Top Italy Luxury Vacation Packages In 2025/2026

Our 72 most popular Italy Luxury Vacation Packages trips. Compare tour itineraries from 15 tour companies. 13 reviews.

72 Trips match your criteria (45 - 66 shown)

GALILEO TOUR - Rome, Florence and Pisa in 5 days
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By Vitor Italy Tours
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
21 reviews
Self-Guided / Independent Tour
Lodging level
Premium - 4 star
Physical level
Wheelchair Accessible
Trip pace
Flexible schedule

Highlights

  • Civita di Bagnoregio, the "dying city"
  • Orvieto, the city "on the rocks"
  • Florence, a museum in open air
  • Pisa and San Gimignano, power in the Middle Ages
  • Montalcino, tasting extraordinary Brunello in a perfect natural scenery
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Themes

Cultural, Culinary & Wine

What travelers are saying

"After an international trip was postponed for a third time due to COVID, my wife and I decided, last minute, to book a trip to Italy. We reached out to three self-drive tour companies, two of which - including VitorItaly - were less than half of the third quote. Ultimately we decided to go with Marcello because of his quote and responsiveness. With only a few weeks to book all of the accommodations and tours, Marcello got everything done and was very communicative throughout. We drove over 2200 km on our trip throughout Italy and Marcello booked a fantastic variety of lodgings: for example a country house near Pienza, a luxury hotel on the lagoon in Venice, and a country estate in Urbino surrounded by an organic farm and vineyard. At an olive oil mill nera Florence, we really enjoyed our time and our large order of fantastic tasting olive oil arrived yesterday. Ughetta was fantastic and gave us a great tour of their facility! Furthermore, while in Italy we could reach out to Marcello via WhatsApp and he continued to be incredibly responsive. Thanks Marcello!"

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BERNINI TOUR - Rome, Pompei, the Amalfi Coast and Naples in 5 days
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By Vitor Italy Tours
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
21 reviews
Self-Guided / Independent Tour
Lodging level
Premium - 4 star
Physical level
Wheelchair Accessible
Trip pace
Flexible schedule

Highlights

  • Rome, walking in the shade of history
  • The Vatican with the Basilica of St. Peter, Popes and power
  • Castelli Romani, where Romans enjoy life
  • The Amalfi Coast, where divas are at home
  • Naples, pizza time

Themes

Cultural, Education / Learning

What travelers are saying

"After an international trip was postponed for a third time due to COVID, my wife and I decided, last minute, to book a trip to Italy. We reached out to three self-drive tour companies, two of which - including VitorItaly - were less than half of the third quote. Ultimately we decided to go with Marcello because of his quote and responsiveness. With only a few weeks to book all of the accommodations and tours, Marcello got everything done and was very communicative throughout. We drove over 2200 km on our trip throughout Italy and Marcello booked a fantastic variety of lodgings: for example a country house near Pienza, a luxury hotel on the lagoon in Venice, and a country estate in Urbino surrounded by an organic farm and vineyard. At an olive oil mill nera Florence, we really enjoyed our time and our large order of fantastic tasting olive oil arrived yesterday. Ughetta was fantastic and gave us a great tour of their facility! Furthermore, while in Italy we could reach out to Marcello via WhatsApp and he continued to be incredibly responsive. Thanks Marcello!"

Trip dates & details
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GIOTTO TOUR - Milan to Venice in 5 days
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By Vitor Italy Tours
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
21 reviews
Self-Guided / Independent Tour
Lodging level
Premium - 4 star
Physical level
Wheelchair Accessible
Trip pace
Flexible schedule

Highlights

  • • Verona, the city of lovers • Padua, the most elegant city of Northern Italy • Venice, the wealthiest city of the Middle Ages • Valdobbiadene, the land of Prosecco • Milan, the 2,000-years-old trendy capital of Northern Italy

