Five Days of Adventure in the Stunning Nature of Tuscany

Day 1: Cortona Exploration

Cortona, Italy on April 12, 2025

8:00AM

Breakfast at Caffè Signorelli

Start your day at this cozy café known for its artisanal pastries and locally sourced coffee. Don't miss their ricciarelli biscuits.
EUR10, 1 hour

9:30AM

Explore Cortona

Wander through the charming medieval streets of Cortona and visit the Diocesan Museum for a taste of local art and history.
EUR8, 2 hours

12:00PM

Lunch at Osteria del Teatro

Savour authentic Tuscan pasta dishes in a rustic setting. Their pici cacio e pepe is a must-try!
EUR20, 1 hour

1:30PM

Hiking in the Val di Chiana

Take a guided hike through the beautiful Val di Chiana landscape, famous for its rolling hills and stunning views.
EUR25, 3.5 hours

5:00PM

Wine Tasting at Avignonesi

Experience a delightful wine tasting at this renowned vineyard, known for its sustainable practices and excellent Vino Nobile di Montepulciano.
EUR30, 2 hours

7:30PM

Dinner at La Bucaccia

Enjoy traditional Tuscan dishes in a warm and welcoming atmosphere. Their wild boar stew will leave you with lasting memories.
EUR30, 1.5 hours
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Day 2: Val d'Orcia Day

Val d'Orcia, Italy on April 13, 2025

8:00AM

Breakfast at Pasticceria Corsini

Indulge in delicious pastries and fresh coffee in this local pasticceria before heading out to explore.
EUR8, 1 hour

9:00AM

Visit Pienza

Head to the UNESCO World Heritage site of Pienza, known for its beautiful Renaissance architecture and pecorino cheese.
EUR5, 2 hours

12:00PM

Lunch at La Porta

This charming restaurant has breathtaking views and offers delicious dishes that incorporate local ingredients.
EUR25, 1 hour

1:30PM

Explore Bagno Vignoni

Enjoy the unique thermal waters of Bagno Vignoni, where you can relax and unwind in the ancient pools.
EUR15, 2 hours

4:00PM

Hike the Crete Senesi

Take in the stunning lunar-like landscape of Crete Senesi, perfect for trekking and photography.
Free, 2.5 hours

7:00PM

Dinner at La Cisterna

Savour hearty Tuscan cuisine at this rustic eatery, known for its rich ribollita and fine local wines.
EUR30, 1.5 hours
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Day 3: Montepulciano Wonders

Montepulciano, Italy on April 14, 2025

8:00AM

Breakfast at Caffe Poliziano

Enjoy a delightful breakfast with local pastries and great coffee before exploring the town.
EUR10, 1 hour

9:00AM

Visit Montepulciano

Spend the morning exploring the charming streets of this hilltop town, known for its stunning views and wine.
Free, 2 hours

12:00PM

Lunch at Osteria Acquacheta

Renowned for their hand-rolled pici and delicious wines, this is a must-visit for lunch.
EUR25, 1 hour

1:30PM

Explore the Vino Nobile Wine Cellars

Visit the renowned wine cellars in Montepulciano to learn about their wine production and enjoy tastings.
EUR20, 2.5 hours

4:00PM

Biking in the Countryside

Rent bikes and explore the scenic countryside around Montepulciano, featuring beautiful vineyards and olive groves.
EUR15, 2 hours

6:30PM

Dinner at Ristorante La Grotta

This restaurant offers spectacular views of the rolling hills and a menu filled with delicious Tuscan dishes.
EUR35, 1.5 hours
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Day 4: Chianti Region Adventure

Chianti, Italy on April 15, 2025

8:00AM

Breakfast at Bar Montalcino

Start your day with fresh local pastries and delicious espresso in Bar Montalcino, a local favourite.
EUR8, 1 hour

9:00AM

Wine Tour in Chianti

Experience an immersive wine tour through the vineyards of Chianti, learning about the winemaking process.
EUR40, 4 hours

1:00PM

Lunch at Osteria del Chianti

Enjoy a traditional Tuscan lunch with panoramic views over the rolling vineyards.
EUR25, 1.5 hours

2:30PM

Visit the Castello di Brolio

Explore the historic castle and grounds, known for its extraordinary history and stunning vistas.
EUR10, 2 hours

5:00PM

Truffle Hunting Experience

Join a delightful truffle hunting tour, led by experts and their trained dogs, in the heart of Chianti.
EUR70, 2 hours

7:30PM

Dinner at Ristorante Il Celliere

Relish Tuscan dishes paired with local wines at this rustic eatery, perfect for a post-adventure meal.
EUR30, 1.5 hours
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Day 5: Fiesole Escape

Fiesole, Italy on April 16, 2025

8:00AM

Breakfast at Ristorante La Reggia

Enjoy a delightful breakfast with breathtaking views of Florence at this charming restaurant.
EUR10, 1 hour

9:00AM

Explore Fiesole's Archaeological Sites

Visit the ancient ruins and stunning amphitheatre in Fiesole, offering a fascinating glimpse into Tuscany's past.
EUR10, 2 hours

12:00PM

Lunch at Terrazza del Chianti

Feast on delectable Tuscan delights with views of Florence as a backdrop at this popular terrace restaurant.
EUR25, 1.5 hours

1:30PM

Hike to Monte Ceceri

Take a scenic hike on Monte Ceceri, known for its beautiful walking trails and sweeping views of the surrounding area.
Free, 2.5 hours

4:00PM

Relax at Villa Medici

Stroll through the lovely gardens of Villa Medici and enjoy the tranquil atmosphere.
EUR5, 1 hour

6:00PM

Farewell Dinner at La Sosta dei Barbarini

End your trip with a superb dinner featuring seasonally inspired dishes and excellent wines.
EUR40, 2 hours
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