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![7 Days Exploring Tuscany's Rolling Hills and Vineyards](https://storage.googleapis.com/bd-app-dev-375714.appspot.com/itineraries/018f9125-d1ed-7c57-aeed-49c335f72786/location889.jpg)
7 Days Exploring Tuscany's Rolling Hills and Vineyards Itinerary
Last updated: 2024 Jun 14Historical Florence
Morning
Start your day with a delicious breakfast at Trattoria Za Za. Explore the iconic Castle of Meleto (Castello di Meleto) and immerse yourself in the history of Tuscany.
Afternoon
Indulge in a traditional Tuscan lunch at Trattoria Mario. Visit the stunning Palio of Siena (Palio di Siena) and experience the vibrant culture of the region.
Evening
Enjoy a delightful dinner at La Mangiatoia and take a leisurely evening stroll through the charming streets of Florence.
Bedtime
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![Visit Castle of Meleto (Castello di Meleto) in Florence](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/af/59.jpg)
5.00Castle of Meleto (Castello di Meleto)
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Castle of Meleto (Castello di Meleto)
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5.00Palio of Siena (Palio di Siena)
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Palio of Siena (Palio di Siena)
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Chianti Wine Tour
Morning
Savor a Tuscan breakfast at Il Latini. Embark on a scenic Montespertoli Poggio Capponi Farm Chianti Wine Tour and taste the finest wines of the region.
Afternoon
Enjoy a leisurely lunch at Trattoria Sostanza. Explore the picturesque vineyards and rolling hills of Chianti.
Evening
Dine at the renowned Il Palagio and savor a gourmet dinner paired with exquisite wines.
Bedtime
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![Visit Montespertoli Poggio Capponi Farm Chianti Wine Tour in Chianti](https://cdn.getyourguide.com/img/tour/64ae810a89d73.jpeg/21.jpg)
Montespertoli Poggio Capponi Farm Chianti Wine Tour
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Montespertoli Poggio Capponi Farm Chianti Wine Tour
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Coastal Adventure
Morning
Start your day with a seaside breakfast at Osteria Santo Spirito. Embark on a captivating Elba Island Portoferraio Walking Tour and discover the beauty of Elba Island.
Afternoon
Enjoy a seafood lunch at La Giostra. Experience the crystal-clear waters with Maremma Sea's Treasures - Tour and snorkelling on a dinghy
Evening
Relish a dinner at Borgo San Jacopo and enjoy the sunset views over the coast.
Bedtime
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Elba Island Portoferraio Walking Tour
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Elba Island Portoferraio Walking Tour
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![Visit Maremma Sea's Treasures - Tour and snorkelling on a dinghy in Elba Island](https://cdn.getyourguide.com/img/tour/43d708189eb1e0ce.jpeg/21.jpg)
Maremma Sea's Treasures - Tour and snorkelling on a dinghy
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![Visit Maremma Sea's Treasures - Tour and snorkelling on a dinghy in Elba Island](https://cdn.getyourguide.com/img/tour/43d708189eb1e0ce.jpeg/21.jpg)
Maremma Sea's Treasures - Tour and snorkelling on a dinghy
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Exploring Nature
Morning
Start your day with a hearty breakfast at Trattoria Toscana. Embark on a guided Montepulciano Guided Winery Tour with Tasting & Appetizers and taste the renowned wines of Montepulciano.
Afternoon
Indulge in a Tuscan lunch at Buca Mario. Explore the charming town and its historic sites.
Evening
Dine at Enoteca Pinchiorri for a gourmet dinner experience.
Bedtime
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![Visit Montepulciano Guided Winery Tour with Tasting & Appetizers in Montepulciano](https://cdn.getyourguide.com/img/tour/63906b9232b41.jpeg/21.jpg)
5.00Montepulciano Guided Winery Tour with Tasting & Appetizers
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Montepulciano Guided Winery Tour with Tasting & Appetizers
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Culinary Delights
Morning
Enjoy a traditional breakfast at Osteria di Giovanni. Immerse yourself in a hands-on Arezzo Cooking Class at a Local's Home and learn the secrets of Tuscan cuisine.
Afternoon
Savor a delicious lunch at Trattoria Cibrèo. Explore the historic streets of Siena and visit the Palio of Siena (Palio di Siena)
Evening
Dine at La Bottega del Buon Caffè and experience a culinary journey through Tuscan flavors.
Bedtime
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![Visit Arezzo Cooking Class at a Local's Home in Siena](https://cdn.getyourguide.com/img/tour/5beadbb853f3a.jpeg/21.jpg)
5.00Arezzo Cooking Class at a Local's Home
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Arezzo Cooking Class at a Local's Home
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5.00Palio of Siena (Palio di Siena)
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Palio of Siena (Palio di Siena)
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Seaside Escape
Morning
Start your day with a beachside breakfast at Il Santo Bevitore. Embark on a Giglio Island Seafood Pasta & Tiramisu Cooking Class and learn to prepare authentic Italian dishes.
Afternoon
Indulge in a seafood lunch at Ristorante La Leggenda dei Frati. Relax on the pristine beaches of Giglio Island and soak in the Mediterranean sun.
Evening
Enjoy a dinner at Osteria Cipolla Rossa and savor the fresh flavors of the sea.
Bedtime
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![Visit Giglio Island Seafood Pasta & Tiramisu Cooking Class in Giglio Island](https://cdn.getyourguide.com/img/tour/647878bd2b739.jpeg/21.jpg)
5.00Giglio Island Seafood Pasta & Tiramisu Cooking Class
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Giglio Island Seafood Pasta & Tiramisu Cooking Class
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Cultural Exploration
Morning
Start your day with a breakfast at Gusta Pizza. Explore the iconic Cinque Terre Gems UNESCO Sites & Secrets Tour and uncover the hidden gems of the region.
Afternoon
Indulge in a pizza lunch at Ora d'Aria. Visit the famous Leaning Tower of Pisa and stroll along the picturesque streets of the city.
Evening
Conclude your journey with a farewell dinner at Il Palagio and reminisce about your unforgettable Tuscany adventure.
Bedtime
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![Visit Cinque Terre Gems UNESCO Sites & Secrets Tour in Pisa](https://cdn.getyourguide.com/img/tour/636a12050bc26.png/21.jpg)
5.00Cinque Terre Gems UNESCO Sites & Secrets Tour
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Cinque Terre Gems UNESCO Sites & Secrets Tour
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