Tailor-Made Wine
Tours in Italy

Experience a trip of a lifetime through Italy where the food and wine take center stage while the landscape and history provide a stunning backdrop.

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Luxury Multiday Wine Tours in Italy

Your private tour of Italy awaits

Immerse yourself in the allure of Italy, where centuries of craftsmanship have refined world-renowned wines, complemented by delectable cuisine crafted from locally sourced ingredients. A dream destination for wine enthusiasts and foodies, Italy offers an unforgettable and luxurious experience.

Discover the country's diverse wine regions, each offering a rich tapestry of flavors waiting to be explored. From savoring the iconic Chianti Classico in the heart of Tuscany, to indulging in the elegance of Barolo in Piedmont, Italy unveils itself as an unrivaled paradise for wine lovers.

With incredible landscapes like the Amalfi Coast, Lake Como and Cinque Terre, private walking tours or yacht charters are always a highlight. Soak in the history from local tour guides and drivers, private tours of estates, or popular places like the Vatican Museum. 

Beautiful Tuscany


Tuscany embodies the romantic image of Italy. With its breathtaking rolling hills dotted with olive groves, vineyards, Cypress trees and century-old villas, there is a special charm that enhances its calling. Rich in history, there are endless medieval hilltop villages to discover, as well as the larger cities of Florence, Siena, Pisa, and Lucca. A famous cultural destination, the area is home to some of the world's most recognizable Renaissance art and architecture as well as incredible cuisine and renowned wines. From Brunello through Chianti, to the vines of Sassicaia and Ornellaia, the Super Tuscans, Tuscany’s more than 10,000 years of wine history is unrivalled.


Experience Brunello di Montalcino: Savor award-winning wines, revered the world over for their bold, rich flavors and exquisite craftsmanship.

Charming medieval towns: The region boasts some of the most beautiful and well-preserved towns, each with its own unique charm and history.

Florence's art & architecture: First up is the Uffizi Gallery, which houses an impressive collection of Renaissance art. Wander through the Piazza del Duomo, take in the Cattedrale di Santa Maria del Fiore, and marvel at Michelangelo's famous sculpture, David.

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More than just a wine destination, Piedmont offers top-notch hiking in the Italian Alps, along with numerous nature and national parks that make guided walking tours a must-do. Our local private tour guides will lead you off the beaten path, unveiling charming villages and stunning landscapes while sharing the rich history and culture of this region.

In addition to its stunning natural scenery, Piedmont is also known for its delectable cuisine. Truffles, porcini mushrooms, and hazelnuts are just some of the local delicacies that can be found in traditional dishes such as risotto, agnolotti pasta, and braised meats. Adding in guided food-focused tours, you will have the chance to taste these delicious flavors while learning about their origins and cultural significance.


Delectable treasure: Piedmont is home to the world's most prized truffles, including the highly sought-after white truffle.

Chocolate: Turin is the birthplace of Gianduja, a type of chocolate made with hazelnuts.

Rustic and wholesome food: Piedmontese cuisine is known for its hearty, meat-based dishes like bollito misto, brasato al Barolo, and agnolotti.

The foot of the mountains: Piedmont is home to the Italian Alps, including the highest peak in Italy, Monte Bianco.

The "other" Italian car: The city of Turin is the birthplace of the famous Italian car brand, Fiat. The city also has several museums dedicated to Italian car design and engineering.

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Since antiquity, semi-dried grapes have worked their magic in Valpolicella. Today, Amarone is the most luscious expression of this ancient style. Discover its many facets along with the new face of Soave. Explore the incredible art and architecture in Verona and Padua.


Famous food fare: Venetian cuisine is known for its seafood dishes, such as baccalà, sarde in saor, and risotto di gò. The region is also famous for its traditional dessert, tiramisù.

Palladian architecture: Veneto is home to several stunning examples of Renaissance architecture designed by the famous architect Andrea Palladio, including the Villa Capra and the Teatro Olimpico.

Majestic Mountains: The Veneto region includes part of the Dolomite Mountains, a UNESCO World Heritage Site known for its stunning natural beauty and opportunities for outdoor activities such as skiing, hiking, and rock climbing.

Carnival of Venice: The Carnival of Venice is one of the oldest and most famous carnivals in the world, known for its elaborate costumes and masks. The festival takes place every year in the weeks leading up to Lent.

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A once overlooked region of Italy, Puglia sits at the heel of the country. Be charmed by its baroque towns, white-washed trullo houses, olive groves and orchards, spectacular cliffs, crystal clear waters, unspoilt beaches, plenty of sunshine and excellent cuisine.

Historically, Puglia was a primarily farming region, and its character today still reflects its relatively humble agricultural past. It is the place of the so-called Cucina Povera (the cuisine of poverty) and it is certainly true that this traditionally poor area has made the very best of its local produce. With no rules, recipes have long been improvised from what is available, including pasta made without eggs and bread made from local durum wheat.

