Top Italy Wine Tasting Custom Private Tours & Packages In 2025/2026

Our 104 most popular Italy Wine Tasting Custom Private Tours & Packages trips. Compare tour itineraries from 17 tour companies. 30 reviews.

104 Trips match your criteria (67 - 88 shown)

Romantic Italy
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By Top Travel Italy
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
19 reviews
Private Guided
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Colosseum and Roman Empire walking tour
  • Roman aperitif at sunset
  • Vatican and Sistine’s Chapel tour
  • Florence highlights and Accademia tour
  • Siena and Chianti with wine tasting
Show more

Themes

Cultural, Culinary & Wine, Train & Rail Journeys, Photography

What travelers are saying

"My wife of 31years and I wanted to start our retirement with a bang, and top travel delivered. Private guides with easy entry into all the major attractions, made our vacation special. Top travel tailored our trip to our interests. You do pay a premium, but it was worth it."

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London to Venice Adventure Tour
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4.2/5 Great
19 reviews
Private Guided
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • See Westminster Abbey, St.Pauls Cathedral, Trafalgar Square, the Tower of London, the House of Parliament, Big Ben and Buckingham Palace.
  • Check out Paris from the top of the Eiffel Tower.
  • See the Colosseum, the Roman Forum, Piazza Venezia, Trevi Fountain, Pantheon & Piazza Navona.
  • Explore Florence, see Ponte Vecchio, the Medici Palace & Duomo
  • Enjoy gondola ride through Venice's iconic canals

Themes

Cultural, Family Friendly, Train & Rail Journeys

What travelers are saying

"My Mother and I planned this trip for 11 months, we were celebrating our 40th & 60th birthday together. We arrived to Paris on Monday the 26th. I had requested 2 extra nights so we would have some time to adjust after traveling. The company decided to book a tour for us the second day after being asked not too. We arrived to our hotel in a disgusting part of Paris and quite a ways from the sights. Even our taxi driver (the one the company hired) told us this part of Paris was unsafe, especially for women and at night. It took 35mins to get from out hotel to the eiffel tower by car. Our room was so not great, it faced inside looking at a wall. That's considered 4 stars? The staff however was amazing and helpful. They even warned us to not be out at night as the area wasn't the most safe. I let the company know and they said that guarantee the area is safe and central to the sites. 80% of our hotels were not as advertised but the "or similar" ones. Had we gotten the one as shown on the advert, we would have been in a beautiful area, with lovely shops and restaurants. (We went by the hotels we should of had, and all had availability) Fun fact, we had been put right across from the train station, yet none of the transfers were out of this train station, but another 30min Uber ride to a different train station. I contacted customer service over 15 times on this trip about various issues and each time they ignored what was happening and used some lame excuse as why they couldn't help. For example; One tour in Beaune required that we make our way to a winery on a friday morning. We asked the front desk to help us when we couldn't get uber/bolt to work( heads up, they don't have that service there, except sometimes on sat/sun) they also do not have a taxi service available during the week. All 5 of the front desk staff, looked at us like we were crazy. They all tried so hard to find us a way out there besides walking 5miles to get there in 90° weather. They kept saying we're not sure why the tour company keeps saying there is a way out there by public transit, but there isn't. I called customer service.. they argued with me several times over the matter. They sent me info on taxi services that didn't exist there, bus schedules that were for children's bus routes for school and told us that walking was an option. Sadly, we missed the tour. I was shocked. I asked for a phone call from a manager.. I still have yet to receive one even after asking repeatedly. Another fun fact, Discovery Nomads books tours for you that have to paid when the tour is over, as with the walking tour of Paris they arranged for us. The guide himself was amazing, but the only way the guide makes money is by us giving him money at the end. Weird that a company who charges me for tours, made me pay for a tour on site. Not to mention, buyer beware, when it says you get to see the Louve, they mean look at it. You'll have to buy a ticket to go inside. As well as Versallies, where it says a day at Versallies, they mean a couple hours at best. We got there at 2, the tour was 2hrs. and it closes at 6pm. O no time to see the home and gardens. That's not even half a day. I let customer service know that too. They ignored me. We missed a train due to it being delayed and then cancelled. I tried to call customer service again for help, this time no answer. Unfamiliar with what to do, we rebooked a train and paid over 250 euros for it. I let the company know and their reply, it says the train wasn't cancelled so we can't help you. Yet here we were with about 12 other people who also had to rebook a train. Had we had help from the company at the time, we could have just switched our tickets to the next train. But alas, no help from them just excuses. Overall I spent more time trying to figure out how to get transport from A to B, emailing and calling them, spending over 800 euros in transport just to get to train stations and tours, and not to mention the awful train schedules they had us on. This trip was a complete nightmare. I wanted this trip to be amazing for my mother and I, and all we wanted to do was come home. I will never use this company again, and I will share this horror story with others as much as possible to warn them of using Discover Nomads."

