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5 Days of Classic Tuscan Wine Adventure

5 Days of Classic Tuscan Wine Adventure Itinerary

Last updated: 2024 Jun 14

Welcome to Tuscany

Morning
Start your Tuscan adventure with a visit to Florence Tuscany Vespa Wine Tour with Lunch & Wine Tastings. This is a perfect way to explore the beautiful countryside and vineyards while enjoying a fun Vespa ride. The tour includes lunch and wine tastings, giving you an authentic taste of Tuscany.
Afternoon
After the Vespa tour, head to Brolio Castle (Castello di Brolio). This historic castle offers stunning views of the Chianti region and has its own vineyards where you can sample some exquisite wines.
Evening
For dinner, indulge in a culinary delight at Osteria di Passignano. This Michelin-starred restaurant is located in a historic abbey and offers an exceptional dining experience with locally sourced ingredients.
Bedtime
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Exploring Siena and Beyond

Morning
Begin your day with a visit to Palio of Siena (Palio di Siena). Although the famous horse race happens only twice a year, you can still explore the Piazza del Campo where it takes place and learn about its history.
Afternoon
Next, make your way to National Art Gallery of Siena (Pinacoteca Nazionale Siena). This gallery houses an impressive collection of Sienese art from the medieval and Renaissance periods.
Evening
Dine at La Tenda Rossa, known for its innovative cuisine that blends traditional Tuscan flavors with modern techniques. The restaurant's elegant setting makes it perfect for a memorable evening.
Bedtime
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Tuscan Castles and Vineyards

Morning
Visit Castle of Meleto (Castello di Meleto) in the heart of Chianti. This castle not only offers historical insights but also has its own vineyard where you can enjoy wine tastings.
Afternoon
Continue your wine journey at Montalcino, renowned for its Brunello di Montalcino wine. Spend time exploring the vineyards and tasting some of the best wines in Italy.
Evening
End your day with dinner at Il Falconiere, a charming restaurant set in a 17th-century villa. The menu features traditional Tuscan dishes paired with excellent local wines.
Bedtime
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Art, History, and Culinary Delights

Morning
Start your day in Florence with Florence 4-Hour Accademia and Uffizi Galleries Guided Tour. These iconic galleries house masterpieces by Michelangelo, Botticelli, and other renowned artists.
Afternoon
After soaking in the art, head to Florence Italian Food Market Tour and Cooking Experience. Learn how to cook traditional Tuscan dishes using fresh ingredients from local markets.
Evening
For dinner, treat yourself at Enoteca Pinchiorri, one of Florence's most prestigious restaurants. With three Michelin stars, it offers an unforgettable dining experience featuring exquisite Italian cuisine.
Bedtime
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Lucca and Surroundings

Morning
Begin your day with a visit to Guinigi Tower (Torre Guinigi). This iconic tower is famous for the ancient oak trees growing on its top, offering panoramic views of Lucca and its surroundings.
Afternoon
After exploring the tower, head to Devil's Bridge (Ponte del Diavolo or Ponte della Maddalena). This medieval bridge is steeped in legend and offers a picturesque setting for a leisurely stroll.
Evening
For your final dinner in Tuscany, dine at L'Imbuto, a contemporary restaurant located within the Lu.C.C.A. Center of Contemporary Art. The innovative cuisine and artistic ambiance make it a perfect end to your Tuscan adventure.
Bedtime
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