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Romantic Week in Tuscany: Vineyards, Towns & Cuisine Itinerary

Last updated: 2024 Jun 14

Art and Culture in Florence

Morning

Start your romantic journey with a delightful breakfast at the renowned Caffè Gilli, a historic cafe in the heart of Florence. Afterward, immerse yourselves in the art world with a Florence Uffizi Gallery, David & Accademia Small Group Tour, experiencing masterpieces without the crowds.

Afternoon

For a romantic lunch, head to Osteria delle Tre Panche, known for its Tuscan specialties. Afterward, take a leisurely stroll to the Florence Cathedral & Brunelleschi's Dome Ticket & Audio App, marveling at the architecture.

Evening

Enjoy a romantic dinner at Cibrèo Ristorante Firenze, a local favorite for its innovative dishes. End the evening with a moonlit walk along the Arno River, taking in the views of the city.

Bedtime

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4.80
Florence Uffizi Gallery, David & Accademia Small Group Tour
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4.44
Florence Cathedral & Brunelleschi's Dome Ticket & Audio App
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Wine and Romance in Chianti

Morning

Indulge in a romantic breakfast at La Ménagère, a unique concept store with a charming cafe. Afterward, embark on a Florence Chianti Wineries Tour with Food and Wine Tasting, savoring the flavors of the region.

Afternoon

Enjoy a scenic drive to the Chianti region and have a romantic lunch at Ristorante Il Falconiere, a Michelin-starred restaurant. Afterward, visit the Castle of Meleto (Castello di Meleto) and take a romantic walk through the vineyards.

Evening

For a truly special evening, have a romantic dinner at Il Canto del Maggio, a hidden gem in the Tuscan countryside. Savor the local cuisine and wines in a magical setting.

Bedtime

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4.49
Florence Chianti Wineries Tour with Food and Wine Tasting
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5.00
Castle of Meleto (Castello di Meleto)
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Medieval Romance in Siena

Morning

Start your day with a romantic breakfast at Osteria Le Logge, overlooking the Piazza del Campo. Explore the Siena Cathedral (Duomo di Siena) and the Battistero di San Giovanni, marveling at the medieval architecture.

Afternoon

Have a leisurely lunch at Ristorante Guido, a historic restaurant in Siena. Afterward, take a romantic walk through the Siena Historic Centre, getting lost in the narrow streets and hidden corners.

Evening

Enjoy a romantic dinner at La Taverna di San Giuseppe, known for its traditional Tuscan dishes. End the evening with a visit to the Siena Cathedral (Duomo di Siena) at night, a truly magical experience.

Bedtime

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Siena Cathedral (Duomo di Siena)
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Siena Historic Centre
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Romantic Escape to San Gimignano

Morning

Start your day with a romantic breakfast at La Bottega del Nobile, a charming restaurant in the heart of San Gimignano. Explore the San Gimignano 1300, a unique museum that offers a glimpse into the town's medieval past.

Afternoon

Have a romantic lunch at La Grotta di Montepulciano, a hidden gem with a panoramic view. Spend the afternoon wandering through the Historic Centre of San Gimignano, known for its medieval towers and enchanting atmosphere.

Evening

Enjoy a romantic dinner at Ristorante Arnolfo, a Michelin-starred restaurant with a terrace overlooking the Tuscan countryside. Savor the gourmet cuisine and the sunset views.

Bedtime

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Historic Centre of San Gimignano
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Wine and Romance in Montalcino

Morning

Begin your day with a romantic breakfast at Osteria Acquacheta, a cozy spot in Montalcino. Visit the Montalcino Fortress (Fortezza di Montalcino) and enjoy the panoramic views of the Val d'Orcia.

Afternoon

Have a romantic lunch at Trattoria Da Burde, a family-run restaurant known for its traditional Tuscan dishes. Afterward, explore the Historic Centre of Montalcino, famous for its Brunello wine.

Evening

For a truly romantic evening, have dinner at Ristorante Il Silene, a Michelin-starred restaurant in the countryside. Enjoy a private wine tasting and a gourmet meal under the stars.

Bedtime

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4.78
Montalcino Fortress (Fortezza di Montalcino)
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Romantic Day in Pienza

Morning

Start your day with a romantic breakfast at La Bandita Townhouse, a boutique hotel with a charming terrace. Explore the Historic Centre of Pienza, a UNESCO World Heritage site known for its Renaissance architecture.

Afternoon

Have a romantic lunch at La Porta, a local favorite for its traditional Tuscan cuisine. Visit the Palazzo Piccolomini and take a romantic walk through the Val d'Orcia.

Evening

Enjoy a romantic dinner at Osteria La Porta, known for its panoramic views of the Val d'Orcia. Savor the local pecorino cheese and the sunset over the Tuscan hills.

Bedtime

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Historic Centre of Pienza
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Palazzo Piccolomini
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Romantic Road Trip in Val d'Orcia

Morning

Start your day with a romantic breakfast at La Locanda del Loggiato, a charming hotel in Bagno Vignoni. Embark on a scenic road trip through the Val d'Orcia, stopping in the picturesque villages of Montepulciano and Bagno Vignoni.

Afternoon

Have a romantic picnic in the Cretemagno, a hidden gem with panoramic views. Visit the Abbey of Sant'Antimo and enjoy the peaceful atmosphere of the ancient monastery.

Evening

End your romantic week with a farewell dinner at La Bottega del 30, a Michelin-starred restaurant in the heart of the Val d'Orcia. Savor the creative cuisine and raise a glass to a week of love and unforgettable memories.

Bedtime

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