Trip dates & details
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Emilia Romagna History and Food Traditions
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By Top Travel Italy
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
19 reviews
Private Guided
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • History, Life & Food in Bologna
  • Discover Parma with Parma ham and cheese tasting experience at local factory
  • The Ferrari experience at the Italian Motor Valley with sparkling wine tasting experience
  • Ferrara Excursion with Lambrusco tasting experience
  • Ravenna and the Valley of Comacchio private excursion
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Themes

Cultural, Culinary & Wine, Photography

What travelers are saying

"My wife of 31years and I wanted to start our retirement with a bang, and top travel delivered. Private guides with easy entry into all the major attractions, made our vacation special. Top travel tailored our trip to our interests. You do pay a premium, but it was worth it."

Trip dates & details
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Best of Italy Adventure Tour
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4.2/5 Great
19 reviews
Private Guided
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • See Piazza Venezia, Trevi Fountain, Pantheon & Piazza Navona in Rome
  • Discover the Secrets of Michelangelo's Florence
  • See the Lining Tower of Pisa
  • Visit to the Doge's Palace & St. Mark's Basilica
  • Take a gondola ride in Venice
Show more

Themes

Cultural, Family Friendly, Train & Rail Journeys

What travelers are saying

"My Mother and I planned this trip for 11 months, we were celebrating our 40th & 60th birthday together. We arrived to Paris on Monday the 26th. I had requested 2 extra nights so we would have some time to adjust after traveling. The company decided to book a tour for us the second day after being asked not too. We arrived to our hotel in a disgusting part of Paris and quite a ways from the sights. Even our taxi driver (the one the company hired) told us this part of Paris was unsafe, especially for women and at night. It took 35mins to get from out hotel to the eiffel tower by car. Our room was so not great, it faced inside looking at a wall. That's considered 4 stars? The staff however was amazing and helpful. They even warned us to not be out at night as the area wasn't the most safe. I let the company know and they said that guarantee the area is safe and central to the sites. 80% of our hotels were not as advertised but the "or similar" ones. Had we gotten the one as shown on the advert, we would have been in a beautiful area, with lovely shops and restaurants. (We went by the hotels we should of had, and all had availability) Fun fact, we had been put right across from the train station, yet none of the transfers were out of this train station, but another 30min Uber ride to a different train station. I contacted customer service over 15 times on this trip about various issues and each time they ignored what was happening and used some lame excuse as why they couldn't help. For example; One tour in Beaune required that we make our way to a winery on a friday morning. We asked the front desk to help us when we couldn't get uber/bolt to work( heads up, they don't have that service there, except sometimes on sat/sun) they also do not have a taxi service available during the week. All 5 of the front desk staff, looked at us like we were crazy. They all tried so hard to find us a way out there besides walking 5miles to get there in 90° weather. They kept saying we're not sure why the tour company keeps saying there is a way out there by public transit, but there isn't. I called customer service.. they argued with me several times over the matter. They sent me info on taxi services that didn't exist there, bus schedules that were for children's bus routes for school and told us that walking was an option. Sadly, we missed the tour. I was shocked. I asked for a phone call from a manager.. I still have yet to receive one even after asking repeatedly. Another fun fact, Discovery Nomads books tours for you that have to paid when the tour is over, as with the walking tour of Paris they arranged for us. The guide himself was amazing, but the only way the guide makes money is by us giving him money at the end. Weird that a company who charges me for tours, made me pay for a tour on site. Not to mention, buyer beware, when it says you get to see the Louve, they mean look at it. You'll have to buy a ticket to go inside. As well as Versallies, where it says a day at Versallies, they mean a couple hours at best. We got there at 2, the tour was 2hrs. and it closes at 6pm. O no time to see the home and gardens. That's not even half a day. I let customer service know that too. They ignored me. We missed a train due to it being delayed and then cancelled. I tried to call customer service again for help, this time no answer. Unfamiliar with what to do, we rebooked a train and paid over 250 euros for it. I let the company know and their reply, it says the train wasn't cancelled so we can't help you. Yet here we were with about 12 other people who also had to rebook a train. Had we had help from the company at the time, we could have just switched our tickets to the next train. But alas, no help from them just excuses. Overall I spent more time trying to figure out how to get transport from A to B, emailing and calling them, spending over 800 euros in transport just to get to train stations and tours, and not to mention the awful train schedules they had us on. This trip was a complete nightmare. I wanted this trip to be amazing for my mother and I, and all we wanted to do was come home. I will never use this company again, and I will share this horror story with others as much as possible to warn them of using Discover Nomads."

