Italy Cultural Vacation Packages Tours & Trips

162 Italy Cultural Vacation Packages trips. Tours from 26 tour companies. 23 reviews.

162 Trips match your criteria (81 - 100 shown)

Walking in a surprising Umbria
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Self-Guided / Independent Tour
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Highlights

  • Enjoy walk through Assisi
  • Experience walk to Balciano in the national park of Monte Subasio
  • Explore Monte Subasio National Park and today you will be walking through this Park
  • Visit you descend through the forest to the Porta Cappuccini town gate
  • Awesome walk to Manciano passing the abbey of Sassovivo
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Themes

Cultural, Hiking & Walking, Local Immersion & Homestays, Transformative

What travelers are saying

"Thank you all so very much for making this trip an unforgettable adventure. The transportation and translation services were spot-on and the experiences on the farm, truffle hunt, kitchen and dining room were absolutely priceless. A "Bucket List" level experience!!"

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Medieval Umbria: Walking From Assisi To Spoleto
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Self-Guided / Independent Tour
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Highlights

  • Explore medieval town of Assisi and finishes in the characteristic centre of Spoleto, a very special town with many squares
  • Enjoy a tour to Spello: a longer route going uphill in the woods of Mount Subasio passing the monastery San Benedetto
  • Amazing walking once again through a slightly hilly landscape, but the olive groves will soon make way for vineyards.
  • Discover the region and have an unforgettable experience, a cycling holiday, or even a weekend biking trip, offers you the chance to get to know a local area.

Themes

Cultural, Nature & Wildlife, Culinary & Wine, Family Friendly, Hiking & Walking, National Parks, Transformative

What travelers are saying

"Thank you all so very much for making this trip an unforgettable adventure. The transportation and translation services were spot-on and the experiences on the farm, truffle hunt, kitchen and dining room were absolutely priceless. A "Bucket List" level experience!!"

Trip dates & details
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Italy: Puglia, Alberobello & Lecce
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Self-Guided / Independent Tour
Lodging level
Premium - 4 star
Physical level
Extreme
Trip pace
Full schedule

Highlights

  • Stay overnight in the white-washed city of Ostuni, in a 13th-century palace turned into a small intimate hotel
  • Cycle the Ionian and Adriatic coastlines at your own pace, stopping to explore whatever and whenever you wish
  • Stay in the seaside towns of Santa Maria di Leuca and Otranto, rich in ancient history and legend
  • Enjoy ample opportunities to swim at sandy beaches and Mediterranean coves tucked under limestone cliffs
  • Ride into Lecce, known as the “Florence of the South” for its exuberant Baroque architecture

Themes

Cultural, Nature & Wildlife, Cycling & Biking

What travelers are saying

"This was the first organized tour my husband and I have ever joined, so we were not sure what to expect , but it turned out to be the best vacation we've ever had. The scenery and food were amazing. We stayed in beautiful hotels. Most of the riding was on paved bike paths so we hardly ever had to deal with car traffic. Our leaders, Andrea and Martin, were funny, informative , and so helpful. We are already planning to go back to Italy with VBT this summer."

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Custom Designed Trip
Lodging level
lodgingLevelName
Physical level
N/A

Highlights

  • Fully customized trip based on preferences
  • Matched with a local specialist
  • From $150 per person per day
Self-Guided / Independent Tour
Food & Wine Escape – Tuscany & Umbria
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Self-Guided / Independent Tour
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Stroll the beautiful medieval town of Lucca
  • Try your hand at truffle hunting amidst the scenic landscapes of Umbria
  • Enjoy a wine tasting in the medieval village of San Gimignano in Tuscany

