Historical Tours & Trips in Italy
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10 best Historical Italy tour packages
Compiled by

MelissaItaly travel expert at TourRadar
- Siena & History
- The Italian Dream
- Classical Italy
- 8-day Best of Italy: Rome, Florence & Venice
- Mamma Mia! - 13 Days/12 Nights
- Sicilian Secrets - Tour of Sicily 6 days
- Sicilian Secrets - Mini Tour of Sicily 5 days
- Sicilian Secrets - Tour of Sicily 10 days from Catania
- Sicilian Secrets – Tour of Sicily & Aeolian Islands
- Iconic Italian Cities
The rich past of Tuscany unfolds from Etruscan Volterra to Renaissance Pienza. Siena's Gothic Duomo, medieval Monteriggioni fortress, and ancient pilgrim routes along Via Francigena through San Gimignano's historic center showcase the region's heritage.
Duration 4 days Destinations Siena, Pienza, Montepulciano, San Gimignano, Volterra Age Range Ages 12+ Operator Tuscan Escapes From
- NZ$1,268
The Italian Dream
184 Reviews by TourRadar travelers“The hotels were all good. The airport transfers were well done.”
John, traveled in June
The Roman Forum, Vatican Museums, and Siena's medieval Piazza del Campo tell Italy's ancient tales. Expert guides illuminate UNESCO sites including Assisi's Basilica. Stays at Rome Garden Hotel, Mediterraneo Florence, and Delfino Venice-Mestre complement the historical experience.
Duration 8 days Destinations Rome, Assisi, Siena, Florence, Bologna, Venice, Montepulciano Age Range All Ages Welcome Operator Wingbuddy From
- NZ$2,763
Classical Italy
168 Reviews by TourRadar travelers“The tour was fantastic! I learned a lot and enjoyed every minute.”
Rome's Imperial Forums, Florence's medieval Ponte Vecchio, and Venice's historic St. Mark's Square reveal Italy's storied past. Ancient ruins and Renaissance masterpieces come alive through expert commentary.
Duration 5 days Destinations Rome, Florence, Venice Age Range All Ages Welcome Operator Europamundo From $1,286
15% Off- NZ$1,093You save $193
8-day Best of Italy: Rome, Florence & Venice
37 Reviews by TourRadar travelers“The tour was very well organized. The hotels were better than most and located in great areas.”
Theodore, traveled in February
Italy's storied past comes alive at Rome's Vatican Museums, Siena's medieval center, and Florence's Santa Croce Basilica. Expert guides illuminate the history behind Venice's Bridge of Sighs and Assisi's St. Francis Basilica across 8 UNESCO-rich cities.
Duration 8 days Destinations Rome, Assisi, Siena, Florence, Bologna, Venice, Montepulciano Age Range Ages 18+ Operator Carrani Tours From
15% Off- NZ$2,692
Mamma Mia! - 13 Days/12 Nights
49 Reviews by TourRadar travelers“You are able to see all of the best spots of Italy and observe different cultures and foods.”
Justin, traveled in July
Rome's Colosseum and Pompeii's preserved ruins stand as testaments to Italy's past. Expert guides bring 2,000 years of history to life at UNESCO sites including Florence's Uffizi Gallery and Venice's St. Mark's Basilica.
Duration 13 days Destinations Rome, Sorrento, Capri, Amalfi, Positano, Naples, Florence, Tuscany, San Gimignano, PisaSee all destinations Age Range Ages 21-41 Operator Italy on a Budget Tours From
15% Off- NZ$6,289
Sicilian Secrets - Tour of Sicily 6 days
31 Reviews by TourRadar travelers“The staff were your backbone in keeping the tour going & making it memorable.”
Garry, traveled in September
Ancient treasures of Italy await at Syracuse's Greek Theatre, Agrigento's Valley of Temples, and Palermo's Arab-Norman cathedral. Expert guides share insights at each UNESCO site, from Noto's Baroque architecture to Monreale's golden mosaics.
Duration 6 days Destinations Catania, Syracuse, Noto, Ragusa, Modica, Piazza Armerina, Agrigento, Marsala, Monreale, Palermo Age Range All Ages Welcome Operated in English, Italian, Spanish Operator Dimensione Sicilia - Dimsi Incoming Operator Srl From
15% Off- NZ$2,556
Sicilian Secrets - Mini Tour of Sicily 5 days
23 Reviews by TourRadar travelers“Hotels were comfortable with an excellent choice at buffet breakfasts. Especially enjoyed the company of friendly fellow travellers.”
Susan, traveled in April
Sicily's architectural legacy spans from Arab-Norman Palermo to baroque Catania. Expert guides reveal the history behind Monreale's Cathedral, Cefalù's medieval charm, and Taormina's Greek theatre. Includes visits to UNESCO World Heritage sites with 4.8/5 rated itineraries.
Duration 5 days Destinations Palermo, Monreale, Cefalu, Catania, Mount Etna, Taormina Age Range All Ages Welcome Operated in English, Italian, Spanish Operator Dimensione Sicilia - Dimsi Incoming Operator Srl From
15% Off- NZ$2,130
Sicilian Secrets - Tour of Sicily 10 days from Catania
7 Reviews by TourRadar travelers“We had the opportunity to enjoy the best of Sicily in 10 days. Hotels and meals were good and Taormina is not to be missed.”
Rivadavia, traveled in June
Sicily's UNESCO sites, including Syracuse's Archaeological Park and Palatine Chapel, reveal ancient stories. Historical marvels like Monreale's Norman Cathedral and Noto's Baroque architecture complement stays at premium hotels such as Hotel Villa Diodoro in Taormina.
