Top Italy Wine Tasting Trips & Packages In 2025/2026

What travelers are saying

"The wildlife viewing was incredible! We were able to take superb photos and the knowledge guides were enjoyable. We were impressed with our accommodations and especially the tented camps. The service at the camps were first rate!"

What travelers are saying

"It took us two days, four airports to get to the start of our tour and then additional four days to get our luggage. We spent most of days shopping for essentials rather than enjoying our holiday. I had paid £8,000 for this holiday. 1) Travelshere tried to take money out my account twice. I had to contact my bank to get the transaction number to prove to them that I had paid. 2) Three weeks before departure they completely changed our flights ( presumably they got a cheaper deal) 3) Sent to us to wrong terminal for our flight, had to rush over to the right terminal 4) Madrid was snowed under, so the flights were delayed and there was no way we were going to make the connection, so they split the group. The main group was sent direct to destination from London and two couple with Indian names were sent to Madrid, knowing well that they were not going to make the connection. 5) The guide went with the main group and we were left to organise our way to the destination. 6) After four airports, endless queuing and two days we got to our destination ( so we lost two days holidays and the excursion), minus the luggage. No glutton free meals, so my wife traveled long distance without any food. 7) It took five days to get our luggage, so we spent most our spare time shopping for essentials in foreign land with limited local language skills. No help from any one. 8) When I complained, I got this terse letter while I am on holidays. Unfortunately, I can’t copy and paste this letter, which would have conveyed their attitude to whole mess. There were so many issues that I can’t list all of them. Needless to say I shared my experience of this company with my family, friends, work colleagues and fellow travelers."

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

"We booked in February via TripMasters for a trip to Italy in June. Everything was confirmed in February, after our payment. However, in May, right before our trip, we were told that our hotel in Venice had become unavailable. This is from the email sent by TripMasters : "We were just informed that Sant`Antonin Hotel will not be able to honor our reservation that is why our vendor is offering the following alternative properties that is a free upgrade to 4 stars Hotel: 1st Option: Novotel Venezia Mestre Castellana - Upgrade to 4**** Via Alfredo Ceccherini 21, Mestre, VE, 30174, ITA Room type: Family Room, 1 Double Bed with Sofa bed Bedding type: 1 Double Bed and 1 Double Sofa Bed 2nd Option: Hotel Mercure Venezia Marghera - Upgrade to 4**** Via Malamocco 14, Mestre, VE, 30175, ITA Room type: Starndar, Multiple Beds 2 Twin Beds and 1 Double Sofa Bed Note that these rooms are not booked yet. We need your approval. Please let us know if you accept, or if you need further information do not hesitate to contact us." Neither hotel has the traditional style we were looking for, so we declined and scrambled to find among the much more limited inventory than when we booked our trip in February an acceptable alternative. It's only until we finished our trip and got to know the area better did we realize how far away the two alternative options TripMasters are from Venice (>1 hour each way to Venice via public transportation) and how much cheaper they are compared with our original choice (right in the center of Venice and has stellar reviews). We just felt lucky that we didn't take the bait and fell into their trap. Otherwise, our trip would have been ruined. It's quite blatant when they had the gut to mention this in their email: "a free upgrade to 4 stars Hotel" without disclosing the much different location of the two alternatives. We dislike being treated so dishonestly and will never use them again."

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."