Italy Tours in May 2026
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10 best Italy trips in May 2026
Compiled by
MelissaItaly travel expert at TourRadar
- Italian Discovery
- Mamma Mia! Best of Italy
- Iconic Italian Cities
- Sicilian Secrets - Tour of Sicily 6 days
- Best of Italy (13 destinations)
- Sicilian Secrets - Mini Tour of Sicily 5 days
- Italy : Cities and Lakes W/top sightseeing & train rides 4 Star
- Standard 8 nights Italy
- Sicilian Secrets – Tour of Sicily & Aeolian Islands
- Sicilian Secrets - Tour of Sicily 10 days from Catania
Italian Discovery
116 Reviews by TourRadar travelers“Excellent tour and our tour guide Niki was FANTASTIC! We loved that Niki stuck with us through the Sorrento, Naples, Capri part of our tour package as well!”
Mark, traveled in October
Duration 11 days Destinations Rome, Assisi, Siena, Florence, Bologna, Venice, Montepulciano, Pompeii, Sorrento, Capri Age Range 6 to 80 year olds Operated in English, Spanish Operator Eskapas May departure dates
See All Departure Dates3 May, 2026 10+ spaces left 10 May, 2026 10+ spaces left From $5,085
5% Off- NZ$4,830You save $254
Mamma Mia! Best of Italy
50 Reviews by TourRadar travelers“I enjoyed the tour. It hit all major cities and the tour guides were amazing.”
Kahli, traveled in September
Duration 10 days Destinations Rome, Pompei, Sorrento, Capri, Assisi, Siena, Florence, Bologna, Venice Age Range 6 to 80 year olds Operated in English, Spanish Operator Eskapas May departure dates
See All Departure Dates4 May, 2026 10+ spaces left 6 May, 2026 10+ spaces left From $5,085
3% Off- NZ$4,932You save $153
Iconic Italian Cities
1 Review by TourRadar travelers“The tour was good with some good selections of places to visit.”
Patrick, traveled in May
Duration 9 days Destinations Milan, Lake Como, Venice, Florence, Rome Age Range 2 to 90 year olds Operator Wonderful Holidays UK May departure dates
See All Departure Dates3 May, 2026 10 spaces left 13 May, 2026 10 spaces left From $3,604
10% Off- NZ$3,244You save $360
Sicilian Secrets - Tour of Sicily 6 days
26 Reviews by TourRadar travelers“The staff were your backbone in keeping the tour going & making it memorable.”
Garry, traveled in September
Duration 6 days Destinations Catania, Syracuse, Noto, Ragusa, Modica, Piazza Armerina, Agrigento, Marsala, Monreale, Palermo Age Range 2 to 90 year olds Operated in English, Italian, Spanish Operator Dimensione Sicilia - Dimsi Incoming Operator Srl May departure dates
See All Departure Dates2 May, 2026 10 spaces left 9 May, 2026 10 spaces left From $2,418
20% Off- NZ$1,934You save $484
Best of Italy (13 destinations)
16 Reviews by TourRadar travelers“This trip was superb, I definitely intend to travel with Intrepid again and would recommend this trip.”
Angela, traveled in April
Duration 14 days Destinations Rome, Florence, Lucca, Pisa, La Spezia, Cinque Terre, Portofino, Asti, Milan, ComoSee all destinations Age Range 15 to 99 year olds Operator Intrepid Travel May departure dates
See All Departure Dates2 May, 2026 9 spaces left 4 May, 2026 10+ spaces left From $6,730
15% Off- NZ$5,720You save $1,010
Sicilian Secrets - Mini Tour of Sicily 5 days
22 Reviews by TourRadar travelers“It's the perfect itinerary to discover the beauties of Western Sicily. All the facilities were great.”
Ylenia, traveled in April
Duration 5 days Destinations Palermo, Monreale, Cefalu, Catania, Mount Etna, Taormina Age Range 2 to 90 year olds Operated in English, Italian, Spanish Operator Dimensione Sicilia - Dimsi Incoming Operator Srl May departure dates
See All Departure Dates5 May, 2026 10 spaces left 12 May, 2026 10 spaces left From $2,021
20% Off- NZ$1,617You save $404
Italy : Cities and Lakes W/top sightseeing & train rides 4 Star
2 Reviews by TourRadar travelers“Price was reasonable, customer service was the BEST, staff were very responsive to all questions.”
Marsha, traveled in December
Duration 9 days Destinations Milan, Lake Como, Venice, Florence, Rome Age Range up to 99 year olds Operator Wanderful Holidays LLC May departure dates
See All Departure Dates3 May, 2026 10 spaces left 30 May, 2026 10 spaces left From $3,654
10% Off- NZ$3,289You save $365
Standard 8 nights Italy
2 Reviews by TourRadar travelers“Good itinerary for a quick visit to top 4 Cities in Italy. Good for first timers or those too busy to plan their trip.”