Themes

Cultural, Culinary & Wine

What travelers are saying

"We were very happy with the trip and how we worked together with you to plan everything. All of the places we went were amazing. Rome had amazing ancient history, art, and architecture as did Pompeii, and Florence had amazing Renaissance history, art, and architecture, while Milan had a little of both but also with the feel of a modern city. The Amalfi Coast and Lake Como were beautiful. We loved Positano (where we stayed) and Ravello best of the places of the places we visited in The Amalfi Coast because they had the most charm and beauty and the least people. In Lake Como, we stayed in Bellagio, but everyplace we visited in Lake Como was beautiful and charming. However, Bellagio, drinking wine and watching the sunset in Varenna, and the boat tour of the lake stood out as our favorite activities. The food was also amazing everywhere, from local places to fine dining the food was fantastic and memorable. We loved Italy. It’s beautiful, and we’ll definitely come back. All of the travel arrangements were excellent and everything was easy. The drivers were friendly and spoke good to excellent English as well as Italian. And having the extra phone was a nice convenience. We didn’t have any stress or difficulties during the trip about the details as they were all taken care of with excellent results. Our favorite drivers: Naples to Positano and back (and Pompeii) Salvatore was excellent. Driving with him was like being with a friend or family member. He was very concerned with our comfort and always suggested places to stop for pictures or a view and had great knowledge of the Naples and The Amalfi Coast. He was also a gentle driver and never made us uncomfortable. Florence Day Trip – I apologize but his name escapes me (maybe Giorgio?), but he was excellent for all the same reasons we liked Salvatore. He even took us to his favorite Gelato shop near his home town and it was so much better than most of what we tried, and since he grew up there he had lots of really interesting local history Milan to Bellagio – I apologize I also forgot this gentleman’s name, but he was a good driver especially around all the curves to and from Bellagio. Not as talkative as the other two, but very friendly and a gentle driver Our favorite guides: Vatican / Franchesca – Interesting personality and very different that the usual guide experience, but we enjoyed her character. She did what we were interested in doing and never let anyone forget that we (and she) were VIP! Pompeii – I apologize I forget her name, but she was very nice and attentive and very interested in what we wanted to know and see and learn more about. It felt tailored to us and what we wanted, which is why you hire a private guide! All of the other guides and drivers were good but the ones above were the best and most memorable. Thanks again for the great trip! We would definitely recommend you to friends, and in fact we already did recommend our friends Derrick and Lorena to you."

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Italy: The Dolomites, Bolzano to Ora
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Self-Guided / Independent Tour
Lodging level
Premium - 4 star
Physical level
Strenuous
Trip pace
Full schedule

Highlights

  • Cycle from one small alpine city to another, taking in rich cultures steeped in remarkable histories.
  • Ride the diverse landscapes of the Dolomites, from vineyard-blanketed hills, emerald-green valleys, and sylvan forests to dramatic foothills and a 7,000-foot mountain pass.
  • Coast down a mountainside from Pordoi Pass, navigating 33 switchbacks as you descend for six miles along roads made famous by Italian cyclist Fausto Coppi.
  • Revel in some of Europe’s best-maintained bike paths, stellar routes that comprise 90% of this itinerary.
  • Sample the culinary delights of South Tyrol, from alpine cheeses and speck (cured ham) to pinot noirs along the Wine Route.

Themes

Cultural, Nature & Wildlife, Cycling & Biking

What travelers are saying

"This was the first organized tour my husband and I have ever joined, so we were not sure what to expect , but it turned out to be the best vacation we've ever had. The scenery and food were amazing. We stayed in beautiful hotels. Most of the riding was on paved bike paths so we hardly ever had to deal with car traffic. Our leaders, Andrea and Martin, were funny, informative , and so helpful. We are already planning to go back to Italy with VBT this summer."

Trip dates & details
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Flavors of Sicily
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Self-Guided / Independent Tour
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Explore Taormina and enjoy the beauty of this seaside town
  • Private guided light trekking on mt. Etn
  • Winery visit on mt. Etna
  • Private guided tour of Siracusa
  • Ragusa and Noto, chocolate experience in Modica
Show more

