Traveling to Italy in May 2026? We offer 400+ tours, trips and vacation packages to Italy in May 2026. Our Italy in May 2026 tour packages and trips have 7180+ customer reviews. All the Italy May 2026 tour packages and trips are carried out by hand-picked, qualified local and international Italy tour operators.
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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.
This tour covered all the best spots in Italy, from Rome to Venice. The guide was super helpful, and everything was well planned. I loved every moment!
A great grip with amazing food, cultural experiences, sights, activities, and people. Venice, Florence, Rome, Pisa, and Milan were amazing. I highly recommend it as a way for people to see Rome and Northern Italy.
Our family of 5 adults recently went to Italy on a 9 day trip to Venice, Rome and Sorrento(Amalfi Coast) with private tours, fast train travel, door to door drivers, and great accommodations; which was all set up by Michael.
Michael was very responsive to my communications, very helpful with trip suggestions to make the trip better, and just overall a great travel planner! I was nervous at first, because I have never completely booked a vacation online without ever meeting the travel planner, but it all worked out great!
We were completely happy with everything about our trip, and will definitely reach out to Michael again when we travel to Italy! There were a couple of small issues that arose over the duration of the trip, but they were handled quickly and without further problem to us. So all was good.
Our private tour guides in Rome, Ornella; and Roberta in Pompeii were incredible. Our Venice tour guide, Cynthia, was awesome too, she did a great job! We did a full day 8 hr tour in Rome of the Colosseum and Vatican, and I would recommend splitting that to two half days if you have the time. It was awesome, but a bit much for one day!! Also, we had a full day Amalfi Coast tour by van, with great driver Antonio, which was supposed to go to Positano, Amalfi, & Ravello, but because the traffic is so bad on the roads, there wasn't time to make it to Ravello. So, I recommend either going by boat, which we hear is faster, or allow more time if you want to see all three villages.
Again, a great trip for the memory books! Thank you MIchael and all of the local operators who worked to make our trip such a success!!
Received excellent service and suggestions for a tour we planned for our son and daughter when they toured the Amalfi Coast in August. Hotels were all in great locations close to the action and all excellent 4 or 5 star. Would definitely use or recommend the tour operator to friends or family.
Countryside and village visits
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Private Tour around Apulia and Matera beyond our expectations .Very good the Hotel in Matera, Dimora di Metello..but also Tenuta Monacelle near Alberobello. Great local guide and meals. I only think you should had add an extra day in Apulia, 5 days are not enough. Anyway excellent tour and service. Very good value for money
Sightseeing ToursFood tours
Tour Type
Private Tour
Accommodation
Hotel
Age Range
20-99 yrs
Operated in
english
Destinations
Matera, Puglia, Polignano A Mare
Matera, Puglia, Polignano A Mare, Alberobello, Monopoli, Bari
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