Top Italy Wine Tasting Trips & Packages In 2025/2026

Our 247 most popular Italy Wine Tasting Trips & Packages trips. Compare tour itineraries from 71 tour companies. 106 reviews.

247 Trips match your criteria (23 - 44 shown)

Hidden Gems of Italy: A 16-Day Luxury Journey
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By TripRover
ai_enhanced
5/5 Excellent
5 reviews
Private Guided
Why we love them
TripRover AI turns travel into a tailor-made journey, mapping your interests to the world.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Private guided tours of Turin's cultural landmarks
  • Exclusive wine tasting sessions in Genoa and Puglia
  • Photographic excursions in the stunning Cinque Terre
  • Luxurious stays and experiences in Italy's off-the-beaten-path destinations
  • Culinary delights and regional specialties in Sicily and Palermo

Themes

Cultural, Luxury, Unique Experiences

What travelers are saying

"The overall experience was very good. The trip was designed perfectly as per my expectations."

Trip dates & details
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Culinary Delights of Italy
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By TripRover
ai_enhanced
5/5 Excellent
5 reviews
Private Guided
Why we love them
TripRover AI turns travel into a tailor-made journey, mapping your interests to the world.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Master the art of Italian cooking with professional chefs in Rome, Florence, Milan, and Venice.
  • Savor exclusive wine tastings in Italy's renowned vineyards.
  • Dine under the stars at top-rated Italian restaurants offering exquisite local and international cuisine.
  • Explore the historic and cultural sites of Rome, Florence, Milan, and Venice while enjoying their culinary offerings.
  • Enjoy luxurious accommodations that provide the perfect setting for relaxation and gastronomy.

Themes

Cultural, Luxury, Gastronomy

What travelers are saying

"The overall experience was very good. The trip was designed perfectly as per my expectations."

Trip dates & details
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Culinary Delights of Italy: Rome to Florence
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By TripRover
ai_enhanced
5/5 Excellent
5 reviews
Private Guided
Why we love them
TripRover AI turns travel into a tailor-made journey, mapping your interests to the world.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Private wine tasting sessions in Rome's historic vineyards
  • Hands-on cooking classes with master Italian chefs
  • Exclusive meals at Michelin-starred restaurants in Florence
  • Guided tours of local markets and specialty food shops
  • Luxurious accommodations with gourmet dining experiences

Themes

Cultural, Luxury, Gastronomy

What travelers are saying

"The overall experience was very good. The trip was designed perfectly as per my expectations."

Trip dates & details
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Culinary Delights and Historic Wonders of Italy
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By TripRover
ai_enhanced
5/5 Excellent
5 reviews
Private Guided
Why we love them
TripRover AI turns travel into a tailor-made journey, mapping your interests to the world.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Savor the rich flavors of Italian wines and gourmet dishes in settings from Milan's chic eateries to Rome's classic trattorias.
  • Participate in hands-on cooking classes led by local chefs in cities renowned for their culinary heritage.
  • Experience the luxury of fine dining and exclusive wine tastings in Italy's top vineyards and prestigious restaurants.
  • Explore the cultural and historical treasures of Italy, from Turin's palaces to Venice's canals and Rome's ancient monuments.
  • Enjoy a balanced blend of culinary indulgence and cultural exploration with luxury accommodations and private tours.

Themes

Culinary, Luxury, Culture, History

What travelers are saying

"The overall experience was very good. The trip was designed perfectly as per my expectations."

Trip dates & details
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The Italy Grand Tour
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By Alma Italia
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
28 reviews
Private Guided
Why we love them
They focus on creating unique and exclusive experiences including one of a kind private tours, tastings of rare wines and local cuisine.
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Full schedule

Highlights

  • Venice Lose yourself in the labyrinth of alleyways and canals. Venice is a place of alluring charm and elegance like no other.
  • Florence Marvel at the grandeur of the architecture in the Renaissance capital of Italy and soak up the atmosphere of the most artistic and culturally rich city in the world.
  • Rome The eternal city, a cinematic dream and the heart of the mighty Roman empire and modern day Italy
  • Naples An enigmatic place of history and glamour mixed with a hint of danger makes Naples a very exciting place to explore.
  • Capri and the Amalfi Coast Explore the villages of the iconic Amafli coast, the classic Italy summer coastal retreat.

