Coed Cycling Retreat in Tuscany, Italy

Sept 15 to Sept 22, 2025

Coed Cycling Retreat in Tuscany, Italy
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We’ll cycle quiet back roads through the Tuscan wine country, visit magnificent medieval villages, discover the best gelato and cappuccino stops, and hike along the shimmering Mediterranean Sea. We’ll also enjoy the mindfulness of daily poetry and yoga, savor the freshest local cuisine, learn to prepare authentic dishes from local cooks, taste the finest wines, olive oils, and cheeses together with the families that produce them, and experience true Tuscan hospitality and local color in all aspects of this unique, Co Ed Tuscan retreat. All ability levels welcome. 

See Italy in a whole new light on this amazing cycling vacation in Tuscany. From the shimmering Mediterranean Sea to the rolling hills and ancient villages, we’ll absorb the essence of Tuscany and allow our senses to run wild. From the honey-soaked light of the morning glowing over fields of red poppies, to the golden rays shining through the vineyards in the evening, we will discover the blissful rhythm of Tuscany. We’ll bike the most charming roads in the world, and delight your taste buds with spectacular local foods, all while learning about our surroundings: art, architecture, history, and the art of making olive oil, wine, cheese and authentic Tuscan cuisine. 

All ability levels are welcome and each bike ride is guided. The high staff-to-participant ratio means you’ll have someone to encourage you, as well as teach you cycling tips, whether you’re a beginner or a veteran. This is the trip you always promised yourself you’d take. Come join us in the sweet life. 

Where We’ll Go on La Dolce Vita Co Ed Tuscany Cycling Retreat:

We will split our time between two spectacular regions of Tuscany: the authentic, unspoiled countryside of the Etruscan coast on the Mediterranean Sea, and Val d’Orcia, known as the heart of Tuscany, with gentle, carefully-cultivated hills peppered with picturesque towns and villages

Some of the towns we will be visiting and riding through are: the Etruscan city of Montalcino, Pienza (the jewel of the Renaissance), Monastero di Sant’Anna (where the English patient was filmed), Abbazia di Monte Oliveto Maggiore (if we time it right we can hear the chanting of the monks), Castagneto Carducci, Sassetta, Suvereto, Montescudaio, Bolgheri, Massa, and Populonia. We’ll have a full day to savor the charms of mystical Siena, considered one of the best-preserved medieval towns in Italy. An expert local guide will lead us into the heart of Siena’s history and art.

Our home base for the first portion of the retreat is the lovely Sport Hotel in the Etruscan coast region. Set in a beautiful Mediterranean garden, the hotel is modern but built in charming, traditional Tuscan style.

The beautifully landscaped grounds feature fruit orchards and olive groves, a state-of- the-art Olympic swimming pool, and great views of the village and sunsets. Our meals are specially prepared and served in the hotel’s noted restaurant, L’Olivo, which specializes in homestyle Tuscan cuisine.

We’ll spend three nights here, exploring the Etruscan coast by day — a cyclist’s paradise of rolling hills and quiet roads through some of Italy’s most prized vineyards. Stretching from medieval village to medieval village, our select routes take in glorious views with sublime spots to stop for a cappuccino or a gelato.

For the next portion of our adventure, we’ll head inland to the magnificent region of Val d’Orcia, where we’ll spend two nights at winery accommodation. Set in a spectacular setting of cypress-lined lanes, ancient stone villages, and undulating hills studded with castles, the winery accommodation is a working wine and olive oil producing estate with beautifully renovated farmhouses and a main villa for our lodging. The estate also includes a small chapel, two swimming pools, and a gourmet restaurant preparing our sumptuous Tuscan meals from fresh, local produce.

The proprietor Donatella, is the producer of award-winning Brunello di Montalcino wines. Her signature vintage, Prime Donne, is produced solely by women.

The cycling in the Val d’Orcia region, particularly the Le Crete (pronounced cret-tay) area, is nothing less than breathtaking. The landscape is the quintessential dream of Tuscany, unfolding its splendid and miraculous beauty mile after mile along some of the most idyllic roads in the world. On our daily rides, we will visit Montalcino, the elegant wine town, jewel-like Pienza, considered the most perfect Renaissance town in Italy, Sant’Anna, the graceful monastery where the English Patient was filmed, and the magnificent frescoes in the grand Abbey of Monte Oliveto Maggiore, where it is still possible to hear the monks celebrate mass in Gregorian chant.

What to Expect at the La Dolce Vita Co Ed Tuscany Cycling Tour:

Most mornings we will begin with yoga to awaken our senses and limber our bodies before enjoying a buffet breakfast with foamy cappuccinos. Then we’ll pedal our E-Bikes (or road bikes) on the Tuscan roads, famous for their cypress trees, lack of traffic, and friendly drivers. Our afternoons will be spent exploring villages, swimming in the calm sea or our 25 meter pool which is right out our door, and rekindling the spark for life.

Throughout the retreat, you will have personal and individualized professional instruction and guidance during all activities. Our staff consists of world-class athletes and coaches, who will offer you heartfelt support and instruction. We’ll create small riding groups to ensure everyone rides with others at a similar ability level. Riding options are provided for beginners to accomplished riders. And, all rides are fully supported with a bike mechanic and a sag wagon (full of fruit, water, cookies and, of course, chocolate). PLUS we have E-Bikes!!!

About
About The Host

We provide enriching and rejuvenating adventure retreats to renew the spirit and strengthen the body. A unique and powerful approach to creating vibrant health and personal empowerment deals for women of any age, background, or athletic ability. Programs targeting the mind, body, and spirit have been developed and refined over 16 years by world champion triathlete Colleen.

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