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Italy Tours in May 2026
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5-day Best of Italy: Rome, Florence & Venice
4.5 (25 traveler reviews)"Well organized with a lot of wonderful experiences."
- Duration
- 5 days
- Destinations
- Rome, Assisi, Siena, Florence, Bologna, Venice,Montepulciano+1 more
- Age Range
- All Ages Welcome
- Operated in
- English
- Operator
- Carrani Tours
- From
- NZ$1,774per person
Price based on Private Double Room2 May, 202610+ spaces left4 May, 202610+ spaces left
The Italian Dream
4.0 (184 traveler reviews)"The Italian Dream Package was a very economical and diverse package. The Hotels were very nice for a Four Star."
- Duration
- 8 days
- Destinations
- Rome, Assisi, Siena, Florence, Bologna, Venice,Montepulciano+1 more
- Age Range
- All Ages Welcome
- Operated in
- English
- Operator
- Wingbuddy
- From
- NZ$2,721per person
Price based on Private Double Room1 May, 202610+ spaces left3 May, 202610+ spaces left
8-day Best of Italy: Rome, Florence & Venice
4.4 (39 traveler reviews)"The tour was very well organized. The hotels were better than most and located in great areas."
- Duration
- 8 days
- Destinations
- Rome, Assisi, Siena, Florence, Bologna, Venice,Montepulciano+1 more
- Age Range
- Ages 18+
- Operated in
- English
- Operator
- Carrani Tours
- From
- NZ$2,690per person
Price based on Private Double Room1 May, 202610+ spaces left3 May, 202610+ spaces left
Mamma Mia! Best of Italy
4.7 (53 traveler reviews)"I enjoyed the tour. It hit all major cities and the tour guides were amazing."
- Duration
- 10 days
- Destinations
- Rome, Pompei, Sorrento, Capri, Assisi, Siena, Florence,Bologna,Venice+2 more
- Age Range
- Ages 6+
- Operated in
- English
- Operator
- Eskapas
10% Off- From $5,774
- NZ$5,196per person
Price based on Private Double Room4 May, 202610+ spaces left6 May, 202610+ spaces left
Sicilian Secrets - Tour of Sicily 6 days
4.4 (35 traveler reviews)"A wonderful experience thanks to Rita's attention to detail. Sicilian secrets tour of Sicily highly recommend."
- Duration
- 6 days
- Destinations
- Catania, Syracuse, Noto, Ragusa, Modica, Piazza Armerina,Agrigento,Marsala,Monreale,Palermo+4 more
- Age Range
- All Ages Welcome
- Regions
- SicilySouth Italy
- Operated in
- English
- Operator
- Dimensione Sicilia - Dimsi Incoming Operator Srl
10% Off- From
- NZ$2,575per person
Price based on Private Double Room2 May, 202610 spaces left9 May, 20268 spaces left
Sicilian Secrets - Mini Tour of Sicily 5 days
4.6 (28 traveler reviews)"It's the perfect itinerary to discover the beauties of Western Sicily. All the facilities were great."
- Duration
- 5 days
- Destinations
- Palermo, Monreale, Cefalu, Catania, Mount Etna, Taormina
- Age Range
- All Ages Welcome
- Regions
- SicilySouth Italy
- Operated in
- English
- Operator
- Dimensione Sicilia - Dimsi Incoming Operator Srl
10% Off- From
- NZ$2,129per person
Price based on Private Double Room5 May, 202610 spaces left12 May, 202610 spaces left
Sicilian Secrets - Tour of Sicily 10 days Catania/Taormina
4.9 (8 traveler reviews)"Everything was perfectly organized, and we never had to worry about a thing. Dimensione Sicilia delivered a fantastic experience."
- Duration
- 10 days
- Destinations
- Catania, Syracuse, Noto, Ragusa, Modica, Piazza Armerina,Agrigento,Marsala,Monreale,Palermo,Cefalu,Mount Etna,Taormina,Castelmola,Savoca+9 more
- Age Range
- All Ages Welcome
- Regions
- SicilySouth Italy
- Operated in
- English
- Operator
- Dimensione Sicilia - Dimsi Incoming Operator Srl
10% Off- From
- NZ$5,036per person
Price based on Private Double Room2 May, 202610 spaces left9 May, 20268 spaces left
Best of Sicily Catania to Taormina - 10 Days
5.0 (1 traveler review)"Well organised tour, Angela is a great guide."
- Duration
- 10 days
- Destinations
- Catania, Syracuse, Noto, Ragusa, Modica, Piazza Armerina,Agrigento,Monreale,Palermo,Cefalu,Mount Etna,Taormina,Castelmola,Savoca+8 more
- Age Range
- All Ages Welcome
- Regions
- SicilySouth Italy
- Operated in
- English, Italian,Spanish+1 more
- Operator
- Click Tours
36% Off- From $7,411
- NZ$4,743per person
Price based on Private Double Room2 May, 202610+ spaces left9 May, 202610+ spaces left
Charming Sicily Food & Wine Small Group Tour - 8 days
4.1 (7 traveler reviews)"I really enjoyed the tour!"