Themes

Nature & Wildlife, Culinary & Wine

What travelers are saying

"We had a trip of a lifetime. Tim was very flexible in handling the planning of the itinerary. I wanted this to be a special trip for myself and my husband to celebrate our milestone birthdays and have always wanted to visit Italy to experience the sights, culture, food and warmth of the people. Tim was cognizant that my husband’s knees were not the best and so advised on the hotel proximities to the activities and events with that in mind. He also understood that I wanted to do this trip in as cost effective manner as possible and so was flexible when it came to allowing me to utilize our RCI points to book hotels and just advised on location. Tim passed the baton over to Alessio when it came to executing on the itinerary and Alessio did a marvelous job despite the time crunch given the trip was still within busy season of end of Sept - beginning of Oct. A week before the trip, my husband fell and damaged his knee but luckily was able to address this with an orthopedic doctor and we were able to proceed on our dream trip. We visited Rome, Sorrento, Pompeii, Capri island, Amalfi Coast, Florence and Lucca and experienced many of the activities and sites through private tours arranged through Amal Italia with the most knowledgeable, accommodating guides who worked together with the transfer personnel to make it all happen seemlessly. On trips to the Vatican, Uffizi Gallery and Pompeii as examples, the tour guides knew exactly how to condense the time spent to focus on the key highlights, telling the history while linking the intricacies and nuances of the artifacts being shown. Whether it was booking a cooking class in Sorento, visit to a vineyard, spa massage in Pompeii or a dinner overlooking the sea, Alessio did his utmost best to make this truly a memorable experience. We would not have been able to cover half the activities on our itinerary were it not for the very professional, flexible, knowledgeable and accommodating help on logistics and events through Amal Italia. Thank you Tim and Alessio for a once in a lifetime experience!"

Trip dates & details
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Wine and Food Tasting Weekend
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By Alma Italia
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
28 reviews
Private Guided
Why we love them
They focus on creating unique and exclusive experiences including one of a kind private tours, tastings of rare wines and local cuisine.
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Full schedule

Highlights

  • Wine tasting in Chianti
  • wine cellars
  • Pool day Wine and food tasting

Themes

Cultural, Culinary & Wine

What travelers are saying

"We had a trip of a lifetime. Tim was very flexible in handling the planning of the itinerary. I wanted this to be a special trip for myself and my husband to celebrate our milestone birthdays and have always wanted to visit Italy to experience the sights, culture, food and warmth of the people. Tim was cognizant that my husband’s knees were not the best and so advised on the hotel proximities to the activities and events with that in mind. He also understood that I wanted to do this trip in as cost effective manner as possible and so was flexible when it came to allowing me to utilize our RCI points to book hotels and just advised on location. Tim passed the baton over to Alessio when it came to executing on the itinerary and Alessio did a marvelous job despite the time crunch given the trip was still within busy season of end of Sept - beginning of Oct. A week before the trip, my husband fell and damaged his knee but luckily was able to address this with an orthopedic doctor and we were able to proceed on our dream trip. We visited Rome, Sorrento, Pompeii, Capri island, Amalfi Coast, Florence and Lucca and experienced many of the activities and sites through private tours arranged through Amal Italia with the most knowledgeable, accommodating guides who worked together with the transfer personnel to make it all happen seemlessly. On trips to the Vatican, Uffizi Gallery and Pompeii as examples, the tour guides knew exactly how to condense the time spent to focus on the key highlights, telling the history while linking the intricacies and nuances of the artifacts being shown. Whether it was booking a cooking class in Sorento, visit to a vineyard, spa massage in Pompeii or a dinner overlooking the sea, Alessio did his utmost best to make this truly a memorable experience. We would not have been able to cover half the activities on our itinerary were it not for the very professional, flexible, knowledgeable and accommodating help on logistics and events through Amal Italia. Thank you Tim and Alessio for a once in a lifetime experience!"