Trip dates & details
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VIP - The best of Italy from South to North
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By Top Travel Italy
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
19 reviews
Private Guided
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Agrigento and the Greek Temples Valley
  • Treasures and food in Palermo tour
  • Taormina private walking tour
  • Mount Etna with wine tasting
  • Lecce highlights with food and wine tasting
Show more

Themes

Cultural, Culinary & Wine, Hiking & Walking, Photography, Trekking & Expeditions

What travelers are saying

"My wife of 31years and I wanted to start our retirement with a bang, and top travel delivered. Private guides with easy entry into all the major attractions, made our vacation special. Top travel tailored our trip to our interests. You do pay a premium, but it was worth it."

Trip dates & details
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Health Safety

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Your Mediterranean Dream in the Amalfi Coast
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By Top Travel Italy
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
19 reviews
Private Guided
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Pizza, Mozzarella and Limoncello experience
  • Discovering Pompeii private excursion with wine and food tasting experience
  • Discovering the Amalfi Coast private excursion with wine and food tasting experience
  • Cooking class experience at a local’s home in Sorrento
  • Capri Island excursion with private boat

Themes

Cultural, Nature & Wildlife, Culinary & Wine, Education / Learning, Photography

What travelers are saying

"My wife of 31years and I wanted to start our retirement with a bang, and top travel delivered. Private guides with easy entry into all the major attractions, made our vacation special. Top travel tailored our trip to our interests. You do pay a premium, but it was worth it."

Trip dates & details
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Health Safety

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Rome to Nice and Barcelona Adventure Tour
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4.2/5 Great
19 reviews
Private Guided
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Explore Rome, Colosseum and Vatican
  • See Florence Duomo and Ponte Veccio
  • Relax on the beached of Cinque Terre and Nice
  • Visit Monaco, see casino and Royal Palace
  • Explore Gaudi's Barcelona and Sagrada Familia

