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Italy Tours in May 2027
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Italian Discovery
"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, Pisa, Bologna, Venice, Mestre,Montepulciano,Vatican City,Pompeii,Sorrento,Capri+5 more
- Age Range
- Ages 6+
- Operated in
- English, Spanish
- Operator
- Eskapas
7% offSign up to unlock savings- From $3,105
- US$2,888per person
Price based on Private Double Room2 May, 202710+ spaces left7 May, 202710+ spaces left
Mamma Mia! Best of Italy
"We visited many amazing places and, in comparison to other tours I've been on, the accommodation and food provided on this tour were generally superior."
- Duration
- 10 days
- Destinations
- Rome, Vatican City, Sorrento, Capri, Pompeii, Assisi, Siena,Florence,Pisa,Bologna,Mestre,Venice,Burano,Murano,Montepulciano+8 more
- Age Range
- Ages 6+
- Operated in
- English
- Operator
- Eskapas
10% offSign up to unlock savings- From $3,400
- US$3,060per person
Price based on Private Double Room3 May, 202710+ spaces left5 May, 202710+ spaces left
Veloce Italia
"Our trip experience was flawless as they handled any difficulties or itinerary changes with expert care."
- Duration
- 5 days
- Destinations
- Rome, Assisi, Siena, Florence, Bologna, Venice,Montepulciano+1 more
- Age Range
- Ages 6+
- Operated in
- English
- Operator
- Eskapas
10% offSign up to unlock savings- From $1,360
- US$1,224per person
Price based on Private Double Room1 May, 202710+ spaces left3 May, 202710+ spaces left
10 Days Small Group Sicily Highlights (Max 8 Guests)
"We enjoyed beautiful Sicily with an exceptional group and guides, totally recommend."
- Duration
- 10 days
- Destinations
- Catania, Taormina, Savoca, Forza d'Agro, Mount Etna, Noto,Marzamemi,Syracuse,Agrigento,Palermo,Cefalu+5 more
- Age Range
- Ages 13+
- Regions
- SicilySouth Italy
- Operated in
- English
- Operator
- Sicily Activities
10% offSign up to unlock savings- From
- US$3,352per person
Price based on Private Double Room4 May, 20278 spaces left6 May, 20276 spaces left
Southern Italy
"The hotel locations were very good, and the trip was quite well-planned."
- Duration
- 11 days
- Destinations
- Rome, Sorrento, Capri, Pompeii, Palermo, Erice, Agrigento,Ragusa,Noto,Syracuse,Taormina,Catania+5 more
- Age Range
- Ages 6+
- Country Region
- South Italy
- Operated in
- English, Portuguese,Spanish+1 more
- Operator
- Eskapas
3% offSign up to unlock savings- From $4,200
- US$4,074per person
Price based on Private Double Room2 May, 202710+ spaces left7 May, 202710+ spaces left
Discovery of Italy - 8 Days
"The scenery was breathtaking, and the experience was truly unforgettable."
- Duration
- 8 days
- Destinations
- Rome, Assisi, Siena, Florence, Pisa, Bologna, Mestre, Venice,Montepulciano,Vatican City+2 more
- Age Range
- All Ages Welcome
- Operated in
- English
- Operator
- Click Tours
36% offSign up to unlock savings- From $2,800
- US$1,792per person
Price based on Private Double Room2 May, 202710+ spaces left7 May, 202710+ spaces left
The Essence of Italian Culture - 8 Days
"The tour itinerary was excellent with stops in Parma, Bologna, Modena and Verona."
- Duration
- 8 days
- Destinations
- Rome, Assisi, Siena, Florence, Pisa, Bologna, Mestre, Venice,Montepulciano,Vatican City+2 more
- Age Range
- All Ages Welcome
- Operated in
- English
- Operator
- Click Tours
36% offSign up to unlock savings- From $2,925
- US$1,872per person
Price based on Private Double Room2 May, 202710+ spaces left7 May, 202710+ spaces left
Rome to Amalfi
"We loved this trip so much and would highly recommend it to everyone."