- Duration
- 8 days
- Destinations
- Catania, Taormina, Mount Etna, Noto, Marzamemi, Syracuse,Island of Ortigia,Palermo+2 more
- Age Range
- Ages 11+
- Regions
- SicilySouth Italy
- Operated in
- English
- Operator
- Click Tours
36% Off- From $8,066
- NZ$5,162per person
Price based on Private Double Room4 May, 20268 spaces left11 May, 20268 spaces left- Booking needs min. 2 travelers
Sicilian Secrets – Tour of Sicily & Aeolian Islands
4.5 (8 traveler reviews)"The architecture & history was amazing! For the cost, I think the tour was good value for money."
- Duration
- 9 days
- Destinations
- Palermo, Monreale, Cefalu, Catania, Mount Etna, Taormina,Lipari,Salina,Panarea Island,Stromboli+4 more
- Age Range
- All Ages Welcome
- Regions
- SicilySouth Italy
- Operated in
- English
- Operator
- Dimensione Sicilia - Dimsi Incoming Operator Srl
36% Off- From
- NZ$4,063per person
Price based on Private Double Room5 May, 202610 spaces left12 May, 202610 spaces left
Sicilian Secrets - Tour of Sicily 8 days
4.4 (95 traveler reviews)"The tour was a great overall experience, and the bus driver was incredible."
- Duration
- 8 days
- Destinations
- Catania, Syracuse, Noto, Ragusa, Modica, Piazza Armerina,Agrigento,Marsala,Monreale,Palermo,Cefalu,Mount Etna,Taormina+7 more
- Age Range
- All Ages Welcome
- Regions
- SicilySouth Italy
- Operated in
- English, Italian,Spanish+1 more
- Operator
- Dimensione Sicilia - Dimsi Incoming Operator Srl
36% Off- From
- NZ$3,260per person
Price based on Private Double Room2 May, 20268 spaces left9 May, 202610 spaces left
Italy City Break - 5 Days
4.4 (73 traveler reviews)"It's one of the good experiences l ever had in my life."
- Duration
- 5 days
- Destinations
- Rome, Assisi, Siena, Florence, Bologna, Venice, Tuscany,Montepulciano+1 more
- Age Range
- All Ages Welcome
- Operated in
- English
- Operator
- Click Tours
36% Off- From $3,068
- NZ$1,963per person
Price based on Private Double Room2 May, 202610+ spaces left4 May, 202610+ spaces left
Italian Discovery
4.6 (128 traveler reviews)"The trip hits all the major spots — Rome, Florence, Venice, Sorrento, Pompeii, Capri — and yeah, it's a lot."
- Duration
- 11 days
- Destinations
- Rome, Assisi, Siena, Florence, Bologna, Venice,Montepulciano,Pompeii,Sorrento,Capri+4 more
- Age Range
- Ages 6+
- Operated in
- English, Spanish
- Operator
- Eskapas
10% Off- From $5,300
- NZ$4,770per person
Price based on Private Double Room1 May, 202610+ spaces left3 May, 202610+ spaces left
Small Group Sicily Highlights (Maximum 8 Guests)
4.7 (180 traveler reviews) award winner"It was detailed, spirited, and full of beauty!"
- Duration
- 8 days
- Destinations
- Catania, Taormina, Savoca, Forza d'Agro, Mount Etna, Noto,Marzamemi,Syracuse,Agrigento,Palermo+4 more
- Age Range
- Ages 12+
- Regions
- SicilySouth Italy
- Operated in
- English
- Operator
- Sicily Activities
15% Off- From $5,195
- NZ$4,416per person
Price based on Private Double Room1 May, 20266 spaces left6 May, 20268 spaces left
Sicilian Secrets - Tour of Sicily 10 days from Palermo
4.2 (37 traveler reviews)"We had an amazing time on our tour. Alessio as our guide and Pino as our driver were both amazing."
- Duration
- 10 days
- Destinations
- Palermo, Monreale, Cefalu, Catania, Mount Etna, Taormina,Syracuse,Noto,Ragusa,Modica,Piazza Armerina,Agrigento,Marsala,Erice,Segesta+9 more
- Age Range
- All Ages Welcome
- Regions
- SicilySouth Italy
- Operated in
- English, Italian,Spanish+1 more
- Operator
- Dimensione Sicilia - Dimsi Incoming Operator Srl
15% Off- From
- NZ$4,111per person
Price based on Private Double Room5 May, 20268 spaces left12 May, 202610 spaces left
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Expert in Italy at TourRadar
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