Themes

Cultural, Culinary & Wine

What travelers are saying

"We were very happy with the trip and how we worked together with you to plan everything. All of the places we went were amazing. Rome had amazing ancient history, art, and architecture as did Pompeii, and Florence had amazing Renaissance history, art, and architecture, while Milan had a little of both but also with the feel of a modern city. The Amalfi Coast and Lake Como were beautiful. We loved Positano (where we stayed) and Ravello best of the places of the places we visited in The Amalfi Coast because they had the most charm and beauty and the least people. In Lake Como, we stayed in Bellagio, but everyplace we visited in Lake Como was beautiful and charming. However, Bellagio, drinking wine and watching the sunset in Varenna, and the boat tour of the lake stood out as our favorite activities. The food was also amazing everywhere, from local places to fine dining the food was fantastic and memorable. We loved Italy. It’s beautiful, and we’ll definitely come back. All of the travel arrangements were excellent and everything was easy. The drivers were friendly and spoke good to excellent English as well as Italian. And having the extra phone was a nice convenience. We didn’t have any stress or difficulties during the trip about the details as they were all taken care of with excellent results. Our favorite drivers: Naples to Positano and back (and Pompeii) Salvatore was excellent. Driving with him was like being with a friend or family member. He was very concerned with our comfort and always suggested places to stop for pictures or a view and had great knowledge of the Naples and The Amalfi Coast. He was also a gentle driver and never made us uncomfortable. Florence Day Trip – I apologize but his name escapes me (maybe Giorgio?), but he was excellent for all the same reasons we liked Salvatore. He even took us to his favorite Gelato shop near his home town and it was so much better than most of what we tried, and since he grew up there he had lots of really interesting local history Milan to Bellagio – I apologize I also forgot this gentleman’s name, but he was a good driver especially around all the curves to and from Bellagio. Not as talkative as the other two, but very friendly and a gentle driver Our favorite guides: Vatican / Franchesca – Interesting personality and very different that the usual guide experience, but we enjoyed her character. She did what we were interested in doing and never let anyone forget that we (and she) were VIP! Pompeii – I apologize I forget her name, but she was very nice and attentive and very interested in what we wanted to know and see and learn more about. It felt tailored to us and what we wanted, which is why you hire a private guide! All of the other guides and drivers were good but the ones above were the best and most memorable. Thanks again for the great trip! We would definitely recommend you to friends, and in fact we already did recommend our friends Derrick and Lorena to you."

Trip dates & details
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Italy By Rail
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Self-Guided / Independent Tour
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Sit back and enjoy the beauty of Tuscany… State-of-the-art, high-speed Italo trains promise stress-free travel and more time to enjoy these cities.
  • Our expert guide will whisk you past the ticket lines for faster priority access at select sites and museums including the Roman Colosseum, Sistine Chapel, Uffizi Gallery in Florence and the Doge’s Palace in Venice.
  • Our friendly resident staff will enhance your holiday with their attentive, expert service whenever you need it.
  • With our signature flexibility, you can add extra nights in any city... or even do this trip in reverse!

Themes

Cultural, Train & Rail Journeys

What travelers are saying

"Delighted by the experience."

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Walking from Lake Maggiore to Lake Orta
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By Intura Travel
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
Self-Guided / Independent Tour
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Full schedule

Highlights

  • The best panoramic walking trails, the stunning scenery of Lake Maggiore & Lake Orta
  • Discover the beautiful gardens and villas after sailing to the Borromean Islands
  • 1 night & dinner in a mountain refuge at the top of the Mottarone at an altitide of 1489m
  • The charming village of Orta and its Sacro Monte, UNESCO World Heritage site
  • Walk on lake and mountain trails and visit traditional medieval villages

Themes

Cultural, Hiking & Walking, Photography

What travelers are saying

"The variation in the scenery from La Brigue to Menton was spectacular, especially as we took it day by day and could see the gradual difference as we descended through the Maritime Alps. Our favorite towns were St. Agnes and Menton. We did our one-week tour in June, with super weather both in the Alps and down on the coast. This was the perfect way to get away for one week, but feel like we had been on a two-week holiday - fresh air, exercise, good food and nothing to arrange or worry about. Thank you"

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Italy Cultural Vacation Packages Reviews

J

Jay

Jun 2020

Written on

Exceptional trip

The assistance and on call service provided with Sicily Activities was exceptional. Our trip was designed around our needs and also catered for my wife’s pregnant st...

G

Georgy

Apr 2020

Written on

Best customer service ever

Best customer service ever. I had my private tour of Sicily booked for this June. Due to current pandemic crisis I was forced to cancel my trip. Sicily Activities ad...

D

Dennis

Oct 2019

Written on

Just ideal

Just what we were looking for. Small group was ideal. Nice to bond with fellow travelers. We appreciated the flexibility, especially after flight delay and lost lugg...

P

Priscilla

Oct 2019

Written on

Absolutely excellent experience

Wonderful, absolutely excellent experience with Sicily Activities Team. Pre booking assistance, 24 hours concierge during the trip and fantastic memories after tour ...

B

Bill

Sep 2019

Written on

An unbelievable vacation in Sicily

Massimo, we just wanted to thank you again for an unbelievable vacation in Sicily. Your guides are great and make the experience very personal…Our only regret from S...

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