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14 Days of Wine and Wonders in Italy

14 Days of Wine and Wonders in Italy Itinerary

Last updated: 2024 Jun 14

Tuscan Beginnings with a Splash of Wine

Morning
Start your Tuscan adventure with a visit to the Castle of Meleto (Castello di Meleto). This majestic castle, nestled in the heart of Chianti, offers stunning views and a deep dive into history. After exploring the castle, enjoy a wine tasting session at their renowned vineyard. It's the perfect introduction to Tuscany's rich wine culture. For breakfast, head to Pasticceria Nannini. This local favorite offers delicious pastries and coffee to kickstart your day.
Afternoon
In the afternoon, take part in the From Florence Tuscany Wine & Food Tour with Guide. This guided tour will take you through some of Tuscany's most beautiful vineyards and wineries. You'll get to taste a variety of wines and learn about the winemaking process from local experts. For lunch, stop by La Bottega del Buon Caffè, known for its exquisite Tuscan cuisine and beautiful setting.
Evening
End your day with a visit to the Palio of Siena (Palio di Siena). Although the famous horse race only takes place twice a year, you can still explore Piazza del Campo where it happens and learn about its history at the nearby museum. For dinner, dine at Osteria Le Logge, which offers traditional Sienese dishes paired with excellent local wines.
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Historic Sites and Culinary Delights

Morning
Begin your second day with a visit to Brolio Castle (Castello di Brolio). This historic castle is not only an architectural marvel but also home to one of Tuscany's oldest wineries. Enjoy a guided tour of the castle followed by a wine tasting session. Breakfast can be enjoyed at Caffè Poliziano, offering stunning views over Montepulciano along with delicious coffee and pastries.
Afternoon
After your morning at Brolio Castle, join the Florence Pizza and Gelato Class at a Tuscan Farmhouse. This hands-on cooking class will teach you how to make authentic Italian pizza and gelato from scratch. It's a fun way to immerse yourself in Italian culinary traditions. For lunch during your class break, savor some homemade pizza that you've crafted yourself!
Evening
In the evening, head over to Monteriggioni, one of Tuscany's best-preserved medieval towns. Stroll through its charming streets and soak in the historical ambiance. Don't forget to visit its ancient walls for panoramic views of the surrounding countryside. Dinner awaits at Ristorante Il Pozzo, located within Monteriggioni itself. The restaurant is known for its hearty Tuscan dishes made from locally sourced ingredients.
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Artistic Treasures and Scenic Views

Morning
Kick off your third day with an exploration of Lucca. Start at the iconic Lucca Clock Tower (Torre delle Ore), where you can climb up for breathtaking views over Lucca's rooftops. Then wander through Via Fillungo, Lucca’s main shopping street filled with boutiques and cafes. Enjoy breakfast at Pasticceria Taddeucci, famous for its Buccellato cake – a must-try local specialty.
Afternoon
In the afternoon, delve into art history at the National Art Gallery of Siena (Pinacoteca Nazionale Siena). The gallery houses an impressive collection of Sienese paintings from medieval times through to Renaissance masterpieces. Lunch can be enjoyed nearby at Antica Osteria da Divo, which offers traditional Tuscan fare in an atmospheric setting.
Evening
Conclude your day by visiting one more gem: The charming town of Pienza in Val d'Orcia. Known as 'the ideal city' during Renaissance times, Pienza boasts stunning architecture and scenic landscapes that are perfect for evening strolls. Dine at La Terrazza del Chiostro where you can enjoy exquisite dishes while taking in panoramic views over Val d'Orcia.
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Exploring the Heart of Chianti

