8 Days Tour - From Catania
    Summer Super Sales

    Splendor of Sicily 8 Days Tour - from Catania

    5
    Step into the heart of Sicily’s cultural and culinary wonders with the "Splendor of Sicily 8 Days Tour - from Catania." Over eight days, you’ll jou...
    City sightseeingBus tours
    Tour Type
    Group Tour
    Accommodation
    Hotel, Villa
    Age Range
    16-99 yrs
    Operated in
    english, italian, spanish
    Destinations
    Palermo, Catania, Taormina, Sici
    Palermo, Catania, Taormina, Sicily, Noto, Piazza Armerina
    View Tour
    Italy Experienced Travelers Trips: Venice To Rome By Rail
    Summer Super Sales

    Venice to Rome by Rail

    4
    Experience the best of Italy’s cities on this seven-day rail adventure from Venice to Rome. Ideal for travelers who appreciate a balanced itinerary...
    City sightseeing
    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
    Rome, Venice, Bologna, Pisa
    Rome, Venice, Bologna, Pisa
    View Tour
    Italy Experienced Travelers Trips: Venice To Rome By Rail + Sorrento And The Amalfi Coast
    Summer Super Sales

    Venice to Rome by Rail + Sorrento and the Amalfi Coast

    4
    Italy by rail offers a journey of timeless allure. On this 14-day adventure from Venice to Sorrento, with stops in Rome, Florence, and the Amalfi C...
    City sightseeing
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel, Resort, Villa
    Age Range
    16-99 yrs
    Operated in
    english
    Destinations
    Venice, Sorrento, Maiori, Amalfi
    Venice, Sorrento, Maiori, Amalfi, Bologna, Pisa, Rome, Pompeii
    View Tour
    Italy Experienced Travelers Trips: Malta Highlights
    Summer Super Sales

    Malta Highlights

    4.4
    Great trip, well organised and facilitated, knowledgeable guides and drivers, balanced activities, great accomodation and a small group. Recommend...
    Explorer
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel, Resort
    Age Range
    18-80 yrs
    Operated in
    english
    Destinations
    Sliema, Sliema, Sannat
    Sliema, Sliema, Sannat
    View Tour
    Italy Experienced Travelers Trips: Naples Express & Sorrento - Small-group Tour
    Summer Super Sales

    Naples Express & Sorrento - Small-Group Tour

    3
    Pressed for time but eager to soak up the Amalfi Coast’s best? The Naples Express & Sorrento - Small-Group Tour is a 4-day sightseeing adventure pe...
    Sightseeing Tours
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel
    Age Range
    13-99 yrs
    Operated in
    english
    Destinations
    Lazio, Naples, Sorrento, Rome
    Lazio, Naples, Sorrento, Rome
    View Tour
    Italy Experienced Travelers Trips: Sailing The Amalfi Coast: Capri, Positano & Coastal Bliss
    Summer Super Sales

    Sailing the Amalfi Coast: Capri, Positano & Coastal Bliss

    Ready to sail, sip, and soak up la dolce vita? This seven-day adventure along Italy’s Amalfi Coast combines seaside bliss with serious flavour. Dro...
    Marine wildlife
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Yacht Cabin
    Age Range
    16-100 yrs
    Operated in
    english
    Destinations
    Naples, Sorrento, Procida, Ischi
    Naples, Sorrento, Procida, Ischia, Capri, Positano, Amalfi
    View Tour
    Italy Experienced Travelers Trips: Christmas In Italy: Rome To Venice
    Summer Super Sales

    Christmas in Italy: Rome to Venice

    Imagine celebrating Christmas surrounded by Italy’s most iconic sights, each one aglow with festive lights and the warmth of the holiday season. Th...
    Explorer
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel, Villa
    Age Range
    12-100 yrs
    Operated in
    english
    Destinations
    Rome, Venice, Montepulciano, Florence
    Rome, Venice, Montepulciano, Florence
    View Tour
    Italy Experienced Travelers Trips: Premium Puglia
    Summer Super Sales

    Premium Puglia

    Puglia, Italy’s best-kept secret, invites you to discover its sun-drenched coastlines, ancient wonders, and architectural gems on the "Premium Pugl...
    Explorer
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel
    Age Range
    15-99 yrs
    Operated in
    english
    Destinations
    Bari, Naples, Polignano A Mare
    Bari, Naples, Polignano A Mare, Nardò, Matera
    View Tour
    Italy Experienced Travelers Trips: Highlights Of Italy
    Summer Super Sales

    Highlights of Italy

    Let Italy’s timeless wonders sweep you away on the "Highlights of Italy" tour, a nine-day journey from Rome to Venice. This adventure immerses you...
    Explorer
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel, Villa
    Age Range
    12-100 yrs
    Operated in
    english
    Destinations
    Rome, Venice, Montepulciano, Florence
    Rome, Venice, Montepulciano, Florence
    View Tour
    Italy Experienced Travelers Trips: Local Living Italy - Tuscany San Gimignano
    Summer Super Sales

    Local Living Italy - Tuscany San Gimignano

    If Tuscany has ever called your name, this is your chance to answer. For seven days, you’ll settle into a charming farmhouse in San Gimignano — you...
    Local culture
    Tour Type
    Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
    Accommodation
    Hotel
    Age Range
    12-100 yrs
    Operated in
    english
    Destinations
    Florence, San Gimignano
    Florence, San Gimignano
    View Tour