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
- Iconic Italian Cities
- Sicilian Secrets - Tour of Sicily 6 days
- Sicilian Secrets - Mini Tour of Sicily 5 days
- Rome, Florence, Venice, Milan: essential (3* hotels) low carbon tour by train
- Rome, Sorrento, 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 (13 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 12 to 90 year olds Operator Tuscan Escapes From
- NZ$1,213
8-day Best of Italy: Rome, Florence & Venice
32 Reviews by TourRadar travelers“I absolutely loved how informative and helpful the tour was.”
Sarah, traveled in April
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, Padua, Venice, Montepulciano Age Range 18 to 80 year olds Operator Carrani Tours From
- NZ$2,575
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 2 to 90 year olds Operator Wonderful Holidays UK From $3,585
10% Off- NZ$3,226You save $358
Sicilian Secrets - Tour of Sicily 6 days
27 Reviews by TourRadar travelers“It was a really nice tour, we really enjoyed it.”
Lucia, traveled in July
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 2 to 90 year olds Operated in English, Italian, Spanish Operator Dimensione Sicilia - Dimsi Incoming Operator Srl From $2,445
20% Off- NZ$1,956You save $489
Sicilian Secrets - Mini Tour of Sicily 5 days
22 Reviews by TourRadar travelers“It's the perfect itinerary to discover the beauties of Western Sicily. All the facilities were great.”
Ylenia, 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 2 to 90 year olds Operated in English, Italian, Spanish Operator Dimensione Sicilia - Dimsi Incoming Operator Srl From $2,043
20% Off- NZ$1,635You save $409
Rome, Florence, Venice, Milan: essential (3* hotels) low carbon tour by train
2 Reviews by TourRadar travelersGuided tours showcase Italy's masterpieces at Rome's Colosseum, Florence's Accademia Gallery, and Venice's Doge's Palace. Local experts illuminate centuries of artistic and architectural history while visiting Teatro La Fenice opera house and ascending Milan's Gothic cathedral.
Duration 9 days Destinations Rome, Florence, Venice, Milan Age Range up to 99 year olds Operator Meet and Greet Italy From
20% Off- NZ$3,764
Rome, Sorrento, Florence, Venice: signature (4* hotels) low carbon tour by train
1 Review by TourRadar travelers“The quality and ease of access for the daily tours seemed largely dependent on the individual tour groups that Tour Radar consults with.”
Lauryn, traveled in April
Ancient wonders unfold at Rome's Colosseum, Pompeii's ruins, and Florence's Uffizi Gallery. UNESCO sites including Vatican Museums and Venice's historic center captivate visitors. Carefully selected 4* hotels near major landmarks provide comfortable stays.
Duration 9 days Destinations Rome, Sorrento, Florence, Venice Age Range 1 to 99 year olds Operator Meet and Greet Italy From
20% Off- NZ$4,579
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 2 to 90 year olds Operated in English, Italian, Spanish Operator Dimensione Sicilia - Dimsi Incoming Operator Srl From $4,137
20% Off- NZ$3,309You save $827
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 2 to 90 year olds Operated in English, Italian, Spanish Operator Dimensione Sicilia - Dimsi Incoming Operator Srl From $4,754
20% Off- NZ$3,803You save $951
Best of Italy (13 destinations)
16 Reviews by TourRadar travelers“The places we visited were great, transport etc was very well organised.”
Amanda, 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 15 to 99 year olds Operator Intrepid Travel From $7,235
20% Off- NZ$5,788You save $1,447
What people love about Historical Tours in Italy
- 8-day Best of Italy: Rome, Florence & Venice
Excellent tour of the most famous places in Northern Italy. Patricia our guide and our driver Antonio were excellent. Patricia was thorough in her explanations and very helpful. The meals were a little disappointing for the price and the accommodations were average. We did have a great lunch at the end, best lasagna I've had ever!
- Iconic Italian Cities
It was our first time visiting Italy and we didn't want to spend time planning things out for ourselves so we chose to go with the Iconic Italian Cities tour. The tour was good with some good selections of places to visit.
- 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."