Morning
Begin your day with a visit to the Montalcino Fortress (Fortezza di Montalcino). This historic fortress offers panoramic views of the surrounding vineyards and countryside. It's a great way to start your day with some breathtaking scenery and a touch of history. For breakfast, stop by Caffè Fiaschetteria Italiana, known for its delicious pastries and coffee.
Afternoon
In the afternoon, take part in the Florence Tuscany Vespa Wine Tour with Lunch & Wine Tastings. This unique tour allows you to explore the beautiful Tuscan countryside on a vintage Vespa. You'll visit several wineries, enjoy wine tastings, and have a delicious lunch at one of the vineyards. Lunch will be provided during the tour at one of the picturesque wineries.
Evening
End your day with a visit to Pienza, another gem in Val d'Orcia. Stroll through its charming streets, admire its Renaissance architecture, and take in the stunning views of the rolling hills. For dinner, dine at Trattoria Latte di Luna, which offers traditional Tuscan dishes made from locally sourced ingredients.
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Art, History, and Culinary Adventures

Morning
Start your morning with a visit to Leonardo da Vinci Museum (Museo Leonardiano di Vinci). This museum is dedicated to the life and works of Leonardo da Vinci and offers fascinating exhibits on his inventions and artworks. Enjoy breakfast at La Casa del Prosciutto, known for its delicious sandwiches and coffee.
Afternoon
In the afternoon, join the Florence Pasta Making Class with Wine, Limoncello, and Cake. This hands-on cooking class will teach you how to make authentic Italian pasta from scratch. You'll also get to enjoy some wine tasting along with limoncello and cake. Lunch will be part of your cooking class experience as you savor the pasta you've made yourself.
Evening
Conclude your day by visiting Civita di Bagnoregio, also known as 'The Dying City'. This ancient town is perched on a hilltop and offers stunning views over the surrounding landscape. It's an unforgettable place to explore in the evening light. Dine at Ristorante Alma Civita, located within Civita di Bagnoregio itself. The restaurant is renowned for its creative take on traditional Italian cuisine.
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Cultural Immersion in Siena

Morning
Begin your day with an exploration of Siena's cultural treasures. Start at Basilica of San Domenico (Basilica di San Domenico), an impressive Gothic church that houses relics of St. Catherine of Siena. For breakfast, head to Bar Pasticceria Nannini Conca d'Oro, famous for its pastries and coffee.
Afternoon
In the afternoon, delve into Siena's rich history with a visit to Siena Civic Museum (Museo Civico di Siena). The museum is located within Palazzo Pubblico on Piazza del Campo and features stunning frescoes depicting Siena's medieval past. Enjoy lunch nearby at Ristorante Guidoriccio, offering traditional Sienese dishes in an elegant setting.
Evening
End your day by exploring more of Siena's architectural marvels. Visit Piazza Santa Croce, one of Florence’s most iconic squares surrounded by historic buildings including Basilica di Santa Croce where many famous Italians are buried. For dinner, dine at Osteria Boccon del Prete, known for its hearty Tuscan cuisine paired perfectly with local wines.
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Wine and Wonders in Piedmont

Morning
Start your Piedmont adventure with a visit to the renowned Barolo wine region. Begin your day at a local vineyard where you can take part in a guided tour of the winery and enjoy a tasting session of their exquisite Barolo wines. This is the perfect way to immerse yourself in the rich wine culture of Piedmont. For breakfast, head to Caffè Mulassano, known for its delicious pastries and aromatic coffee.
Afternoon
In the afternoon, experience some adrenaline-pumping fun with the Tyroparc Via Ferrata Guided Tour and Zipline Combo Ticket. This activity combines hiking with thrilling zipline rides, offering stunning views of the surrounding landscape. It's an exciting way to explore Piedmont's natural beauty. For lunch, stop by Trattoria della Posta, which offers traditional Piedmontese cuisine in a cozy setting.
Evening
Conclude your day with a visit to Alba, famous for its truffles and wine. Stroll through its charming streets, visit local shops, and perhaps even indulge in some truffle-based dishes at one of the local restaurants. Dine at Ristorante Piazza Duomo, which boasts three Michelin stars and offers an unforgettable dining experience with innovative dishes that highlight local ingredients.
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Culinary Delights and Scenic Views

