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A Two-Day Destination Wedding at Borgo di Castelvecchio in Tuscany: Holly & William’s Romantic Celebration

Planning a destination wedding in Tuscany? Holly and William’s unforgettable two-day celebration at the charming Borgo di Castelvecchio is a dreamy example of why this picturesque location is perfect for couples seeking romance, history, and breathtaking views.

A Two-Day Destination Wedding at Borgo di Castelvecchio in Tuscany: Holly & William’s Romantic Celebration

Planning a destination wedding in Tuscany? Holly and William’s unforgettable two-day celebration at the charming Borgo di Castelvecchio is a dreamy example of why this picturesque location is perfect for couples seeking romance, history, and breathtaking views.

Day 1: Pizza Party in True Tuscan Style
What better way to welcome your guests than with a sunset pizza party in the heart of Tuscany? Holly and William kicked off their wedding weekend with a relaxed yet chic pizzata in one of Borgo di Castelvecchio’s rustic courtyards. Long wooden tables covered in checkered tablecloths set the tone for a classic Italian evening. Guests enjoyed freshly baked pizza, a vintage gelato cart brimming with Italian flavors, and the magical glow of the golden hour as the sun set behind the rolling Tuscan hills. The atmosphere was warm, intimate, and brimming with authentic Tuscan charm—an ideal way to bring together friends and family before the big day.

Day 2: The Wedding Day – Rustic Elegance and Timeless Beauty
On the morning of the wedding, Holly and William prepared in separate areas of the Borgo, each surrounded by their closest loved ones. Holly spent the morning getting ready with her adorable twin daughters, while William shared quiet moments with his groomsmen.

The ceremony took place in a stunning garden with panoramic views of the Tuscan countryside. A rustic floral arch, elegantly decorated with white roses and greenery, framed the couple as they exchanged vows in front of their guests. The soft breeze and the peaceful atmosphere made this outdoor ceremony even more special.

After the “I do’s,” guests gathered poolside for a refreshing aperitivo, enjoying local wines, cocktails, and delicious Tuscan bites, all while taking in yet another breathtaking view of the surrounding vineyards and olive groves.

Dinner Under the Stars: A Magical Tuscan Evening
As the sun dipped below the horizon, guests moved to the main courtyard, where a long imperial table had been beautifully set under the sprawling branches of a centuries-old tree. String lights, flickering candles, and lush floral centerpieces created a romantic, fairy-tale ambiance. The laughter, heartfelt toasts, and clinking of glasses filled the courtyard as everyone celebrated Holly and William’s love late into the night.

This two-day destination wedding at Borgo di Castelvecchio perfectly captured the essence of a Tuscan wedding: authentic, romantic, and unforgettable. From the laid-back charm of the pizza party to the elegance of the wedding day itself, every detail was thoughtfully curated to create a once-in-a-lifetime experience.

Why Choose Tuscany for Your Destination Wedding?
A destination wedding in Tuscany offers a unique blend of stunning landscapes, exquisite cuisine, and timeless charm. Whether it’s a casual pizza party under the Tuscan sunset or an elegant dinner beneath twinkling lights, the magic of Tuscany elevates every moment.

If you’re dreaming of a wedding like Holly and William’s, filled with love, laughter, and the beauty of Italy, Borgo di Castelvecchio might just be the perfect place for your special day.

Wedding day

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Victoria and Craig - An intimate al fresco wedding at Il Falconiere | Tuscany

Getting married at Il Falconiere is like stepping into a different world where time is slow and the living is gracious, yet relaxing and very charming’. The little family chapel, the swimming pool among olive trees or the vineyards would be the perfect setting for an unforgettable event.

Getting married at Il Falconiere is like stepping into a different world where time is slow and the living is gracious, yet relaxing and very charming’. The little family chapel, the swimming pool among olive trees or the vineyards would be the perfect setting for an unforgettable event. Victoria and Craig's vision was to have a relaxed and fun day with their family and friends, filled with taste and elegance, without haste. Their dream came true thanks to the invaluable help of Alessia, who carefully studied the event design, with a palette of white flowers and roses and a touch of green and gold as the guiding aesthetic of the day.

Against the backdrop of rolling hills and vineyards, the couple exchanged vows in an outdoor ceremony facing the tiny chapel of the estate, with a flower arch profusely adorned to frame the future spouses. Following the ceremony, guests enjoyed an aperitif on the terrace overlooking the picturesque Tuscan landscape, sipping on fine wines and indulging in delectable appetizers.

As for the reception the day continued with an unforgettable dinner held in the courtyard of the estate. Guests gathered around a single long table adorned with an abundance of white flowers, lush greenery, candles, and twinkling lights, creating a romantic and enchanting atmosphere.

The Michelin-starred restaurant provided a culinary experience to remember, with each course expertly crafted to tantalize the taste buds and delight the senses. Against the backdrop of laughter and joy, the newlyweds and their loved ones savored every moment of the magical evening, creating memories to last a lifetime.

