October 18-25, 2025

The perfect mix of Italian culture, history and active adventure

During this retreat, we’ll embark on a journey through the lush rolling hill towns of Tuscany, immersing ourselves in the timeless beauty of the region. Our exploration will lead us to the medieval city of Siena and Tuscany’s vibrant capital, Florence. Throughout our stay, we’ll reside in a charming mid-15th-century farmhouse nestled within its own vineyard, just outside the picturesque medieval village of San Gimignano. The enchanting setting of this farmhouse, surrounded by vineyards and overlooking the Tuscan countryside, promises to be an experience you’ll forever cherish.

We begin our journey in the picturesque, tuscan, medieval village of San Gimignano

The origins of Guardastelle date back to the middle of the fifteenth century.
The Villa has been enlarged over the centuries in order to house the children of the peasants, the last part of the house was built in the 1950s.
The estate was originally a farmstead for all intents and purposes, surrounded by immaculately kept olive groves, gardens and vineyards.
Also on the property there is a woodshed, a barn, a pigsty, a winery and an olive-oil press.
In 1984 it was purchased in poor conditions, almost unsuitable to live in, by a man named Sestilio. However, the unique view of San Gimignano and the sweeping panorama over the vineyards and hills held an irresistible attraction.
Sestilio’s intention was to rediscover the spirit of country life with his family. In 1997, his daughter, Susan, decided to start making wine from her own grapes in the winery built and fitted out by her father, producing wines and extra-virgin olive oil under the brand Sovestro in Poggio.
In 2003 she began renovation works on the house, and after four years of work she endowed Guardastelle with its current appearance.
It is impossible not to fall in love with its rolling hills, the fruits of which become the wine and olive oil that the whole world envies.
Guardastelle Villa will immerse you into a fairytale atmosphere as the fireflies accompany you along the road leading to the gates of San Gimignano, with its enchanting towers, cobblestone streets and centuries old history.
Join us in October and experience for yourself the magic that makes this villa and this village so incredibly special that you will want to return again and again.

TRIP DETAILS

Meet your hosts

For this one Candy Jackson is teaming up with Jana Olenio Grgurovic, owner & founder of SUP YO Adventures and owner of The Bartlett Village House.
Jana has been leading retreats for well over a decade and has led this very same retreat in the past. She believes that no one can pour from an empty cup and that self care is a requirement. She also believes that combining yoga with the outdoors is an important tool that can help people gain clarity, refocus their energy and become grounded & inspired so they can return to their daily lives with a full cup and pour from it.

$3,495 per person Shared Double Occupancy Room & Shared Bath
$4,295 per person Single Occupancy Room & Private Bath SOLD OUT

Package Includes

• 8 Days/7 nights in a shared or single room

• 7 Breakfasts, 3 Lunches, 5 Dinners

• 2 Cooking Classes

• Wine Tasting & Tour of Property

• Siena city tour

• San Gimignano tour

• Florence city tour

• Cycling through the Vineyards Tour

• Yoga Daily

• Unlimited Use of Pool

• Entrance Fees (tours)

• English Speaking Private Guides

• Airport Transfers

Not Included

• Airfare

• Meals not mentioned above

• Additional tours, excursions or other not included in the above itinerary

Payment Options

Pay deposit of $1,000 or pay in full

• ACH: Pay online using your bank account at check out.

• Check: Use discount code paybycheck at check out.
  Drop off or mail to: Blossom Yoga & Wellness, 120 N. Main St., Concord, NH 03301.

• Cash: Use discount code paycash at check out.
  Save 5% with all cash payments. Email us to arrange in person exchange.

• CC: Pay online at check out.

Arrival & Departure

• Please plan to arrive in Florence (FLR) before noon on October 18, 2025.

• Depart on October 25, 2025 from Florence (FLR) anytime.

• If you require assistance with booking airfare please contact us via email.

Ground Transfers

• Private Group Transfers are included and will be provided for you.

• Everyone will be on the same coach transfer to/from the airport. (If your flight arrives later than noon, you will be required to take your own transportation to the villa.)

• On the return, the group coach transfer is included OR you may take a taxi to the airport at your leisure.

Cancellation Policy

Full and final payment is due 3 months before retreat, July 18, 2025.
Any and all deposits and payments are non refundable unless we can fill your spot.
If a refund is issued, a $250 admin fee will be deducted.

Travel Insurance

Cancel for any reason trip insurance is available.
We recommend Allianz Travel Insurance @ www.allianztravelinsurance.com

As always, reach out to us with any questions.