Italy Tours in May 2025
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10 best Italy trips in May 2025
Compiled by
MelissaItaly travel expert at TourRadar
- 5-day Best of Italy: Rome, Florence & Venice
- Mamma Mia! Best of Italy
- Iconic Italian Cities
- 8-day Best of Italy: Rome, Florence & Venice
- Best of Italy (13 destinations)
- Sicilian Secrets - Mini Tour of Sicily 5 days
- Sicilian Secrets – Tour of Sicily & Aeolian Islands
- The Italian Jewels
- Charming Sicily Food & Wine Small Group Tour - 8 days
- Italian Splendors Tour: Rome, Florence, Venice & Lake Como Delights
5-day Best of Italy: Rome, Florence & Venice
16 Reviews by TourRadar travelers“Good overall tour.”
Marcos, traveled in October 2022
Duration 5 days Destinations Rome, Assisi, Siena, Florence, Bologna, Padua, Venice, Montepulciano Age Range up to 85 year olds Operated in English Operator Carrani Tours May departure dates
See All Departure Dates3 May, 2025 10+ spaces left 5 May, 2025 10+ spaces left From
- US$850
Mamma Mia! Best of Italy
50 Reviews by TourRadar travelers“The city is just stunning, with its winding canals and gorgeous landmarks. We even took a gondola ride, which was a truly magical experience.”
Reed, traveled in November 2022
Duration 9 days Destinations Rome, Naples, Pompei, Sorrento, Capri, Assisi, Siena, Florence, Bologna, PaduaSee all destinations Age Range 6 to 80 year olds Operated in English, Spanish Operator Eskapas May departure dates
See All Departure Dates1 May, 2025 10+ spaces left 6 May, 2025 10+ spaces left From $2,825
3% Off- US$2,740You save $84
Iconic Italian Cities
1 Review by TourRadar travelers“The tour was good with some good selections of places to visit.”
Patrick, traveled in May 2024
Duration 9 days Destinations Milan, Lake Como, Venice, Florence, Rome Age Range 2 to 90 year olds Operated in English Operator Wonderful Holidays UK May departure dates
See All Departure Dates2 May, 2025 10 spaces left 6 May, 2025 10 spaces left From $2,413
4% Off- US$2,317You save $96
8-day Best of Italy: Rome, Florence & Venice
28 Reviews by TourRadar travelers“Rome is beautiful and I will definitely be returning. Thank you very much.”
Michael, traveled in August 2022
Duration 8 days Destinations Rome, Assisi, Siena, Florence, Bologna, Padua, Venice, Montepulciano Age Range 18 to 80 year olds Operated in English Operator Carrani Tours May departure dates
See All Departure Dates2 May, 2025 10+ spaces left 4 May, 2025 10+ spaces left From
4% Off- US$1,294
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 2019
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 Operated in English Operator Intrepid Travel May departure dates
See All Departure Dates1 May, 2025 5 spaces left 3 May, 2025 8 spaces left From $4,625
15% Off- US$3,931+$2 local paymentsYou save $694
Sicilian Secrets - Mini Tour of Sicily 5 days
14 Reviews by TourRadar travelers“The overall tour in Sicilia is so impressive. Overall the agenda every day was well managed and we really enjoy the whole trip.”
LING, traveled in July 2019
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 Dates6 May, 2025 10+ spaces left 13 May, 2025 10+ spaces left From
15% Off- US$869
Sicilian Secrets – Tour of Sicily & Aeolian Islands
4 Reviews by TourRadar travelers“This is my second Holiday with Dimensione Sicilia and won't be the last!”
Leonardo, traveled in April 2019
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 Dates6 May, 2025 10 spaces left 13 May, 2025 10 spaces left From
15% Off- US$2,245
Duration 8 days Destinations Rome, Assisi, Siena, Florence, Bologna, Padua, Venice, Montepulciano Age Range 2 to 90 year olds Operated in English Operator Wonderful Holidays UK May departure dates
See All Departure Dates1 May, 2025 10 spaces left 3 May, 2025 10 spaces left From $3,557
4% Off- US$3,415You save $142
Charming Sicily Food & Wine Small Group Tour - 8 days
5 Reviews by TourRadar travelers“I really enjoyed the tour!”
Genevieve, traveled in October 2022
Duration 8 days Destinations Catania, Taormina, Mount Etna, Noto, Marzamemi, Syracuse, Island of Ortigia, Palermo Age Range 11 to 99 year olds Operated in English Operator Click Tours May departure dates
See All Departure Dates5 May, 2025 8 spaces left 12 May, 2025 8 spaces left From $4,160
32% Off- US$2,829You save $1,331
Duration 9 days Destinations Rome, Florence, Venice, Como, Milan Age Range 2 to 90 year olds Operated in English Operator Wonderful Holidays UK May departure dates
See All Departure Dates2 May, 2025 10 spaces left 6 May, 2025 10 spaces left From $2,032
4% Off- US$1,951You save $81