The food is some of the best in all of Italy and your time here will highlight what Puglia has to offer.


Unique trulli houses: The town of Alberobello is particularly famous for its collection of trulli houses, which are a UNESCO World Heritage Site.

Beautiful beaches: Puglia is home to some of Italy's most stunning beaches, with crystal-clear waters and white sand.

Olive oil: Puglia is the largest producer of olive oil in Italy and is known for its high quality and unique flavor.

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Sicily is an incredibly beautiful and historically rich region of Italy that offers a unique blend of ancient architecture, stunning coastlines, a vibrant culinary scene, and warm hospitality. Sicily is the largest island in the Mediterranean and has a rich and diverse history that dates back over 2,500 years. The island was once home to Greek colonies, Roman ruins, and Arab and Norman influences. Explore Greek temples and Byzantine cathedrals, enjoy lunch at an olive mill, learn the ancient methods of sea salt production, rediscover the pleasures of marsala, and feast on Sicily’s multicultural cuisine.


Mount Etna: Mount Etna is an active volcano located on the eastern coast of Sicily. It is the highest and most active volcano in Europe and has erupted several times throughout history.

Taste the essence of Sicily: Sicilian cuisine is known for its fresh seafood, citrus fruits, and sweet pastries. Some of the region's most famous dishes include pasta alla Norma, arancini, and cannoli.

Relax at the beach: Sicily is home to some of Italy's most beautiful beaches, with crystal-clear waters and white sand. Popular beaches include San Vito Lo Capo, Mondello, and Taormina.

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Farmhouse Cooking Class


Learn the secrets to true Italian cooking with passionate locals in the heart of Chianti. Don your apron and take part in a hands-on cooking class to introduce you to authentic and traditional home-style Italian Cooking. The cooking classes take place in a charming farmhouse in the countryside, surrounded by olive groves and vineyards. The property produces its own Extra Virgin Olive Oil, organic fruit and vegetables. Afterwards, sit down to lunch accompanied by the Chianti Classico wine which best complements Tuscan cuisine.

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Private Visit at Castello di Ama


Constructed in 2021, the "Arca" building houses the winery's heritage collection of historic vintages, consisting of about 80,000 Bordeaux-bottles and over 10,000 large formats. The ground floor serves as the reception room for visitors, who can enjoy a selection of wines by the glass while taking in the view of the vineyards from the courtyards and open spaces. 

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Castello di Brolio


The Gran Cru Tour at Castello di Brolio takes visitors through the castle's history and the unique Ricasoli estate vineyards, followed by a tasting of top wines in a private room and a Tuscan cuisine lunch at the Osteria di Brolio restaurant in a wooded park.

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Belmond Castello di Casole


Experience aristocratic rural life paired with contemporary style, surrounded by rolling hills and sprawling vineyards. Castello di Casole is one of those magical places where time stands still. Spread across 4,200 acres, this 10th-century estate is the perfect place to experience the wonders of rural Italy. While away the hours visiting local farms, spotting wildlife, or hunting for rare truffles. Then retreat to a world of comfort, elegance, and world-class dining. A warm welcome is guaranteed.

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Castello di Barolo


Visit Castello di Barolo, located in the town of Barolo, and admire their contemporary art collection which features works by both Italian and international artists, with a focus on contemporary art from the 20th and 21st centuries.

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Wine Discovery


Barolo DOCG is a renowned Italian wine region known for its exceptional terroir, producing rich, complex wines. Taste wines from top producers like Prunotto, Paolo Scavino, Aurelio Settimo, Elio Grasso, and Azienda Agricola Sukula while enjoying the views.

The Barbaresco region, northeast of Alba, produces rich and elegant wines. Visit family-run estates like Albino Rocca, Moccagatta, Bruno Rocca, Paitin, and Ca'del Baio. Take in the stunning landscapes and learn about their traditional winemaking methods.

For a more unique experience, venture to the Langhe region and discover lesser-known wineries producing top-quality wines. The Dolcetto, Barbera, and Nebbiolo grape varieties thrive in this area and are sure to impress with their distinct flavors.

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Relais San Maurizio


This five-star hotel is located in a beautifully restored 17th-century monastery in the heart of the Langhe region. The hotel offers a spa, a Michelin-starred restaurant, and stunning views of the surrounding vineyards.

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Castello di Guarene


Castello di Guarene is a five-star luxury hotel located in a beautifully restored 18th-century castle in the Roero region of Piedmont. The hotel features spacious rooms and suites, a spa, an outdoor pool, and a gourmet restaurant, all set amidst picturesque vineyards and countryside. 

The hotel is surrounded by vineyards, and guests can enjoy wine tastings and tours of the surrounding wineries. The hotel also has a restaurant that serves local cuisine and wine, including many of the region's famous wines such as Roero Arneis, Roero and Barbaresco.

