Top Italy Cultural Trips & Packages In 2025/2026

Our 1,052 most popular Italy Cultural Trips & Packages trips. Compare tour itineraries from 128 tour companies. 2,258 reviews.

1,052 Trips match your criteria (89 - 110 shown)

Sicily in Depth (Malta, Classic, 6 days)
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4.6/5 Excellent
100+ reviews
Group Tour
Why we love them
They really care about everyone's individual needs on each tour and they have an incredible attention to detail.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Palermo: Visit the spectacular 12th-century Palatine Chapel. Its sombre exterior gives away few clues to the riches inside. Step into a world where the walls glitter with 12th-century mosaics, the best of their kind in the world.
  • Agrigento: Admire magnificent Hellenistic remains in the Valley of the Temples, such as the massive Temple of Concord and clifftop Temple of Juno.
  • Piazza Armerina: Travel to the Villa Romana del Casale, a UNESCO site since 1997. The Villa is one of the most luxurious of its kind, showcasing it's rich and intricate mosaics which decorate almost every room.
  • Ragusa: During your walking tour with your Local Expert see the famous Baroque buildings and churches.
  • Modica: Experience Modica's celebrated hand-made chocolate.
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Themes

Cultural, 50 Plus

What travelers are saying

"Got good overview of what history of sites seen."

Trip dates & details
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A Taste of Sicily - Palermo to Syracusa
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5/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They travel to places beyond the typical tourist locations and offer exciting activities that bring the “wow factor” travelers want.
Lodging level
Premium - 4 star
Physical level
Strenuous

Visits

Agrigento, Catania, Sicily, Syracuse

Highlights

  • Weeklong gastronomic journey across Sicily from Palermo to Syracusa
  • Visit a traditional Sicilian farmhouse to enjoy fresh produce and delicious flavours
  • Visit Sicily's most famous Classical remains in the Valley of the Temples

Themes

Cultural, Hiking & Walking

What travelers are saying

"Great trip covering highlights of Kerala. Fabulous tour leader and support team. The rides started easy and flat, and became progressively harder with increasingly longer hills as we headed into the mountains. The slow pace suited my ability. The spinning classes I did as preparation definitely paid off. The heat and humidity were challenging! Road conditions were better than expected. The bikes could have been in better condition- the mechanic was great in sorting out issues on the way. Most of the participants missed their various connecting flights arranged by Explore, including us! Arriving at 5am and having to be prepared to cycle at 8.30am wasn’t fun! Explore really need to consider this as I think it’s a regular occurrence!"

Trip dates & details
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Barcelona to Rome
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4.8/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Arles, Barcelona, Cinque Terre, Florence, La Spezia, Nice, Pisa, Rome, Siena, Tuscany, Vatican City

Highlights

  • Spend your free time in Barcelona visiting Gaudi's modern basilica, La Sagrada Familia – a Gothic masterpiece that embodies the city’s artistic and progressive heart.
  • Hike in the majestic Spanish Pyrenees mountains, revelling in the fresh air, panoramic views and an exhilarating sense of freedom.
  • Explore the idyllic Provencal landscapes of southern France and gain an understanding as to why this part of the world is so adored by artists.
  • The Leaning Tower may be Pisa’s most iconic image, but there’s so much more to discover – The Piazza dei Miracoli and Pisa Baptistry are masterpieces in Medieval-Italian architecture.
  • Enjoy plenty of free time in Rome to discover the ancient Colosseum, stroll through Vatican City and gaze up towards the gods inside St Peter's Basilica.

Themes

Cultural, Local Immersion & Homestays, High Adventure

What travelers are saying

"I went on the Intrepid 15 day "Best of Morocco" tour in 2025 and had such an amazing time that I wasn't ready to leave by the time the trip finished! It exceeded my expectations in so many ways: value for money, itinerary, a lot of included activities balanced with lots of rest stops on longer travel days, very caring & attentive local guides, and lots of optional activities. As a company, Intrepid was very easy to communicate with before the trip started (I had sent a few questions about optional activities). The website is also easy to navigate and simple for updating travel & health information. If you are considering doing a tour with Intrepid - make sure you read the Essential Trip Information they have on each tour page. It describes everything in detail so you'll know what to expect. While I LOVED my tour, I can see some people signing up for this without reading the description and then being surprised at some of the 2 star hotels (in this case it was the "Original" tour style). Overall, I am impressed at how this tour managed to simultaneously get us closer to Moroccan culture AND feel like an adventure AND feel like a vacation from day-to-day life back home. I would travel with Intrepid again."

Trip dates & details
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Venice to Rome by Rail + Sorrento and the Amalfi Coast
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4.7/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They travel to places beyond the typical tourist locations and offer exciting activities that bring the “wow factor” travelers want.
Lodging level
Premium - 4 star
Physical level
Strenuous

Visits

Amalfi Coast, Bologna, Colosseum, Forum, Naples, Pisa, Pompeii, Positano, Rome, Sorrento, Venice

Highlights

  • Two week journey from Venice through Tuscany, to Rome and the Amalfi Coast
  • Enjoy delicious Italian cuisine dining out at local restaurants each night
  • Guided tours in Rome and Pompeii and chance to visit enchanting Capri

Themes

Cultural, Hiking & Walking

What travelers are saying

"Great trip covering highlights of Kerala. Fabulous tour leader and support team. The rides started easy and flat, and became progressively harder with increasingly longer hills as we headed into the mountains. The slow pace suited my ability. The spinning classes I did as preparation definitely paid off. The heat and humidity were challenging! Road conditions were better than expected. The bikes could have been in better condition- the mechanic was great in sorting out issues on the way. Most of the participants missed their various connecting flights arranged by Explore, including us! Arriving at 5am and having to be prepared to cycle at 8.30am wasn’t fun! Explore really need to consider this as I think it’s a regular occurrence!"