TEAM

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Cindy and Adam | A fairytale wedding at Castello di Celsa | Tuscany

Cindy and Adam's destination wedding in Italy was a two days celebration at 500 year old castle, nestled in the hills of Tuscany.

Cindy and Adam's destination wedding in Italy was a two days celebration at 500 year old castle, nestled in the hills of Tuscany. The inspiration was a pure Italian fairytale experience, from the romantic outdoor ceremony with a large amount of soft and colored flowers framing the couple under a floral arch, celebrated in the gardens overlooking the hills, to the reception, an intimate table set with 2 imperial tables, situated between the Italian chapel and the ancient walls of the castle as a unique background. Every detail, from the light wooden candlesticks, the crystal chandeliers, a soft and colorful palette of the floral arrangements, a touch of gold from the mise en place to the final surprising fireworks moment, gave to the newlyweds and their guests the most incredible magical night experience.

Welcome Dinner

Wedding Day

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A Fall intimate wedding in Tuscany | Villa il Pozzo |

Elizabeth and Joseph, a lovely couple from Texas who share a passion for Italy, chose to have their destination wedding in Tuscany. They wanted to bring families and friends together for an intimate celebration under the autumnal setting of the beautiful Italian countryside and, with the expert guide of Alessia, they discover the stunning Villa il Pozzo, located in the heart of the Chianti region, between Florence and Siena. With a seasonal palette of yellow, orange, dark red, deep purple and shades of green and dusty blue accents, they crafted the perfect fall dream!

landvphotography_wedding_photographer_tuscany_villailpozzo_certaldo_0146.jpg

Elizabeth and Joseph, a lovely couple from Texas who share a passion for Italy, chose to have their destination wedding in Tuscany. They wanted to bring families and friends together for an intimate celebration under the autumnal setting of the beautiful Italian countryside and, with the expert guide of Alessia, they discover the stunning Villa il Pozzo, located in the heart of the Chianti region, between Florence and Siena. With a seasonal palette of yellow, orange, dark red, deep purple and shades of green and dusty blue accents, they crafted the perfect fall dream!

The couple exchanged vows on the villa's terrace, overlooking the beautiful valley. Rolling hills, green and beautiful breezes created the perfect dream wedding setting. For the reception they made their way to the panoramic garden where the dinner table showcased the countryside with a blue dusty runner that came down from the table until it touched the grass. The mixed flower and berry compositions resumed the colors of the palette while the candles and ribbons that bound the napkins were in orange. A string of lights crossed the whole table giving a warm light and a welcoming atmosphere. 

And the menu had all the traditional Italian dishes! Every course featured fresh seasonal products, such as sweet pumpkin cream with crispy pancetta, Pecorino di Fossa cheese, and Pici del Casentino with rabbit and crispy aubergines. 

After the cutting of the cake, a delicious millefeuille filled with chantilly cream and chocolate chips, the newlyweds took their first dance inside a gazebo covered in fairy lights. Just magical!

In loving memory of Paolo

Design and planning: Alessia B Weddings | Photography: Leti - L&V Photography | Venue: Villa il Pozzo | Flowers: Il giardino delle Fate | Caterer: Guidi Lenci | Bridal Dress: Muse by Berta | Lights: Gbaudio | Bridal shoes: Bella Belle | Second Shooter: Velluto Photography | Muah: Giulia Cresci | Suit: Suit supply | Invitations: Hello Tenfold

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A romantic and stylish destination wedding at Villa Medicea di Lilliano | Florence

Sophie and Joey’s destination wedding in Florence is the perfect example of a timeless, romantic and chic event done right!

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Sophie and Joey’s destination wedding in Florence is the perfect example of a timeless, romantic and chic event done right! The white and green palette, with touches of gold and black go hand-in-hand with the Villa’s breathtaking views and architecture. And for the couple pictures they chose to visit the most amazing spots in Florence making us very happy!

From Style Me Pretty “ Today, we're celebrating the beauty and strength of Italy with this stunning Tuscan wedding at Villa Medicea DI Lilliano planned by Anne Laure Weddings. It's the perfect recipe for a magical destination wedding in Tuscany - a pizza party rehearsal dinner in the garden, a first look among the olive groves, and cocktails on the terrace overlooking the Duomo. From start to finish, this day is nothing short of a dream.”

From Anne Laure Weddings “ Sophie and Joey tied the knot last August in Tuscany, not far away fro Florence. This sweet couple from Seattle are Italy lovers and wanted a small intimate affair surrounded by their dearest friends and family members. They chose the Villa Medicea di Lilliano as their wedding venue and the rehearsal dinner took place in one of the other villas of the property.”

Design and planning: Anne Laure Weddings | Photographer: Leti - L&V Photography | Venue: Villa Medicea di Lilliano | Video: 2Become1 | Floral design: Chiara Sperti Floral Events | Muah: My Wedding Mirror | Production: Alma Project | Catering: Delizia Ricevimenti | Second shooter: Sara D’Ambra | Rentals: Preludio | Bridal shoes: MiuMiu | Bridal dress: Jenny Yoo Collection | Paper Goods: Creme de Papier

Featured on Style Me Pretty

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