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Hotel Danieli


Facing the Venetian lagoon and just steps from San Marco, Hotel Danieli, Venice is a 5-star property with elegant and spacious accommodations, while the rooftop restaurant, Terrazza Danieli offers spectacular lagoon views. The historic hotel showcases majestic Venetian architecture that dates back as far as the 14th Century.

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Visit Verona


Verona is a beautiful city with a rich history and culture, famous for its well-preserved Roman arena, Juliet's balcony, and charming old town. It's a great place to visit for art, architecture, and history lovers, as well as foodies who want to taste traditional Veronese dishes and access the fine wines of the Valpolicella.

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Experience Alto Adige


Also known as South Tyrol, Alto Adige is known for its high-altitude vineyards and Alpine scenery. It's a great place to visit for wine enthusiasts who want to taste unique varietals such as Lagrein and Gewürztraminer and to enjoy outdoor activities such as walking and hiking amidst stunning mountain views. 

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Visit Top Amarone Producers


Allegrini: One of the most famous and respected wine producers in the region, Allegrini produces award-winning Amarone wines, as well as Valpolicella and Ripasso wines.

Tommasi: Tommasi is another well-known producer of Amarone, as well as Valpolicella, Bardolino, and other varietals.

Zenato: Zenato is a family-run winery that produces a range of high-quality wines, including the popular Amarone della Valpolicella.

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Visit Lecce


Known as the "Florence of the South," Lecce is a charming city with beautiful Baroque architecture and a lively arts scene.

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Trulli of Alberobello


Visit a UNESCO World Heritage Site. Explore the Trulli of Alberobello site features traditional cone-shaped houses that are unique to the Puglia region or visit the historic town of Matera, an ancient city famous for its "Sassi," or cave dwellings.

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Local Cuisine Cooking Class


Puglia is known for its delicious food, including fresh seafood, handmade pasta, and local wines. Be sure to try specialties like orecchiette pasta, burrata cheese, and grilled octopus. Learn how to make traditional Puglian dishes like orecchiette pasta, stuffed peppers, and pasticciotto pastries.

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Wine Experience


We recommend places like; 

Gianfranco Fino Winery in Manduria, Puglia is a renowned winery specializing in Primitivo grape varieties. With award-winning wines and personalized tours, it's a picturesque destination for wine enthusiasts.

Cosimo Taurino Winery, located in Salice Salentino, Puglia, produces high-quality wines using traditional techniques. Its 16th-century cellar and stunning surroundings make it a perfect spot for an authentic wine-tasting experience.

Cantele Winery in Guagnano, Puglia offers award-winning, sustainable wines. With personalized tours in a beautiful location, it's an ideal choice for environmentally-conscious wine lovers.

Masseria Li Veli Winery, in a restored 19th-century farmhouse, is situated in Puglia's scenic countryside. Known for its high-quality wines, on-site restaurant, and sustainable practices, it offers tastings, tours, and hosts events year-round.

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Explore Mount Etna


Embark on an excursion to Mount Etna, Europe's tallest active volcano. Explore its lunar landscapes, hike its trails, and visit local vineyards nestled on its slopes.

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Taste Marsala Wines


Florio Winery: Visit the renowned Florio Winery in Marsala, which has a rich history of producing Marsala wine. Take a guided tour of their historic cellars, learn about the traditional methods of making Marsala wine, and indulge in tastings of their various wine styles, including sweet, dry, and aged Marsala.

Cantine Pellegrino: Explore Cantine Pellegrino, a historic winery in Marsala that has been producing wine for over a century. Take a guided tour of their cellars, learn about the wine production process, and sample a range of their Marsala wines, including their renowned Marsala Superiore and Marsala Vergine.

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Hotel Villa Athena


Experience the Valley of the Temples with a stay at Hotel Villa Athena, a luxury hotel offering elegant rooms, a pool, and a restaurant with panoramic views. The hotel offers easy access to the magnificent archaeological site, featuring well-preserved ancient Greek temples and ruins.

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La Foresteria Planeta Estate


Part of the Planeta winery, this boutique hotel immerses guests in the world of wine. It offers wine tastings, vineyard tours, and a gastronomic experience featuring Sicilian cuisine paired with their renowned wines. Planeta is one of the most prominent wineries in Sicily, known for its exceptional wines and beautiful estates. They offer tours, tastings, and immersive experiences at their various locations, including Menfi, Vittoria, Noto, and Etna.

Custom Travel Itineraries

At Into The Vineyard, we pride ourselves on our ability to offer you complete freedom to build your perfect trip. Start with one of our many sample itineraries and customize as you desire, or start with a blank page, and with the help of our expert Trip Planners, we can create your dream wine-inspired travel experience. 


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