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Romancing San Gimignano: 5 Days of Love and Laughter

Whispering romance amidst medieval marvels - fall in love in San Gimignano!

28 August 2023

San Gimignano, located in the heart of Tuscany, Italy, is a picturesque and enchanting destination perfect for a romantic trip. With its well-preserved medieval architecture and breathtaking views of rolling vineyards and olive groves, the town offers a romantic atmosphere like no other. Couples can indulge in world-class wine and cuisine, stroll hand in hand through the narrow cobblestone streets, and admire the iconic 14 medieval towers that give San Gimignano its unique charm.

Travel plan

• Check into Hotel La Collegiata, a charming 14th-century mansion-turned-hotel with stunning views of the Tuscan countryside.
• Explore the medieval beauty of San Gimignano, strolling hand in hand along its narrow cobblestone streets.
• Climb the towering heights of Torre Grossa for a breathtaking panorama that will make your heart skip a beat.
• Indulge in a romantic dinner at Ristorante Da Pode, where you can savor authentic Tuscan cuisine in a cozy, candlelit atmosphere.
• Sip on a glass of locally-produced Vernaccia di San Gimignano wine, as you toast to a perfect day of love under the starry Tuscan sky.

• Embark on a wine tasting adventure in the picturesque vineyards surrounding San Gimignano.
• Take a guided tour of Fattoria di Fugnano, a family-owned winery that has been producing aromatic Vernaccia for centuries.
• Savor the flavors of Tuscany during a wine pairing lunch at Locanda di Pietracupa, where every bite is a symphony of tastes.
• Wander through the vine-covered hills at sunset, hand in hand, and let the beauty of the Tuscan countryside ignite your love.
• End the day with a romantic moonlit stroll through Piazza della Cisterna, soaking in the enchanting atmosphere of this medieval gem.

• Discover the exquisite art of the Collegiate Church of San Gimignano, adorned with stunning frescoes that will leave you in awe.
• Immerse yourselves in the local history at the San Gimignano 1300 exhibition, where you can witness the town's medieval glory come to life.
• Explore the Museo d'Arte Sacra, home to a collection of precious religious artworks that tell stories of devotion and faith.
• Treat yourselves to a leisurely picnic overlooking the rolling hills of the Tuscan countryside, filled with savory delights from a local deli.
• Wander through the artisan shops, hand in hand, as you search for the perfect handcrafted souvenir to commemorate your romantic trip.

• Rent bicycles and pedal through the charming Tuscan countryside, enjoying the fresh air and beautiful landscapes.
• Make a stop at the historical vineyards of Rocca delle Macie, where you can embark on a guided tour followed by a wine tasting.
• Cycle to the nearby town of Colle Val d'Elsa, known for its crystal production, and marvel at the intricate craftsmanship on display.
• Enjoy a delightful lunch al fresco at Ristorante Beltramonto, where you can savor traditional Tuscan flavors in a rustic setting.
• Spend a romantic evening under the stars, indulging in gelato from Gelateria Dondoli, referred to as the world's best gelato.

• Rise early to catch the sunrise over the picturesque countryside, bidding a fond farewell to San Gimignano in all its morning glory.
• Savor a leisurely breakfast at Caffè delle Erbe, fueling up for the journey ahead.
• Take one last stroll through the town, savoring the sights, sounds, and flavors that have become a part of your romantic memories.
• Depart from Hotel La Collegiata, but carry the spirit of San Gimignano with you, forever entwined in the tapestry of your love story.