GOLF EXPERIENCE in beautiful Tuscany
From scenic fairways to shared moments on the course, a curated golfing journey through Tuscany: active, social, and deeply rewarding.
MAY GOLFING EXPERIENCE - WEEK 1 PROGRAM
ARRIVAL: Settle in at leisure
10:00 – TOUR OF SIENA, Afternoon at Leisure
Explore Siena, one of Italy’s most beautiful medieval cities and a UNESCO World Heritage site—rich in art, history, and timeless Tuscan tradition.
Your private guide will lead you through Siena, starting at Basilica of San Domenico, home to the relic of Saint Catherine of Siena. Strolling through the picturesque contrade, you’ll arrive at the shell-shaped Piazza del Campo—one of the world’s most beautiful squares—where the legendary Palio di Siena takes place each summer. With your Sienese guide, you’ll uncover the stories and traditions that make this city so uniquely alive.
During your tour, you’ll stop at a renowned local bakery to taste Ricciarelli—soft, delicate, and deeply rooted in Sienese tradition.
The experience ends in Piazza del Duomo, where the breathtaking marble façade of the Siena Cathedral awaits. Along the way, your guide will take you off the beaten path, revealing the city through a true local’s eyes.
09.00 – GOLF DAY Duration 6 hrs.
Ranked among the top golf courses in Italy, Castiglion del Bosco Golf Club offers a world-class experience set within the rolling vineyards of Montalcino.
Pick-up from and return to Siena are arranged by Guild Living; lunch at the clubhouse is available but not included.
10:00 – TOUR OF THE CHIANTI REGION, Duration: 6 hrs.
Set in the heart of Chianti, this landscape of sunlit vineyards, rolling hills, and timeless villages is more than a destination—it’s a way of living, shaped by centuries of winemaking tradition. Here, every glass tells a story of culture, passion, and place.
Follow winding country roads through hills lined with Sangiovese vines, where soil rich in clay and limestone gives Chianti wines their unmistakable character. From the bold structure of Chianti Classico to the elegance of Chianti Rufina, you’ll learn to recognize the nuances that define each expression.
VISIT OF CANTINE ANTINORI
Visit a private wine estate and cellar, enjoy a guided tasting paired with Tuscan cuisine
This winery is an architectural masterpiece, a place where tradition and innovation coexist in perfect harmony, it was built entirely with local materials—terracotta, wood, and natural tones that reflect a deep respect for the Tuscan landscape and the family’s centuries-old bond with the land, dating back to the 1400s.
Carved into the hillside and almost invisible from the outside, the cellar is both fascinating and highly innovative: designed for gravity-flow vinification, it naturally maintains a constant temperature of 14°C year-round, eliminating the need for heating or cooling and ensuring ideal conditions for wine production and aging.
From its panoramic terrace, the estate overlooks the rolling Chianti countryside, with vineyards planted with Sangiovese and other historic varietals—an authentic tribute to the beauty and heritage of this land.
09.00 – GOLF DAY Duration 8 hrs.
Set between the lagoon and the sea, Argentario Golf Club is Italy’s only PGA National course, offering an international-standard golfing experience.
Wide fairways, strategic design, and open coastal views make it both challenging and rewarding for players of all levels.
Guild Living arranges seamless transfers from Siena, with the option to enjoy the clubhouse and surrounding landscape at your own pace.
ENJOY GUILD SIENA, our pool, our restaurant, the Michael’s bar and the cool breeze in our 4 hectare forest.
09.00 – GOLF DAY Duration 8 hrs.
Set in a panoramic position overlooking the sea, Golf Club Punta Ala is considered one of the most scenic courses in Tuscany.
Its gently rolling fairways unfold through the natural landscape of the Maremma, creating a course that feels both fluid and deeply connected to its surroundings.
A coastal golfing experience where light, breeze, and nature become part of every round.
JULY GOLFING EXPERIENCE - WEEK 2 PROGRAM
10:00 – TOUR OF FLORENCE, Duration: 3 hrs.
Discover the timeless beauty of Florence with a private guide on a cultural stroll through its most iconic landmarks.
Begin in Piazza del Duomo, the vibrant heart of the city, home to the magnificent Cathedral of Santa Maria del Fiore, crowned by Filippo Brunelleschi’s extraordinary dome, alongside Giotto’s Campanile and the Florence Baptistery.