- Duration
- 8 days
- Destinations
- Rome, Naples, Pompeii, Mount Vesuvius, Sorrento, Capri,Positano,Minori,Amalfi+3 more
- Age Range
- Ages 15+
- Country Region
- Amalfi CoastSouth ItalyCampania+2 more
- Operated in
- English
- Operator
- Intrepid Travel
36% offSign up to unlock savings- From
- US$2,695per person
Price based on Shared RoomIntrepid Travel offers 5% discount for past passengers, saving $1352 May, 20276 spaces left5 May, 20279 spaces left
Sicilian Secrets - Mini Tour of Sicily 5 days
"Everything was very well organised, we appreciated Hotel's choice and especially food!"
- Duration
- 5 days
- Destinations
- Palermo, Monreale, Cefalu, Catania, Mount Etna, Taormina
- Age Range
- All Ages Welcome
- Regions
- SicilySouth Italy
- Operated in
- English, Italian,Spanish+1 more
- Operator
- Dimensione Sicilia - Dimsi Incoming Operator Srl
25% offSign up to unlock savings- From $1,303
- US$977per person
Price based on Private Double Room1 May, 202710 spaces left8 May, 202710 spaces left
Grand Journey of Italy - 11 Days
"The tour delivered on every promise and the information given before the tour matched the experience."
- Duration
- 11 days
- Destinations
- Rome, Assisi, Siena, Florence, Pisa, Bologna, Padua, Mestre,Venice,Montepulciano,Vatican City,Naples,Pompeii,Sorrento,Capri+7 more
- Age Range
- All Ages Welcome
- Operated in
- English
- Operator
- Click Tours
36% offSign up to unlock savings- From $5,695
- US$3,645per person
Price based on Private Double Room2 May, 202710+ spaces left7 May, 202710+ spaces left
Italy City Break - 5 Days
"The food organised was great and authentic, starting in Rome, Assisi, Siena, Bologna, Florence, Venice, Montepucino n back to Rome 5 days."
- Duration
- 5 days
- Destinations
- Rome, Assisi, Siena, Florence, Pisa, Bologna, Venice,Montepulciano+1 more
- Age Range
- All Ages Welcome
- Country Region
- Central Italy
- Operated in
- English
- Operator
- Click Tours
36% offSign up to unlock savings- From $1,810
- US$1,158per person
Price based on Private Double Room1 May, 202710+ spaces left3 May, 202710+ spaces left
8 Days Small Group Sicily Highlights (Max 8 Guests)
award winner"The tour exceeded our expectations on a daily basis. Amazing activities, food and scenery."
- 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
36% offSign up to unlock savings- From
- US$2,680per person
Price based on Private Double Room5 May, 20278 spaces left7 May, 20276 spaces left
Sicilian Secrets - Tour of Sicily 8 days
"The Itinerary was great, the bus was comfortable, the group was a good size with room to spare."
- Duration
- 8 days
- Destinations
- Catania, Syracuse, Noto, Ragusa, Modica, Piazza Armerina,Agrigento,Marsala,Palermo,Monreale,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
25% offSign up to unlock savings- From $1,947
- US$1,461per person
Price based on Private Double Room1 May, 202710 spaces left8 May, 202710 spaces left
5-day Best of Italy: Rome, Florence & Venice
"Everything was wonderful."
- Duration
- 5 days
- Destinations
- Rome, Assisi, Siena, Florence, Pisa, Bologna, Venice,Montepulciano+1 more
- Age Range
- All Ages Welcome
- Country Region
- Central Italy
- Operated in
- English
- Operator
- Carrani Tours
25% offSign up to unlock savings- From
- US$1,026per person
Price based on Shared Room1 May, 202710+ spaces left3 May, 202710+ spaces left
Taste of Italy
"Best way to see the must see sights is through an organized tour. Definitely will be back."
- Duration
- 7 days
- Destinations
- Rome, Orvieto, Venice, Murano, Burano, Lake Garda, Florence,Montecatini,La Spezia,Cinque Terre,Monterosso al Mare,Vernazza,Corniglia,Manarola,Riomaggiore,Pisa,San Gimignano,Siena,Vatican City+12 more
- Age Range
- Ages 10+
- Operated in
- English
- Operator
- Travel Chasers formerly Expat Explore
25% offSign up to unlock savings- From $1,800
- US$1,345per person
Price based on Shared Room2 May, 202710+ spaces left16 May, 202710+ spaces left
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