Trip dates & details
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Health Safety +

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Cycling in Sardinia
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4.8/5 Excellent
100+ reviews
Small Group Tour
Why we love them
With a wide range of trip styles, Exodus caters to every type of traveler out there- even those with specific interests from cycling to winter hiking.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Cycle the unspoiled southwest coast of Sardinia
  • Explore fascinating archaeological sites and picturesque fishing villages
  • Enjoy warm hospitality and delicious local cuisine
  • Relax on Mediterranean beaches

Themes

Cultural, Cycling & Biking

What travelers are saying

"Excellent service"

Trip dates & details
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Health Safety +

Generous cancellation

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Cinque Terre: Hike, Bike & Kayak
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4.3/5 Great
100+ reviews
Small Group Tour
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Full schedule

Visits

Cinque Terre, Genoa, Portofino

Highlights

  • Immerse yourself in colourful cliff-side houses and a coastal paradise that makes the Cinque Terre region of Italy one of the world's most romantic destinations.
  • Adventure through the area's most scenic trails on foot, including parts of the classic coastal route. Bike through gorgeous villages (the best way to cover ground) and take a kayaking trip on the sparkling Mediterranean Sea to a paradisiacal beach.
  • If you'd rather spend more time relaxing on the beach, there's some flexibility to take a train instead of hiking – with a local leader and somebody to organize everything for you, you can choose your own adventure!
  • Enjoy delicious Italian cuisine and afternoon aperitifs overlooking spectacular cliffs, iconic village views and the deep blue of the ocean.
  • Discover a swathe of medieval marvels, such as the castle and churches of Levanto and the Abbey of San Fruttuoso.
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Themes

Cultural, Cycling & Biking, Hiking & Walking, High Adventure, Rafting, Kayaking, Canoeing, Trekking & Expeditions

What travelers are saying

"I went on the Intrepid 15 day "Best of Morocco" tour in 2025 and had such an amazing time that I wasn't ready to leave by the time the trip finished! It exceeded my expectations in so many ways: value for money, itinerary, a lot of included activities balanced with lots of rest stops on longer travel days, very caring & attentive local guides, and lots of optional activities. As a company, Intrepid was very easy to communicate with before the trip started (I had sent a few questions about optional activities). The website is also easy to navigate and simple for updating travel & health information. If you are considering doing a tour with Intrepid - make sure you read the Essential Trip Information they have on each tour page. It describes everything in detail so you'll know what to expect. While I LOVED my tour, I can see some people signing up for this without reading the description and then being surprised at some of the 2 star hotels (in this case it was the "Original" tour style). Overall, I am impressed at how this tour managed to simultaneously get us closer to Moroccan culture AND feel like an adventure AND feel like a vacation from day-to-day life back home. I would travel with Intrepid again."

Trip dates & details
Save this trip to your favorites or other list

Health Safety +

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Cycling in Sicily
Save this trip to your favorites or other list
4.6/5 Excellent
100+ reviews
Small Group Tour
Why we love them
With a wide range of trip styles, Exodus caters to every type of traveler out there- even those with specific interests from cycling to winter hiking.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Sicily, Syracuse

Highlights

  • Discover the best of Sicily by bike with a small group of like-minded adventurers
  • Ride through UNESCO-listed baroque towns in the Val di Noto, Marzamemi and Syracuse
  • Cycle to Cavagrande del Cassibile, one of the deepest canyons in Europe
  • Cool off with refreshing dips in hotel pools and in the Mediterranean Sea
  • Sample the exquisite regional cuisine and wine of Sicily

Themes

Cultural, Cycling & Biking

What travelers are saying

"Excellent service"

Trip dates & details
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Health Safety +

Generous cancellation

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Snowshoeing in the Dolomites - Premium Adventure
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4.8/5 Excellent
100+ reviews
Small Group Tour
Why we love them
With a wide range of trip styles, Exodus caters to every type of traveler out there- even those with specific interests from cycling to winter hiking.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Dolomites

Highlights

  • Walk through the spectacular scenery of the Dolomites
  • Explore areas only accessible by snowshoes
  • Relax in a four-star hotel with wellness centre

Themes

Cultural, High Adventure

What travelers are saying

"Excellent service"

Trip dates & details
Save this trip to your favorites or other list

Health Safety +

Generous cancellation

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Italy Cultural Trips & Packages Reviews

T

Trusted Customer

Mar 2025

Written on

Classical Sicily

I really enjoyed this trip. It packed a lot in to a week, visiting many amazing sites. The hotels were all comfortable and our tour leader was excellent. A week isn...

D

Diana

Mar 2025

Written on

Classical Sicily

Excellent itinerary, competent and resourceful leader, good guides, comfortable transport.

T

Trusted Customer

Oct 2024

Written on

Classical Sicily

The guides bored us with over lengthy history lessons which extended the specific tour too long. The guides accents were very hard to understand. In crowds, it wa...

P

Philip

Oct 2024

Written on

Classical Sicily

this is a great fast paced tour. Less time in Palermo would be good

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