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  • Home
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  • May 2026 tours
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May 2026 Italy Tours - Book Now

Don't miss out on Italy's best experiences! Book early from over 480 tours departing in May 2026. Secure better prices, guaranteed spots, and peace of mind with more than 7,100 verified traveler experiences.

  • Age
  • Discounts

See Italy tours by duration

Dec 2025Jan 2026Feb 2026Mar 2026Apr 2026May 2026Jun 2026Jul 2026Aug 2026Sep 2026Oct 2026
  • Duration
    1 day26 days
  • 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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    • Get a customized trip to Italy in May 2026

    Plan a multi-country or regional adventure across Italy in May 2026, with help from a local expert.

    • Alessandra Galassi - Italy in May 2026 Tours Expert
      Alessandra GalassiTravel Expert in Italy
    • Elena Kyrimi - Italy in May 2026 Tours Expert
      Elena KyrimiTravel Expert in Greece & Italy
    • Danilo Catania - Italy in May 2026 Tours Expert
      Danilo CataniaTravel Expert in Italy
    Start planning your Trip
    Recommended by
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  • Start & End Location
  • Price
    USD 32USD 11,866
    • Showing 1 - 10 of 184 results
    Best Of Sicily - May 2026

    Best of Sicily - May 2026

    3
    Dreaming of the ultimate Italian escape? The 'Best of Sicily' tour is a 10-day guided art and architecture journey that starts in Sicily and ends in picturesque Taormina, weaving through Catania, Lazio, and four other captivating destinations. This easy-paced trip, ideal for families, young adults, and seniors, invites you to savor Sicily's culinary treasures—think artisanal olive oils, local wines, and orchard-fresh fruits—while tracing the footsteps of ancient empires through haunting ruins and timeless hilltop towns. Marvel at the lunar landscapes of Mount Etna and immerse yourself in the region's vibrant culture and natural beauty. With seamless logistics, comfortable group accommodations, and expert guides, the USP of this tour is its deep dive into Sicily’s authentic lifestyle, promising not just a getaway but a trove of cherished memories.
    Art and architecture
    Tour Type
    Group Tour
    Accommodation
    Hotel, Villa
    Age Range
    13-99 yrs
    Operated in
    english
    Destinations
    Campania, Sicily, Lazio, Catania
    Campania, Sicily, Lazio, Catania, Taormina, Agrigento, Palermo
    View Tour
    Tuscan Escape - May 2026

    Tuscan Escape - May 2026

    5
    Great trip overall. The day trip were great. I wish the hotel was near a town or close to restaurants, but overall very great trip
    Chill outLocal culture
    Tour Type
    Group Tour
    Accommodation
    Hotel
    Age Range
    18-35 yrs
    Operated in
    english
    Destinations
    Rome, Tuscany, Florence, Lucca
    Rome, Tuscany, Florence, Lucca, Montalcino
    View Tour
    Europe Jewel - May 2026

    Europe Jewel - May 2026

    4.8
    Really enjoyed the tour although it included very long driving hours on some days. Packing lighter would definitely have helped in getting around more easily as we changed hotels almost every day and some of them had a small walk from the drop off point. The group itself was amazing with the tour leader Darius being helpful and attentive. Our driver Pascal was excellent and we had bathroom stops every 3 hours or so in nice service stations having good food and snacks options.
    Art and architecture
    Tour Type
    Group Tour
    Accommodation
    Hotel
    Age Range
    10-99 yrs
    Operated in
    english
    Destinations
    Amsterdam, Ghent, Swiss Alps, Pa
    Amsterdam, Ghent, Swiss Alps, Paris, Rhine, Prague, Vienna, Budapest, Ljubljana, Venice, Tuscany
    View Tour
    Classic Europe - May 2026

    Classic Europe - May 2026

    4.8
    As a solo traveller, it is so convenient to have your days mapped out for you. Every day is well organised and you can choose the extra excursions if you wish. I'm already looking forward to my next trip. Several of my friends were so impressed that they too have passed on information on Expat Explore ?
    Active and outdoor
    Tour Type
    Group Tour
    Accommodation
    Hotel
    Age Range
    10-99 yrs
    Operated in
    english
    Destinations
    Paris, Rome, London, Amsterdam
    Paris, Rome, London, Amsterdam, Nuremberg, Beaune, Montecatini Terme, Venice
    View Tour
    Scenic Europe - May 2026