Themes

Cultural, Culinary & Wine

What travelers are saying

"After an international trip was postponed for a third time due to COVID, my wife and I decided, last minute, to book a trip to Italy. We reached out to three self-drive tour companies, two of which - including VitorItaly - were less than half of the third quote. Ultimately we decided to go with Marcello because of his quote and responsiveness. With only a few weeks to book all of the accommodations and tours, Marcello got everything done and was very communicative throughout. We drove over 2200 km on our trip throughout Italy and Marcello booked a fantastic variety of lodgings: for example a country house near Pienza, a luxury hotel on the lagoon in Venice, and a country estate in Urbino surrounded by an organic farm and vineyard. At an olive oil mill nera Florence, we really enjoyed our time and our large order of fantastic tasting olive oil arrived yesterday. Ughetta was fantastic and gave us a great tour of their facility! Furthermore, while in Italy we could reach out to Marcello via WhatsApp and he continued to be incredibly responsive. Thanks Marcello!"

Trip dates & details
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Want a tailor-made trip instead?

Your trip, your way, planned by an expert:

  • You choose budget, destinations, activities, transport & lodging type
  • Expert designs the itinerary for you, and once approved, takes care of logistics
Design custom trip
Self-guided Deluxe Tour du Mont Blanc
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5/5 Excellent
9 reviews
Self-Guided / Independent Tour
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Flexible schedule

Highlights

  • Visit Chamonix
  • See the les Contamines with wooded region with impressive glaciers
  • Experience the hike in sweeping views of Mont Blanc and the Chamonix valley.
  • Enjoy the perfect way to hike around Mont Blanc at your own pace
  • Discover Champex One of the mellower hikes on Mont Blanc

Themes

Nature & Wildlife, Hiking & Walking, National Parks

What travelers are saying

"We just returned from an ideal vacation trekking the Bernese Oberland trail! Alpinehikers, with great advice from Matt, did a great job helping us set up a dream vacation in the Alps. So many highlights, great maps & info along the way, and overall great experience. I highly recommend them!"

Trip dates & details
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9-DAY TIZIANO TOUR
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By Vitor Italy Tours
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
21 reviews
Self-Guided / Independent Tour
Lodging level
Premium - 4 star
Physical level
Wheelchair Accessible
Trip pace
Flexible schedule

Highlights

  • Naples, Pizza time
  • Pompei, the Roman city fixed in lava
  • The Amalfi Coast, where divas are at home
  • Paestum, when Greeks ruled Italy
  • Matera, the city of stones
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Themes

Cultural, Culinary & Wine

What travelers are saying

"After an international trip was postponed for a third time due to COVID, my wife and I decided, last minute, to book a trip to Italy. We reached out to three self-drive tour companies, two of which - including VitorItaly - were less than half of the third quote. Ultimately we decided to go with Marcello because of his quote and responsiveness. With only a few weeks to book all of the accommodations and tours, Marcello got everything done and was very communicative throughout. We drove over 2200 km on our trip throughout Italy and Marcello booked a fantastic variety of lodgings: for example a country house near Pienza, a luxury hotel on the lagoon in Venice, and a country estate in Urbino surrounded by an organic farm and vineyard. At an olive oil mill nera Florence, we really enjoyed our time and our large order of fantastic tasting olive oil arrived yesterday. Ughetta was fantastic and gave us a great tour of their facility! Furthermore, while in Italy we could reach out to Marcello via WhatsApp and he continued to be incredibly responsive. Thanks Marcello!"

Trip dates & details
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ITALY IN 2 WEEKS – THE GRAND TOURS Milan, Venice, Florence, Rome and Amalfi Coast
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By Vitor Italy Tours
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
21 reviews
Self-Guided / Independent Tour
Lodging level
Premium - 4 star
Physical level
Wheelchair Accessible
Trip pace
Balanced schedule

Highlights

  • Milan, the trendy 2,000-years-old capital of Northern Italy
  • Verona, the city of lovers
  • Venice, when merchants ruled the Mediterranean
  • Maranello, where the legend of Ferrari started
  • Florence, an open-air museum
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Themes

