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Summary

This 4-day itinerary offers a blend of cultural immersion, culinary delights, and wine exploration in Florence and Tuscany. From iconic landmarks and unique dining experiences in Florence to the scenic beauty and renowned wineries of the Tuscan countryside, this guide promises an unforgettable Italian adventure.

🌆 Day 1: Exploring Florence

Begin your journey in Florence, immersing yourself in its rich history, architecture, and vibrant local scene.

🏨 25hours Hotel Florence Piazza San Paolino

Stay at the unique 25hours Hotel Florence Piazza San Paolino, inspired by Dante's Divine Comedy, offering 'Hell' or 'Heaven' themed rooms near the historic centre. The hotel offers good value, alongside a prime location, allowing you to reach the Duomo in just 8 minutes by foot.

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Tips

Choose a room based on your preferred theme and enjoy the prime location.

Travel Information
📞   Phone: +39 055 296 6911
🌐   Website: https://www.25hours-hotels.com/hotels/florenz/piazza-san-paolino
📍   Address: Piazza di S. Paolino, 1, 50123 Firenze FI, Italy
🔗   Profiles: Facebook LinkedIn

Piazza Duomo

Stroll the Piazza Duomo and unwind at a sidewalk cafe overlooking Santa Maria del Fiore Cathedral. On the second-floor terrace of Move On, a bar and record store, there is a tiny terrace you can squeeze two people onto overlooking the Duomo - it's perfect for a rainy day retreat.

Tips

Visit the second-floor terrace of Move On for a unique view.

🌅 Viale Giuseppe Poggi

Discover a less crowded sunset picnic spot with stunning views of Florence. With considerably fewer people and cement railings serving as convenient "table tops," you can set up for a standing picnic while watching the sun descend over the city horizon.

Tips

Arrive early to secure a good spot for the sunset.

day1 Travel Time Reference

25hours Hotel Florence Piazza San Paolino

⬇️ (650 m, 🚘 27 min, 🏃 9 min, 🚴 4 min, )

Piazza Duomo

⬇️ (7.2 km, 🚘 21 min, 🚇 25 min, 🏃 31 min, 🚴 17 min, )

Viale Giuseppe Poggi

day2:

Spend another day in Florence exploring its culinary scene, from historic wine windows to Michelin-starred dining.

All'antico Vinaio

Famous for its schiacciata sandwiches, a must-try in Florence.

Tips

Visit their second location near San Marco Square to avoid crowds.

Gucci Osteria da Massimo Bottura

A Michelin-starred restaurant offering a blend of haute cuisine and high fashion.

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Tips

Book your table in advance for this unique dining experience.

Travel Information
📞   Phone: +39 055 062 1744
🌐   Website: http://www.gucciosteria.com/?y_source=1_ODkzNDAyMy03MTUtbG9jYXRpb24ud2Vic2l0ZQ%3D%3D
🕒   Hours: See hours
📍   Address: P.za della Signoria, 10, 50122 Firenze FI, Italy
🔗   Profiles: Facebook Instagram

Floreal Bar

A vibrant spot in the Oltrarno district for artisanal cocktails and socializing with locals.

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Tips

End your night here for a memorable experience.

Travel Information
📞   Phone: +39 345 164 7856
🌐   Website: https://www.facebook.com/florealfirenze/
📍   Address: Borgo S. Frediano, 27R, 50124 Firenze FI, Italy
🔗   Profiles: Instagram Facebook

day2 Travel Time Reference

All'antico Vinaio

⬇️ (260 m, 🚘 4 min, 🏃 4 min, 🚴 1 min, )

Gucci Osteria da Massimo Bottura

⬇️ (2.0 km, 🚘 28 min, 🚇 12 min, 🏃 15 min, 🚴 4 min, )

Floreal Bar

🍷 Day 3: Tuscany Countryside Adventure

Venture into the Tuscan countryside, staying at an agriturismo and exploring the renowned Chianti wine region.

🏡 Podere Felceto

Podere Felceto is a tranquil organic olive oil farm offering a genuine agriturismo experience near Panzano. Nestled on a hillside, this charming farmhouse provides a serene retreat with an outdoor pool boasting picturesque views of the idyllic countryside.

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Tips

Use this as a base to explore local restaurants and wineries with the help of your host. Benefit from their intimate knowledge of the area to discover hidden gems and savor the authentic flavors of Tuscany.

Travel Information
🌐   Website: http://www.poderefelceto.com/
📍   Address: Via Case Sparse (Panzano), 17, 50022 Panzano In Chianti FI, Italy
🔗   Profiles: Facebook

🍇 Antinori nel Chianti Classico

Crowned the World's Best Vineyard in 2022, Antinori nel Chianti Classico is renowned for its impressive architecture that seamlessly blends into the natural surroundings. Delve into the world of Chianti wines with a captivating wine tour, exploring their impressive cellar and indulging in tastings of acclaimed wines like the renowned Tignanello.

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Tips

Book a wine tour in advance to ensure an enriching experience, gaining deep insights into the art of winemaking and the rich history of the region. Don't miss the opportunity to visit the wine shop for more delightful tastings and to bring home a piece of Tuscany's winemaking heritage.

Travel Information
📞   Phone: +39 055 235 9700
🌐   Website: https://www.antinorichianticlassico.it/
🕒   Hours: See hours
📍   Address: Via Cassia per Siena, 133, 50026 Bargino FI, Italy

day3 Travel Time Reference

Podere Felceto

⬇️ (18.4 km, 🚘 28 min, 🏃 4 hr 13, 🚴 1 hr 22, )

Antinori nel Chianti Classico

day4:

Conclude your trip with a day in Montalcino, tasting Brunello wines and enjoying the scenic beauty of Val d'Orcia.

Castiglion del Bosco

One of Montalcino's oldest estates, offering a picturesque setting for wine tours and scenic lunches.

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Tips

Arrange a private driver through the winery for a more affordable option.

La Taverna di San Giuseppe

A top-rated restaurant in Siena for authentic Tuscan cuisine.

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Tips

Make reservations well in advance to secure a spot.

Travel Information
📞   Phone: +39 0577 42286
🌐   Website: http://tavernasangiuseppe.it/
🕒   Hours: See hours
📍   Address: Via Giovanni Duprè, 132, 53100 Siena SI, Italy

day4 Travel Time Reference

Castiglion del Bosco

⬇️ (39.0 km, 🚘 49 min, 🏃 8 hr, 🚴 2 hr 23, )

La Taverna di San Giuseppe