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

MelissaItaly travel expert at TourRadar
- Siena & History
- 8-day Best of Italy: Rome, Florence & Venice
- Sicilian Secrets - Tour of Sicily 6 days
- Milan, Venice, Florence, Rome: essential (3* hotels) low carbon tour by train
- Sicilian Secrets - Mini Tour of Sicily 5 days
- Rome, Florence, Venice: essential (3* hotels) low carbon tour by train
- Rome, Florence, Venice: signature (4* hotels) low carbon tour by train
- Sicilian Secrets – Tour of Sicily & Aeolian Islands
- Sicilian Secrets - Tour of Sicily 10 days from Catania
- Best of Italy (26 destinations)
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$1,231
8-day Best of Italy: Rome, Florence & Venice
32 Reviews by TourRadar travelers“She was knowledgeable, friendly, helpful. There were many early starts which was tough for some travelers.”
Joan, traveled in May
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
- NZ$2,614
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 $2,291
10% Off- NZ$2,062You save $229
Milan, Venice, Florence, Rome: essential (3* hotels) low carbon tour by train
3 Reviews by TourRadar travelers“The plan was perfect for each city that we visited on the list. The hotels were very good and the package offered the right attractions at each city.”
Anuradha, traveled in December
Milan's La Scala opens a journey through Italy's rich heritage to Rome's ancient ruins. UNESCO sites and historic centers come alive with expert guides from carefully selected 3* hotels. Optional tours include Florence's Accademia Gallery and Venice's Doge's Palace.
Duration 9 days Destinations Milan, Venice, Florence, Rome Age Range All Ages Welcome Operator Meet and Greet Italy From
10% Off- NZ$3,290
Sicilian Secrets - Mini Tour of Sicily 5 days
22 Reviews by TourRadar travelers“Accommodation was very good Palermo Mercure was very central, Catania hotel was older and TV hairdryer never worked.”
Colin, traveled in May
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 $1,915
10% Off- NZ$1,723You save $191
Rome, Florence, Venice: essential (3* hotels) low carbon tour by train
4 Reviews by TourRadar travelers“Everything from TourRadar was nice with this trip, except the Venice portion/tour.”
Donna, traveled in May
Rome's ancient ruins, Florence's Renaissance treasures, and Venice's Gothic palaces reveal Italy's rich history. Centrally located 3* hotels provide easy access to historical districts. Includes skip-the-line entry to landmarks like Accademia Gallery and professional local guides.
Duration 7 days Destinations Rome, Florence, Venice Age Range All Ages Welcome Operator Meet and Greet Italy From
10% Off- NZ$1,753
Rome, Florence, Venice: signature (4* hotels) low carbon tour by train
1 Review by TourRadar travelers“Overall it was a good trip with friends. The hotels are at the lower end of the 4 star rating so we were a little disappointed.”
Lawrence, traveled in November
From the ancient Colosseum to Florence's Uffizi Gallery, Italy's historical sites tell compelling stories. Expert guides reveal the secrets of Vatican Museums and Venice's centuries-old architecture, while guests rest in carefully selected 4* hotels in historic city centers.
Duration 7 days Destinations Rome, Florence, Venice Age Range All Ages Welcome Operator Meet and Greet Italy From
10% Off- NZ$2,324
Sicilian Secrets – Tour of Sicily & Aeolian Islands
5 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 Operated in English, Italian, Spanish Operator Dimensione Sicilia - Dimsi Incoming Operator Srl From
10% Off- NZ$4,137
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 $4,456
10% Off- NZ$4,010You save $446
Best of Italy (26 destinations)
17 Reviews by TourRadar travelers“The itinerary was great, and the tour leader was helpful, sensible, and happy. Her heart is in tourism.”
Natasha, traveled in April
Italy's historic landmarks stretch from Rome's Colosseum to Venice's St. Mark's Basilica. The Medici legacy in Florence, Pisa's famous tower, and Milan's Gothic Duomo showcase the nation's architectural wealth.
Duration 14 days Destinations Rome, Florence, Lucca, Pisa, La Spezia, Cinque Terre, Portofino, Asti, Milan, ComoSee all destinations Age Range Ages 15+ Operator Intrepid Travel From
10% Off- NZ$6,190
What people love about Historical Tours in Italy
- 8-day Best of Italy: Rome, Florence & Venice
Incredible Tour and Clara the tour leader was amazing! hiper recommended
- Rome, Florence, Venice, Milan: signature (4* hotels) low carbon tour by train
The semi-independent tour format worked really well for me. I didn't have to worry about making hotel and transport arrangements in places I wasn't familiar with and Martina and team was accessible and prompt to assist with any questions or schedule adjustments. So it relieved a lot of stress that is usually associated with touring new places.Quality of hotels was as stated - 4 Star and all were in great locations. My only issue is the trip flew by! Can't wait to go on another.
- Sicilian Secrets - Tour of Sicily 6 days
The tour was a much needed holiday and change of scenery. I enjoyed my stay.
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."