Continue to Piazza della Signoria, then explore the lively Mercato del Porcellino—don’t forget to touch the famous boar for good luck—before ending at the iconic Ponte Vecchio, lined with historic goldsmith shops.
Includes private guide and skip-the-line tickets to Brunelleschi’s Dome
14:30 – VISIT UFFIZI AND ACCADMIA, Duration: 3 hrs.
Step into Florence, the celebrated birthplace of the Renaissance, where art lives in every corner. With your expert private guide, enjoy a cltural journey through Italian artistic excellence, exploring two of the country’s most iconic museums.
Begin at the Uffizi Galleries, a masterpiece in itself, with nearly one hundred rooms showcasing works by Giotto, Sandro Botticelli, Leonardo da Vinci, Raphael, Michelangelo, and Titian—a living journey through the history of art.
Then continue to the Accademia Gallery, where Michelangelo’s iconic David stands in silent, breathtaking power.
Includes private guide and skip-the-line access to both museums (passport required).
BALLOONING ABOVE THE CHIANTI HILLS, Start up at 05.00 a.m.
Soar above the rolling hills of Chianti on a breathtaking hot air balloon flight, discovering Tuscany from an entirely new perspective. As you rise gently into the morning sky, the world below unfolds into a tapestry of vineyards, medieval villages, and castles bathed in soft, golden light.
Drift silently over this timeless landscape, where every view feels like a painting and every moment invites stillness, wonder, and unforgettable beauty.
Includes private hot air balloon flight, breakfast, and round-trip transfer by private car. (Flight subject to weather conditions.)
09.00 – GOLF DAY Duration 6 hrs.
Set within one of Tuscany’s most unique natural landscapes, Terme di Saturnia Golf Club offers a distinctive blend of technical play and wellbeing.
Designed to follow the natural contours of the land, the course unfolds across open countryside shaped by wind, light, and thermal waters.
A golfing experience that extends beyond the game — where performance meets relaxation in the nearby natural hot springs.
Guild Living arranges seamless transfers from Siena, with the option to enjoy the clubhouse and spa at your own pace.
ENJOY GUILD SIENA, our pool, our restaurant, the Michael’s bar and the cool breeze in our 4 hectare forest.
GOLF DAY , Pick up at 09.30 – duration: 5 hrs.
Set just minutes from Siena, Royal Golf La Bagnaia offers a modern and beautifully designed course immersed in the Tuscan countryside.
Its wide fairways and strategic layout create a game that is both enjoyable and technically engaging, framed by expansive views and open landscapes.
 
A refined yet approachable golfing experience — perfectly integrated into the rhythm of life at Guild Living.
 
VINTAGE CAR RIDE OF CHIANTI, Pick up at 08.00 – duration: 5 hrs.
Leave behind the cultural buzz of Tuscany’s cities and embrace the quiet beauty of Chianti with a stylish ride in a vintage car. Whether aboard a classic Fiat 500 or similar, sit back as your driver guides you through rolling hills and timeless landscapes.
Wind along scenic roads lined with stone farmhouses, vineyards, olive groves, Romanesque churches, and medieval castles—traces of a history shaped by rivalries between Florence and Siena. Every turn reveals a view worth a pause.
Includes private vintage car with driver and panoramic tour of the Chianti countryside. (Please note: vintage cars registered before 1976 may not be equipped with seatbelts, in accordance with Italian law.)
TRAVEL ARRANGEMENTS SPECIFIC FOR EACH GUEST, Pick up at Guild Siena
As your time at Guild Siena comes to a close, you leave with Tuscany in your eyes—its light, its landscapes, its quiet beauty now part of you.
In your heart, you carry the warmth of the Guild Way: thoughtful care, shared moments, and the feeling of truly belonging. And with it, new friendships—genuine connections to be nurtured long after you return home.
And perhaps, above all, you leave with a quiet, certain dream: to come back soon.
AN ALL INCLUSIVE OFFER, SO THAT YOU CAN LET GO, ENJOY AND LIVE LIKE AN ITALIAN
The Guild Way Hospitality approach,
an English speaking guest ambassador as your point of reference for every need,
all of the above activities and excursions
the security of having medical assistance at hand, if necessary
In superior suites for up to 2 people:
living room with fitted and equipped kitchenette, bedroom with king-size bed,
working area, private wi-fi and A/C, en-suite bathroom and large walk in closet
If you book before the end of may,
15% discount
on the whole amount of your booking.