Debashis, traveled in May
Duration 9 days Destinations Milan, Lake Como, Venice, Florence, Rome Age Range up to 99 year olds Operator Wanderful Holidays LLC May departure dates
See All Departure Dates17 May, 2026 10 spaces left 30 May, 2026 10 spaces left From $3,155
10% Off- NZ$2,840You save $316
Sicilian Secrets – Tour of Sicily & Aeolian Islands
5 Reviews by TourRadar travelers“This is my second Holiday with Dimensione Sicilia and won't be the last!”
Leonardo, traveled in April
Duration 9 days Destinations Palermo, Monreale, Cefalu, Catania, Mount Etna, Taormina, Lipari, Salina, Panarea Island, Stromboli Age Range 2 to 90 year olds Operated in English, Italian, Spanish Operator Dimensione Sicilia - Dimsi Incoming Operator Srl May departure dates
See All Departure Dates5 May, 2026 10 spaces left 12 May, 2026 10 spaces left From $4,092
20% Off- NZ$3,273You save $818
Duration 10 days Destinations Catania, Syracuse, Noto, Ragusa, Modica, Piazza Armerina, Agrigento, Marsala, Monreale, PalermoSee all destinations Age Range 2 to 90 year olds Operated in English, Italian, Spanish Operator Dimensione Sicilia - Dimsi Incoming Operator Srl May departure dates
See All Departure Dates2 May, 2026 10 spaces left 9 May, 2026 10 spaces left From $4,702
20% Off- NZ$3,761You save $940
What people love about Italy Tours in May
- Sicilian Secrets - Mini Tour of Sicily 5 days
We loved the Sicilian Secrets tour. Accommodation was great at most places and good at the lowest rated hotel. The places we. I sited we would not have been able to visit on our own especially the valley of the temples and the roman villa
- Italy City Break - 5 Days
Really enjoyed the tour. Good mix of organised tour and free time. Only downside were the strict early starts but otherwise couldn’t fault it
- Amalfi Coast Walking - Agriturismo
Would recommend this trip duringMay because of the comfortable temperatures and wild flowers
What our customers ask about Italy Tours in May 2026
What is the weather like in different regions of Italy during May?
Each region of Italy presents distinct temperatures during May. Northern cities like Milan and Venice see daily averages of 68-75°F (20-24°C). Central destinations including Rome and Florence maintain pleasant temperatures of 70-77°F (21-25°C). The southern regions such as the Amalfi Coast warm up to 75-82°F (24-28°C). A TourRadar reviewer notes "May was the perfect month to visit - warm enough for comfortable sightseeing but not too hot for walking tours in Rome and Florence."
Which regions in Italy are best to visit in May?
The Amalfi Coast and Sicily offer excellent conditions in May before summer tourists arrive. The mild weather suits hiking on coastal paths including the Path of the Gods while Mount Etna provides clear views. Rome and Florence welcome visitors with ideal walking weather. Hotels like Taormina's Ariston and Palermo's Garibaldi serve as comfortable bases with springtime vistas. One TourRadar review confirms "the views were breathtaking with perfect visibility."
What are the must-see festivals and events in Italy during May?
Cultural celebrations fill the May calendar across Italy. Visitors can experience the medieval Calendimaggio Festival in Assisi watch the Giro d'Italia cycling race or join local food festivals celebrating spring harvests. Sicily's Noto hosts the vibrant Infiorata flower festival. According to a TourRadar traveler "experiencing the local May festivals really added an authentic cultural element to our tour."
Are water activities possible in Italy during May?
The coastal waters become inviting in May as temperatures reach 19°C (66°F) around the Amalfi Coast and Capri. Regular boat services resume to attractions like Capri's Blue Grotto and coastal excursions begin their seasonal schedules. Beachfront properties such as the Michelangelo in Sorrento provide easy water access. A TourRadar guest shared: "Our boat trip to Capri in May was perfect - warm enough to swim but not too hot for exploring the island."
What is the average cost of tours in Italy during May?
Eight-day tours in May typically cost between 2500-4600 USD depending on accommodation choices and included activities. Sicily small group experiences average 2800 USD per person while Amalfi Coast tours start around 2200 USD. Standard packages include stays at hotels like Ariston or Garibaldi daily breakfast select meals and expert-led excursions.
Are there any flower or garden attractions particularly beautiful in May?
Gardens reach peak beauty in May across Italy. Lake Como's Villa Carlotta Florence's Boboli Gardens and Rome's Vatican Gardens display rich spring colors. Florence's Iris Garden showcases its namesake flowers in full bloom. A TourRadar visitor observed "The gardens at Villa Carlotta were absolutely stunning in May with all the flowers in full bloom."
What makes May a good time to visit Italy's Amalfi Coast?
May brings optimal conditions to the Amalfi Coast with temperatures ranging from 20-25°C (68-77°F). Pink bougainvillea decorates Positano's terraced landscape while hikers enjoy the Path of the Gods under clear skies. Properties like Sorrento's Hotel Michelangelo and Chianti's Villa Pitiana enhance the spring experience. As noted by a TourRadar guest: "April/May was the perfect time to go and we had a good experience with all of the accommodations transportation and excursions."