Top Italy Luxury History Trips & Packages 2025/2026

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!"

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!"

What travelers are saying

"I've traveled to Europe several times before but not like this. Thanks to Kelley and her amazing knowledge and patience with all my queries, my famiy and I enjoyed a customized itinerary filled with a food tour in Paris and a cooking lesson in Naples, history and art lessons at the British Museum and Musee D'Orsay, with enough time to travel independently and make new discoveries with less hassle than before. I absolutely recommend the Relaxed Explorer to anyone looking to make memorable trips with their families that will be cherished by all. Thank you so much Kelley!! Would love to make more good travel memories with your help!!"

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."

What travelers are saying

"A glorious trip in a beautiful place led by warm, friendly, knowledgeable and flexible people with a love of life, a sense of humour and a desire to please. I've been lots of places and guided by lots of people. None better anywhere than Caspin."

What travelers are saying

"I've traveled to Europe several times before but not like this. Thanks to Kelley and her amazing knowledge and patience with all my queries, my famiy and I enjoyed a customized itinerary filled with a food tour in Paris and a cooking lesson in Naples, history and art lessons at the British Museum and Musee D'Orsay, with enough time to travel independently and make new discoveries with less hassle than before. I absolutely recommend the Relaxed Explorer to anyone looking to make memorable trips with their families that will be cherished by all. Thank you so much Kelley!! Would love to make more good travel memories with your help!!"

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!"

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!"