Duration 10 days Destinations Catania, Syracuse, Noto, Ragusa, Modica, Piazza Armerina, Agrigento, Marsala, Monreale, PalermoSee all destinations Age Range All Ages Welcome Operated in English, Italian, Spanish Operator Dimensione Sicilia - Dimsi Incoming Operator Srl From
15% Off- NZ$4,970
Sicilian Secrets – Tour of Sicily & Aeolian Islands
6 Reviews by TourRadar travelers“Excellent hotels and trip. Times kept to by everyone. Bit of confusion over one tour on Lipari but it was all cleared up quickly.”
Laura, traveled in September
Sicily's past comes alive at Palermo's multicultural monuments and Monreale's Norman Cathedral. The baroque UNESCO center of Catania, Cefalù's medieval town, and Panarea's prehistoric village of Cape Milazzese showcase the island's diversity.
Duration 9 days Destinations Palermo, Monreale, Cefalu, Catania, Mount Etna, Taormina, Lipari, Salina, Panarea Island, Stromboli Age Range All Ages Welcome Operator Dimensione Sicilia - Dimsi Incoming Operator Srl From
15% Off- NZ$4,065
Iconic Italian Cities
1 Review by TourRadar travelers“The tour was good with some good selections of places to visit.”
Patrick, traveled in May
Italy's historical treasures range from Milan's Gothic cathedral to Rome's Imperial Forum. Venice's 16th-century Rialto Bridge, Florence's Renaissance Basilica of Santa Maria, and Siena's medieval Piazza del Campo tell stories of the past.
Duration 9 days Destinations Milan, Lake Como, Venice, Florence, Rome Age Range All Ages Welcome Operator Wonderful Holidays UK From
15% Off- NZ$3,681
What people love about Historical Tours in Italy
- Mamma Mia! - 13 Days/12 Nights
This tour is great! My mom and I did the 2 week Mamma Mia tour and loved it! It was a very great experience, we did so much that we wouldn't have been able to do in such a short period of time. The guides were professional, charismatic, prompt, and very understanding. They really were a large contributing factor as to what made this tour so good! Italy on a budget was definitely the way to go if you're coming to Italy for the first time and want to see everything! So much fun, and I would definitely do it again!
- Classical Italy
We really enjoyed the tour. The only negative was the was the amount of walking for tje older people and when you are in town there is no way back to the hotel for hours unless you pay for it yourself .
- The Italian Dream
Fantastic tour package. Accomodations, tours and guide were amazing. My wife and I would have had a really hard time exploring Italy is such a great way if this trip was done differently. There were no hassle of planning and we were just left with great memories.
What our customers ask about Historical Tours & Trips in Italy
What are the must-see historical highlights on a tour of Italy?
From north to south Italy's historical treasures span millennia. The Valley of Temples in Agrigento stands as one of the world's best-preserved ancient Greek sites while Pompeii offers an unparalleled glimpse into Roman daily life. In Rome the Colosseum and Roman Forum transport visitors to the height of empire. Florence serves as an open-air museum of Renaissance art with the Uffizi Gallery and Accademia at its heart. As one TourRadar traveler noted: "The historical sites were and customs was excellent." The journey through time continues in Medieval hill towns like San Gimignano and Baroque cities such as Noto and Ragusa where architecture tells the story of Sicily's rich past.
When is the best time to visit Italy's historical sites and avoid large crowds?
The sweet spot for exploring Italy's historic treasures falls in the shoulder seasons of April-May and September-October. During these months the weather is pleasant and crowds thin considerably at major sites. Travelers report wait times at Rome's Colosseum and Florence's Uffizi Gallery can be cut in half compared to peak summer months. Hotels like Il Principe in Catania and Romano House in Sicily offer ideal bases for exploring nearby historical sites during these quieter periods.
How much walking is typically involved at Italy's historical sites?
Daily walking distances range from 4 to 7 miles across uneven terrain cobblestone streets and numerous steps. Major sites like the Roman Forum and Pompeii require 2 to 3 hours on foot to properly explore. Hotels such as the Mediterraneo Palace in Ragusa and Mercure in Palermo help minimize walking distances with their central locations. As one TourRadar reviewer mentioned: "Be prepared for extensive walking especially in places like Syracuse's archaeological park and Taormina's ancient theater."
What type of accommodations can I expect on historical tours in Italy?
Four-star hotels near city centers and major sites form the backbone of historical tours. Florence's Hotel Home puts Renaissance attractions at your doorstep while Rome's Welcome Piram positions guests close to ancient landmarks. As one TourRadar traveler mentioned: "The hotels were well-located for historical sightseeing - we stayed at Hotel Continental in Venice which was perfect for exploring the city's Medieval streets." Many properties blend modern comforts with historical buildings. The Hotel Villa Diodoro in Taormina offers rooms with views of the ancient Greek theater.
What are the best regions in Italy for historical sightseeing?
Each region tells its own historical chapter. Sicily showcases Greek and Norman influences through Syracuse and Monreale Cathedral. Rome serves as the epicenter of ancient Roman civilization. Tuscany brings the Renaissance to life in Florence while preserving Medieval charm in towns like San Gimignano. As one TourRadar traveler noted: "Sicily was incredible for ancient Greek ruins while Florence perfectly captured Renaissance history." The Amalfi Coast combines historical sites like Pompeii with coastal views and includes gems like Medieval Ravello.
What's included in Historical tour packages?
Tour packages typically cover the essentials: rooms at 4-star properties like the Grand Hotel Europa Palace transport between destinations guided tours at major historical sites skip-the-line access and daily breakfast. As noted by a TourRadar traveler: "Having accommodation transport and expert historical guides arranged made exploring Italy's incredible past so much easier."




