Trip dates & details
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Rome and Tuscany Tour
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By Alma Italia
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
28 reviews
Private Guided
Why we love them
They focus on creating unique and exclusive experiences including one of a kind private tours, tastings of rare wines and local cuisine.
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Full schedule

Highlights

  • Explore the heart of Rome visiting some of the MUST SEE icons of the city such as the Coliseum and Roman Forum
  • Enjoy organic Italian delights such as Pecorino Romano cheese or freshly made pasta
  • Enjoy a smooth ride in the stunning Tuscany countryside
  • Enjoy this magical place by immersing yourself in one of the natural bathtubs

Themes

Nature & Wildlife, Culinary & Wine

What travelers are saying

"We had a trip of a lifetime. Tim was very flexible in handling the planning of the itinerary. I wanted this to be a special trip for myself and my husband to celebrate our milestone birthdays and have always wanted to visit Italy to experience the sights, culture, food and warmth of the people. Tim was cognizant that my husband’s knees were not the best and so advised on the hotel proximities to the activities and events with that in mind. He also understood that I wanted to do this trip in as cost effective manner as possible and so was flexible when it came to allowing me to utilize our RCI points to book hotels and just advised on location. Tim passed the baton over to Alessio when it came to executing on the itinerary and Alessio did a marvelous job despite the time crunch given the trip was still within busy season of end of Sept - beginning of Oct. A week before the trip, my husband fell and damaged his knee but luckily was able to address this with an orthopedic doctor and we were able to proceed on our dream trip. We visited Rome, Sorrento, Pompeii, Capri island, Amalfi Coast, Florence and Lucca and experienced many of the activities and sites through private tours arranged through Amal Italia with the most knowledgeable, accommodating guides who worked together with the transfer personnel to make it all happen seemlessly. On trips to the Vatican, Uffizi Gallery and Pompeii as examples, the tour guides knew exactly how to condense the time spent to focus on the key highlights, telling the history while linking the intricacies and nuances of the artifacts being shown. Whether it was booking a cooking class in Sorento, visit to a vineyard, spa massage in Pompeii or a dinner overlooking the sea, Alessio did his utmost best to make this truly a memorable experience. We would not have been able to cover half the activities on our itinerary were it not for the very professional, flexible, knowledgeable and accommodating help on logistics and events through Amal Italia. Thank you Tim and Alessio for a once in a lifetime experience!"

Trip dates & details
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Classic Italy Tour
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By Alma Italia
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
28 reviews
Private Guided
Why we love them
They focus on creating unique and exclusive experiences including one of a kind private tours, tastings of rare wines and local cuisine.
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Full schedule

Highlights

  • Explore the history of the city to life recounting the fascinating stories of your surrounding
  • Explore the spectacular region surrounding Venice
  • Exploring the enthralling Vatican Museums
  • A wine tasting and a gourmet lunch at a family run vineyard

Themes

Cultural, Nature & Wildlife

What travelers are saying

"We had a trip of a lifetime. Tim was very flexible in handling the planning of the itinerary. I wanted this to be a special trip for myself and my husband to celebrate our milestone birthdays and have always wanted to visit Italy to experience the sights, culture, food and warmth of the people. Tim was cognizant that my husband’s knees were not the best and so advised on the hotel proximities to the activities and events with that in mind. He also understood that I wanted to do this trip in as cost effective manner as possible and so was flexible when it came to allowing me to utilize our RCI points to book hotels and just advised on location. Tim passed the baton over to Alessio when it came to executing on the itinerary and Alessio did a marvelous job despite the time crunch given the trip was still within busy season of end of Sept - beginning of Oct. A week before the trip, my husband fell and damaged his knee but luckily was able to address this with an orthopedic doctor and we were able to proceed on our dream trip. We visited Rome, Sorrento, Pompeii, Capri island, Amalfi Coast, Florence and Lucca and experienced many of the activities and sites through private tours arranged through Amal Italia with the most knowledgeable, accommodating guides who worked together with the transfer personnel to make it all happen seemlessly. On trips to the Vatican, Uffizi Gallery and Pompeii as examples, the tour guides knew exactly how to condense the time spent to focus on the key highlights, telling the history while linking the intricacies and nuances of the artifacts being shown. Whether it was booking a cooking class in Sorento, visit to a vineyard, spa massage in Pompeii or a dinner overlooking the sea, Alessio did his utmost best to make this truly a memorable experience. We would not have been able to cover half the activities on our itinerary were it not for the very professional, flexible, knowledgeable and accommodating help on logistics and events through Amal Italia. Thank you Tim and Alessio for a once in a lifetime experience!"

Trip dates & details
Save this trip to your favorites or other list
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Italy Wine Tasting Trips & Packages Reviews

A

Amy D.

Dec 2024

Written on

everything was amazing.

We will never travel without Charlie and his crew. It...

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...

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