Morning
Begin your day with a visit to La Morra, another gem in the Barolo wine region. Enjoy a guided tour of one of its prestigious wineries followed by a tasting session. The panoramic views from La Morra are simply breathtaking. For breakfast, stop by Pasticceria Caffetteria Converso, known for its delectable pastries and coffee.
Afternoon
In the afternoon, take part in the Saint-Sauveur relaxation session in a Nordic thermal spa. This relaxing experience will rejuvenate you as you soak in thermal baths surrounded by beautiful scenery. It's an ideal way to unwind after exploring vineyards. For lunch, enjoy some light bites at Osteria Veglio, offering delicious regional dishes made from fresh ingredients.
Evening
End your day with a visit to Asti, renowned for its sparkling wines. Explore this historic town's charming streets and perhaps even join an evening wine tasting session at one of its many enotecas (wine bars). Dine at Ristorante Il Cascinalenuovo, which offers exquisite dishes that perfectly complement Asti's famous wines.
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Historical Treasures and Wine Tasting

Morning
Kick off your third day in Piedmont with an exploration of Turin's historical treasures. Start at Palazzo Reale (Royal Palace), where you can marvel at opulent rooms filled with art treasures from centuries past. Enjoy breakfast nearby at Caffè Torino, known for its elegant ambiance and delicious morning offerings.
Afternoon
In the afternoon, delve into more history by visiting Museo Egizio (Egyptian Museum), home to one of Europe's largest collections dedicated entirely to ancient Egypt artifacts – it’s truly fascinating! Lunch can be enjoyed nearby at Del Cambio, offering gourmet cuisine inspired by traditional Italian recipes but presented innovatively.
Evening
Conclude your day back amidst nature: head over towards Langhe region - another UNESCO World Heritage site famed not only due picturesque landscapes but also exceptional wines produced here! Visit local vineyard partake exclusive tasting sessions before settling down dinner amidst serene settings provided graciously hospitable locals themselves! Dine finally tonight rustic yet refined establishment like perhaps ‘Osteria Arborina’ ensuring end memorable note indeed!
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Venetian Beginnings with Prosecco

Morning
Start your Venetian adventure with a visit to the Prosecco Hills. This UNESCO World Heritage site is renowned for its stunning landscapes and exceptional Prosecco wines. Begin your day with a guided tour of one of the local wineries, where you'll learn about the Prosecco production process and enjoy a tasting session. For breakfast, head to Pasticceria Tonolo, known for its delicious pastries and coffee.
Afternoon
In the afternoon, take part in the Venice Prosecco Wine Tasting Tour. This tour will take you through some of the best Prosecco wineries in the region. You'll get to taste a variety of Proseccos and learn about their unique characteristics from local experts. For lunch, stop by Trattoria Alla Madonna, which offers traditional Venetian cuisine in a charming setting.
Evening
End your day with a visit to Piazza delle Erbe, one of Verona's most iconic squares. Stroll through its vibrant market stalls, admire the historic buildings surrounding it, and soak in the lively atmosphere. For dinner, dine at Ristorante Maffei, which offers exquisite dishes that highlight local ingredients and flavors.
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Artistic Treasures and Scenic Views

Morning
Begin your second day in Veneto with an exploration of Venice's artistic treasures. Start at Scuola Grande di San Rocco, which houses an impressive collection of paintings by Tintoretto. The grand halls adorned with masterpieces are sure to leave you in awe. Enjoy breakfast nearby at Caffè Florian, one of Venice's oldest cafes known for its elegant ambiance and delicious offerings.
Afternoon
In the afternoon, join the Venice Pasta and Tiramisu Cooking Class with Wine. This hands-on cooking class will teach you how to make authentic Italian pasta and tiramisu from scratch. It's a fun way to immerse yourself in Italian culinary traditions while enjoying some wine tasting. Lunch will be part of your cooking class experience as you savor the dishes you've made yourself.
Evening
Conclude your day by visiting Rialto Fish Market (Mercato di Rialto), where you can explore vibrant market stalls filled with fresh seafood and local produce. It's an excellent place for evening strolls while soaking up Venetian culture. Dine at Osteria alle Testiere, renowned for its seafood dishes made from fresh ingredients sourced directly from Rialto Market.
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Historical Marvels and Culinary Delights