    Scenic Europe - May 2026

    4.8
    This is definitely a highlights tour! You pack so much into such a short period of time, you almost forget where you were and what you had for breakfast at the end of each day. The scenery is truly incredible, we won't be forgetting this trip any time soon. My only feedback to future customers is make sure you understand the optional activities and if you have questions, ask your tour leader. We had one activity change slightly and we wish we had asked a few more questions (overall only a minor thing and did not impact the wider experience).
    Natural landmarks sightseeing
    Tour Type
    Group Tour
    Accommodation
    Hotel, Villa
    Age Range
    10-99 yrs
    Operated in
    english
    Destinations
    Berlin, Munich, Innsbruck, Swiss
    Berlin, Munich, Innsbruck, Swiss Alps, Como, Tuscany, Venice
    View Tour
    Europe Escape - May 2026

    Europe Escape - May 2026

    4.8
    My husband and I had a wonderful experience on our recent Expat explore tour "Europe Escape", from 01 - 12 Dec 2024. The tour started and ended in Rome, we were given a good appreciation of both the City and quaint little town along the route which took us to Venice, Tuscany, Florence, Múnich, Rhine Valley, Ámsterdam, Ghent, Paris, Burgandy, Beaune, Montmatre, Lake Como, Rome, the Swiss Alps!! Oh wow! This was such an amazing trip! Our guide, Roma was so knowledgeable and made it even more exciting with her bubbly personality, and our bus driver, Ishti made us feel so safe on the roads...they were truly awesome! I know that keeping a large group together is no easy feat, but they made us feel like family. They shared very helpful tips about the local places, information that you would not normally know as a tourist. Oh! and we were given these cute little passports and stamps to mark the places as we visited them through the tour...this was a really great idea! This was truly an Eur
    City sightseeing
    Tour Type
    Group Tour
    Accommodation
    Hotel
    Age Range
    10-99 yrs
    Operated in
    english
    Destinations
    Rome, Florence, Venice, Bavaria
    Rome, Florence, Venice, Bavaria, Rhine, Amsterdam, Paris, Swiss Alps, the Swiss Alps, Tuscany
    View Tour
    Ultimate Europe - May 2026

    Ultimate Europe - May 2026

    4.6
    It was an awesome experience been with a beautiful group of travelers and a wonderful Tour Leader and driver. What made the tour from an ordinary tour to a great tour was the professionalism of the tour leader Darius and the driver Robbie.
    Active and outdoor
    Tour Type
    Group Tour
    Accommodation
    Hotel
    Age Range
    10-99 yrs
    Operated in
    english
    Destinations
    Amsterdam, Ghent, Rome, Florence
    Amsterdam, Ghent, Rome, Florence, Pisa, French Riviera, Barcelona, Avignon, Lauterbrunnen, Munich, Rhine, Paris, Berlin, Prague, Bratislava, Venice
    View Tour
    Europe Highlights - May 2026

    Europe Highlights - May 2026

    4.7
    The Expat Explore European Highlights tour in November 2024 was incredible! Every destination, from Venice's canals to Rome's ancient landmarks and Florence's Renaissance charm, was perfectly curated. The guides were knowledgeable, the itinerary seamless, and the autumn scenery breathtaking. Accommodations were comfortable, and the group dynamic made the trip even more special. This tour was the perfect blend of culture, history, and adventure—a truly unforgettable experience. Highly recommend!
    MountainsCity sightseeing
    Tour Type
    Group Tour
    Accommodation
    Hotel, Villa
    Age Range
    10-99 yrs
    Operated in
    english
    Destinations
    Rome, Venice, Amsterdam, Tuscany
    Rome, Venice, Amsterdam, Tuscany, Munich, Pisa, Swiss Alps, Rhine, Paris, Lauterbrunnen, Montecatini Terme
    View Tour
    Beautiful Europe Rot - May 2026

    Beautiful Europe ROT - May 2026

    4.4
    The tour was wonderful. All the tour guides were good. Eric and Israel was great. They were knowledgeable,caring and excellent tour guides.
    City sightseeingWalking tours
    Tour Type
    Group Tour
    Accommodation
    Hotel, Resort
    Age Range
    15-99 yrs
    Operated in
    english
    Destinations
    Prague, Salzburg, Kitzbuhel, Vie
    Prague, Salzburg, Kitzbuhel, Vienna, Innsbruck, Zurich, Milan, Rome
    View Tour

    Combine Italy in May with Nearby Countries for an Unforgettable Trip

    See tours with itineraries going through multiple countries, including Italy

    View Tours

    Alternatively, explore tours that are exclusively just France and Italy.

    Great Italian Cities - May 2026

    Great Italian Cities - May 2026

    4.9
    Great trip great tour guide and driver beautiful places and great food
    City sightseeing
    Tour Type
    Group Tour
    Accommodation
    Hotel, Villa
    Age Range
    5-99 yrs
    Operated in
    english
    Destinations
    Rome, Munich, Venice, Florence
    Rome, Munich, Venice, Florence
    View Tour

    Page 7 of 184 Trips in Italy during May 2026 with 2,929 Reviews

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