Themes

Cultural, Family Friendly, High Adventure

What travelers are saying

"My Mother and I planned this trip for 11 months, we were celebrating our 40th & 60th birthday together. We arrived to Paris on Monday the 26th. I had requested 2 extra nights so we would have some time to adjust after traveling. The company decided to book a tour for us the second day after being asked not too. We arrived to our hotel in a disgusting part of Paris and quite a ways from the sights. Even our taxi driver (the one the company hired) told us this part of Paris was unsafe, especially for women and at night. It took 35mins to get from out hotel to the eiffel tower by car. Our room was so not great, it faced inside looking at a wall. That's considered 4 stars? The staff however was amazing and helpful. They even warned us to not be out at night as the area wasn't the most safe. I let the company know and they said that guarantee the area is safe and central to the sites. 80% of our hotels were not as advertised but the "or similar" ones. Had we gotten the one as shown on the advert, we would have been in a beautiful area, with lovely shops and restaurants. (We went by the hotels we should of had, and all had availability) Fun fact, we had been put right across from the train station, yet none of the transfers were out of this train station, but another 30min Uber ride to a different train station. I contacted customer service over 15 times on this trip about various issues and each time they ignored what was happening and used some lame excuse as why they couldn't help. For example; One tour in Beaune required that we make our way to a winery on a friday morning. We asked the front desk to help us when we couldn't get uber/bolt to work( heads up, they don't have that service there, except sometimes on sat/sun) they also do not have a taxi service available during the week. All 5 of the front desk staff, looked at us like we were crazy. They all tried so hard to find us a way out there besides walking 5miles to get there in 90° weather. They kept saying we're not sure why the tour company keeps saying there is a way out there by public transit, but there isn't. I called customer service.. they argued with me several times over the matter. They sent me info on taxi services that didn't exist there, bus schedules that were for children's bus routes for school and told us that walking was an option. Sadly, we missed the tour. I was shocked. I asked for a phone call from a manager.. I still have yet to receive one even after asking repeatedly. Another fun fact, Discovery Nomads books tours for you that have to paid when the tour is over, as with the walking tour of Paris they arranged for us. The guide himself was amazing, but the only way the guide makes money is by us giving him money at the end. Weird that a company who charges me for tours, made me pay for a tour on site. Not to mention, buyer beware, when it says you get to see the Louve, they mean look at it. You'll have to buy a ticket to go inside. As well as Versallies, where it says a day at Versallies, they mean a couple hours at best. We got there at 2, the tour was 2hrs. and it closes at 6pm. O no time to see the home and gardens. That's not even half a day. I let customer service know that too. They ignored me. We missed a train due to it being delayed and then cancelled. I tried to call customer service again for help, this time no answer. Unfamiliar with what to do, we rebooked a train and paid over 250 euros for it. I let the company know and their reply, it says the train wasn't cancelled so we can't help you. Yet here we were with about 12 other people who also had to rebook a train. Had we had help from the company at the time, we could have just switched our tickets to the next train. But alas, no help from them just excuses. Overall I spent more time trying to figure out how to get transport from A to B, emailing and calling them, spending over 800 euros in transport just to get to train stations and tours, and not to mention the awful train schedules they had us on. This trip was a complete nightmare. I wanted this trip to be amazing for my mother and I, and all we wanted to do was come home. I will never use this company again, and I will share this horror story with others as much as possible to warn them of using Discover Nomads."

Trip dates & details
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Your Ultimate Italian Experience
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By Top Travel Italy
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
19 reviews
Private Guided
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • St. Mark and Venice Highlights walking tour
  • Gondola experience
  • Murano and Burano private tour
  • Florence Highlights and Accademia food tour
  • Discover Chianti Private Excursion with Tasting Experience
Show more

Themes

Cultural, Nature & Wildlife, Culinary & Wine, Train & Rail Journeys, Education / Learning, Photography

What travelers are saying

"My wife of 31years and I wanted to start our retirement with a bang, and top travel delivered. Private guides with easy entry into all the major attractions, made our vacation special. Top travel tailored our trip to our interests. You do pay a premium, but it was worth it."

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

Health Safety

More

Italy Wine Tasting Custom Private Tours & Packages Reviews

J

John B

Sep 2024

Written on

We had a great time.

We had a great time. The trip was well organized by Alma Italia and the guides were excellent.

W

William R.

Jul 2024

Written on

Tim and Alessio were amazing!

Tim and Alessio were amazing! Our family had a wonderful time in Rome, Sorrento, Capri and the Amalfi coast! The trip was seamless; planes, trains, and automobiles m...

K

Kristi

Nov 2022

Written on

Our trip to Italy exceeded our expectations!

Our trip to Italy exceeded our expectations! Alessio was amazing to work with and was always available to answer questions we had before and during our trip. It was ...

E

Eugene

Nov 2022

Written on

Had a wonderful time seeing Tuscany

Had a wonderful time seeing Tuscany with Alessio. Great experiences, great sightseeing and great education due to Alessio's knowledge and connections. Would recommen...

A

Anne

Jun 2022

Written on

We thoroughly enjoyed our day

Alessio was a fantastic guide. We thoroughly enjoyed our day ...

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