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Valentine’s Day in Tuscany: the most romantic destinations and experiences for an unforgettable escape

Publication Date  Monday, February 3, 2025

If you’re looking for a special idea to surprise your significant other this Valentine’s Day, Tuscany has everything you need to make every moment unique.

Discover the most romantic destinations and must-have experiences to celebrate love in one of Italy’s most enchanting regions!

Lovers

The Tree of Love in Lucignano (AR)

If this Valentine’s Day you dream of making unforgettable vows of true love, you cannot miss Lucignano, a charming little village in the Valdichiana area. Here, at the local museum, you’ll find the Tree of Love, a reliquary made of gold and red coral shaped like a 12-branched tree, dating back to the 14th-15th century. This Gothic-Renaissance masterpiece of goldsmithing was created by master artisans Ugolino da Vieri and Gabriello d’Antonio. Standing about 2.6 meters tall, it is adorned with leaves, branches, angels, and religious scenes. Its structure resembles a tree of life, symbolizing eternal love and hope.

This marvel is considered a lucky charm for couples: legend has it that couples who pledge their love in front of this reliquary will enjoy a long and happy life together.

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Pienza

Via del Bacio and Via dell’Amore in Pienza (SI)

If you’re a hopeless romantic, then Pienza is the perfect destination for you. This enchanting village in the Val d’Orcia, with its picturesque streets and breathtaking views of rolling hills, is the ideal setting for a romantic getaway. Here, Via del Bacio (Kiss Street) and Via dell’Amore (Love Street) will lead you to discover hidden and intimate corners.

Pienza’s charm is so captivating that it even caught the eye of renowned director Franco Zeffirelli, who chose it as the setting for his famous 1968 film "Romeo and Juliet". Romance seems to linger in the air at every turn, making it a must-visit for couples looking to celebrate love. Additionally, during Valentine’s Day, the village is adorned with romantic decorations and hosts special events dedicated to lovers.

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Pitigliano

The Little Jerusalem of Tuscany – Pitigliano (GR)

For those seeking a stunning backdrop for a love declaration, Pitigliano is a perfect choice. This magnificent village in the heart of the Maremma, carved into tuff stone, is known as “Little Jerusalem” due to the historic presence of a Jewish community that lived in harmony with the locals for centuries. The nickname pays tribute to the significant cultural and religious heritage the Jewish community has left behind.

Pitigliano offers spectacular views thanks to its unique position on a tuff ridge overlooking the surrounding valleys. The medieval village, with its stone houses appearing to emerge directly from the rock, creates a breathtaking panorama, especially at sunset, when golden light enhances the warm tones of the tuff.

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Isola Santa

Like a Fairy Tale – Isola Santa (LU)

Isola Santa, an enchanting village in the province of Lucca nestled in the heart of the Apuan Alps, is often considered a magical and romantic place thanks to its timeless atmosphere and the beauty of the surrounding landscape.

The village overlooks an emerald-green artificial lake, created in the 1950s for a hydroelectric plant. The calm, clear waters reflect the village and the surrounding greenery, creating an idyllic setting. When shrouded in mist, especially in the morning or colder months, the scene takes on a mysterious and magical quality, offering a sense of complete peace. It’s the perfect retreat for couples seeking a romantic escape far from the hustle and bustle of daily life.

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Hot Air Balloon

Hot Air Balloon Ride

If your goal is to surprise your partner with a truly unique experience, then a hot air balloon ride over Tuscany is the perfect gift. Several companies offer this extraordinary opportunity throughout the region, allowing you to soar above some of Tuscany’s most iconic locations.

Imagine floating over historic cities like Florence, Siena, and Lucca, or enjoying the thrill of a flight above the rolling Chianti hills or the Crete Senesi. The panoramic views will leave you breathless, making this Valentine’s Day unforgettable.

For an even more intimate experience, many providers offer private flights—ideal for marriage proposals, anniversaries, or simply sharing a special moment with your loved one. Flights typically take place at sunrise, when weather conditions are most favorable, and the scenery is especially enchanting. After landing, it’s customary to toast with a glass of sparkling wine or champagne to celebrate the adventure you’ve just shared.

This is undoubtedly an original idea—just make sure your partner isn’t afraid of heights! But once you’re in the air, the beauty of the views will make you forget any fear.

So book your romantic experience now and get ready to experience the magic of Tuscany with your special someone!

In partnership with Trading Estate Service Srl