Cultural, Culinary & Wine

What travelers are saying

"After an international trip was postponed for a third time due to COVID, my wife and I decided, last minute, to book a trip to Italy. We reached out to three self-drive tour companies, two of which - including VitorItaly - were less than half of the third quote. Ultimately we decided to go with Marcello because of his quote and responsiveness. With only a few weeks to book all of the accommodations and tours, Marcello got everything done and was very communicative throughout. We drove over 2200 km on our trip throughout Italy and Marcello booked a fantastic variety of lodgings: for example a country house near Pienza, a luxury hotel on the lagoon in Venice, and a country estate in Urbino surrounded by an organic farm and vineyard. At an olive oil mill nera Florence, we really enjoyed our time and our large order of fantastic tasting olive oil arrived yesterday. Ughetta was fantastic and gave us a great tour of their facility! Furthermore, while in Italy we could reach out to Marcello via WhatsApp and he continued to be incredibly responsive. Thanks Marcello!"

Trip dates & details
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Umbria Italy Walking Tour
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5/5 Excellent
4 reviews
Self-Guided / Independent Tour
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Flexible schedule

Highlights

  • Explore Orvieto
  • Visit Martani Mountain Reserve
  • Visit Spoleto’s many sights
  • Discover Assisi
  • Visit Basilica of St. Francis

Themes

Cultural, Hiking & Walking

What travelers are saying

"Our Azores trip was excellent except for a bit of rain :-); The volcano hikes were spectacular and the side trip notes were very helpful. Doing the volcano hikes was fantastic, especially being high enough to see the Atlantic Ocean to the south and the north, beautiful! We also enjoyed the beach walks and walking to town from our hotel, Santa Barbara Eco Hotel. We stayed at the Santa Barbara Eco Hotel which was excellent. The room, property, pool and spa and services were all excellent. We enjoyed meals everyday at their restaurant which where all excellent. A very relaxing and restful and comfortable hotel. The restaurant at the Santa Barbara Eco Hotel is excellent as is there sister property, The White House, were we enjoyed a spectacular sunset and dinner one night. Your selection of this company “Singular Resorts” is a very good choice. We have been using Intura Travel / Walk Inn Provence since 2014 and will use you again in the future. I have recommended you to family and friends and will continue to do so. You have excellent information and support for travelers. Fantastic trip to the Azores, it was a highlight of our vacation to Portugal."

Trip dates & details
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ITALY IN 10 DAYS - Milan, Cinque Terre, Florence and Rome
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By Vitor Italy Tours
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
21 reviews
Self-Guided / Independent Tour
Lodging level
Premium - 4 star
Physical level
Wheelchair Accessible
Trip pace
Flexible schedule

Highlights

  • Milan, the trendy 2,000-years-old capital of Northern Italy
  • Parma, where food is an art
  • Cinque Terre, the stunning 5 villages perched on the rocks
  • Pisa, how can it stand?
  • Florence, an open-air museum
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Themes

Cultural, Nature & Wildlife, Culinary & Wine

What travelers are saying

"After an international trip was postponed for a third time due to COVID, my wife and I decided, last minute, to book a trip to Italy. We reached out to three self-drive tour companies, two of which - including VitorItaly - were less than half of the third quote. Ultimately we decided to go with Marcello because of his quote and responsiveness. With only a few weeks to book all of the accommodations and tours, Marcello got everything done and was very communicative throughout. We drove over 2200 km on our trip throughout Italy and Marcello booked a fantastic variety of lodgings: for example a country house near Pienza, a luxury hotel on the lagoon in Venice, and a country estate in Urbino surrounded by an organic farm and vineyard. At an olive oil mill nera Florence, we really enjoyed our time and our large order of fantastic tasting olive oil arrived yesterday. Ughetta was fantastic and gave us a great tour of their facility! Furthermore, while in Italy we could reach out to Marcello via WhatsApp and he continued to be incredibly responsive. Thanks Marcello!"

Trip dates & details
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Health Safety

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Italy Luxury 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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