Morning
Kick off your third day in Veneto by exploring Verona's historical marvels. Start at Juliet’s House (Casa di Giulietta), where you can see Juliet's famous balcony that inspired Shakespeare's Romeo & Juliet story! Don't forget leave love note wall courtyard too! Enjoy breakfast nearby at ‘Caffè Borsari’, known not only great coffee but also delightful pastries perfect start day right!
Afternoon
In afternoon delve deeper into history visiting ‘Verona Arena’ - ancient Roman amphitheater still hosts performances today! Marvel architectural grandeur imagine what life must have been like during gladiatorial games held here centuries ago! Lunch can enjoyed nearby ‘Ristorante 12 Apostoli’, offering gourmet cuisine inspired traditional Italian recipes presented innovatively sure tantalize taste buds every bite taken!
Evening
Conclude your day amidst nature: head over towards Lake Garda region famed not only due picturesque landscapes but also exceptional wines produced here! Visit local vineyard partake exclusive tasting sessions before settling down dinner amidst serene settings provided graciously hospitable locals themselves! Dine finally tonight rustic yet refined establishment like perhaps ‘Osteria del 4’ ensuring end memorable note indeed!
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Dolomites Adventure and Wine Tasting

Morning
Start your day with a breathtaking adventure in the Dolomites (Dolomiti). These stunning mountains offer some of the most picturesque landscapes in Italy. Begin with a guided hike that will take you through some of the most scenic trails, offering panoramic views of the rugged peaks and lush valleys. For breakfast, stop by Pasticceria Fiori Dolomiti, known for its delicious pastries and coffee to fuel your morning hike.
Afternoon
In the afternoon, take part in the Amarone Wine Tour & Tasting from Venice, Padua or Verona. This tour will take you to some of the best wineries in the Amarone wine region. You'll get to taste a variety of Amarone wines and learn about their unique production process from local experts. For lunch, enjoy a meal at one of the wineries during your tour, where you can savor local dishes paired perfectly with Amarone wines.
Evening
End your day with a visit to Verona Duomo (Cattedrale di Santa Maria Matricolare). This stunning cathedral is an architectural marvel and offers a peaceful retreat after a day of adventure and wine tasting. For dinner, dine at Ristorante Antica Torretta, which offers exquisite dishes that highlight local ingredients and flavors.
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Venetian Farewell with Cultural Immersion

Morning
Begin your final day in Veneto with an exploration of Venice's cultural treasures. Start at Venice Jewish Ghetto (Ghetto di Venezia), one of the oldest Jewish ghettos in Europe. Stroll through its historic streets, visit synagogues, and learn about its rich history at the Jewish Museum. Enjoy breakfast nearby at Ghimel Garden, known for its kosher offerings and delightful morning treats.
Afternoon
In the afternoon, join the Venice: Rialto Market Tour, Cooking Class, and Lunch. This hands-on experience will take you through Rialto Market where you'll shop for fresh ingredients before heading to a cooking class. Learn how to prepare traditional Venetian dishes from scratch and enjoy them for lunch. Lunch will be part of your cooking class experience as you savor the dishes you've made yourself.
Evening
Conclude your trip with a visit to Venice Four Seasons Concert Ticket at Vivaldi Church. Enjoy an evening filled with beautiful classical music performed by talented musicians in an intimate setting – it’s perfect way end memorable journey through Italy! Dine finally tonight ‘Osteria alle Testiere’, renowned seafood dishes made fresh ingredients sourced directly Rialto Market ensuring end memorable note indeed!
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