Tucked into the sun-drenched hills of Chianti, this luxury wellness & culture retreat unfolds at a breathtaking Relais & Châteaux hotel surrounded by vineyards and olive groves.
Start your days with nature and movement, then dive into Tuscany’s flavors with wine tastings, cooking classes, e-bike rides, and scenic hikes. Evenings bring chef-prepared dinners, cocktails, live music, and movies under the stars—each night a little more magical than the last.
Explore the day-by-day itinerary for a glimpse of what’s to come.
YOUR TUSCAN ESCAPE AWAITS
Set in the heart of Tuscany’s Chianti region, this 5-star Relais & Châteaux hotel blends 17th-century charm with modern luxury. Surrounded by rolling hills, wildflowers, and cypress trees, it offers a dreamy backdrop for rest and exploration. Expect terracotta rooftops, rustic stone walls, and beautifully landscaped gardens. Unwind in elegant rooms, relax on scenic terraces, or indulge in spa treatments, the hammam, or sauna. With hiking trails and hilltop villages just beyond your door, it’s the perfect base for your Tuscan adventure.
OUR PRIVATE HOTEL
FOR THE WEEK
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![Scenic view of rolling green hills in Tuscany, Italy, with a winding road lined by tall cypress trees during sunset.]()
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![A plate of pasta topped with sliced black truffles on a white plate, with a fork, a glass of white wine, and a water glass on a wooden table.]()
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![A scenic view of an Italian hillside town with historic buildings, colorful houses, and lush green trees under a blue sky.]()
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![Outdoor dining area with a wooden table, chairs, and white curtains hanging from a wooden frame, surrounded by greenery and stone wall.]()
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![A wooden display cabinet filled with cheeses, eggs, and other food items in a rustic kitchen setting, with a tiled floor and an arched doorway leading to a dining area with a bouquet of flowers on the table.]()
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![Outdoor breakfast table set under trees with various food and drink items including juice, pastries, fruit, and plates of food, with a stone wall and lush greenery in the background.]()
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DAILY ITINERARY
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DAY 1
Welcome to Tuscany!
Take a deep breath—we’re about to begin an unforgettable week.
We recommend arriving by 4:00pm so you have time to unpack, unwind, and rest up before our celebratory welcome evening.
This will be an elevated affair to set the tone for the week ahead:
⟡ 6:30pm – Live music & craft cocktails on the patio
⟡ 7:30pm – A special welcome dinner crafted by our incredible chef
We can’t wait to gather and toast to the journey ahead!
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DAY 2
Wine & Dine
Discover the beauty of Chianti as we explore its rolling vineyards, rich history, and world-class wines. We’ll visit two exceptional wineries, enjoy a leisurely lunch with perfectly paired wines, and offer an optional stop at a third winery for those who want to keep the tasting going. All while soaking in the region’s Medici-era charm and breathtaking views.
Schedule:
⟡ 7:30am–8:30am: Morning practice
⟡ 8:30am–9:30am: Breakfast
⟡ 10:15am–5:00pm: Chianti wine tastings & lunch (with optional third winery)
⟡ 7:00pm: Pizza Movie Night Under the Stars
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Day 3
Italian Kitchen & Afternoon Leisure
Ease into the day with morning yoga and a relaxed breakfast, then roll up your sleeves for a hands-on Italian cooking class in our on-site kitchens, followed by a light lunch on the terrace.
Spend the afternoon your way—poolside, at the spa, hiking, e-biking, or exploring a nearby village with a private driver.
In the evening, we’ll dine off-site at an unforgettable local spot that is sure to invite the warmth and community of Tuscany.
Schedule:
⟡ 8:30am–9:30am: Morning yoga
⟡ 9:30am–11:00am: Breakfast
⟡ 11:00am–2:00pm: Cooking class & lunch
⟡ 2:00pm–6:30pm: Free time (pool, spa, hike, e-bike, or village visit)
⟡ 7:00pm–10:00pm: Dinner at an unforgettable, local spot, Ristoro di Lamole
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DAY 4
History, Heights & Homecoming BBQ
After breakfast, we’ll head to Florence for a day of art, history, and inspired wandering. The morning is yours to explore—choose from a guided walking tour of the city, a guided visit to the Uffizi Gallery, a guided outdoor walking tour with a stop into Cappelle Mediccee, or enjoy free time to explore at your own pace.
For lunch, you’re welcome to join the group at a reserved spot or discover a charming café on your own.
In the afternoon, we’ll reunite for a guided tour of the Boboli Gardens, followed by a rooftop happy hour at the iconic five-star Villa Cora.
Back at the property, wind down with a relaxed pizza and wine night, then settle in for a cozy movie under the stars.
Schedule:
⟡ 6:30–7:30 AM: Breakfast (please arrive showered and ready for the day)
⟡ 7:45 AM: Vans depart for Florence
⟡ 9:00 AM–12:00 PM: Choose your morning experience:
- Guided outdoor walking tour & a stop at the Cappelle Medicee
- Guided Uffizi Gallery tour
- Independent exploration
⟡ 12:00pm–1:30pm: Group lunch at Il Bargello (or enjoy lunch on your own)
⟡ 2:00pm–3:15pm: Private tour of the Torrigiani Gardens, a green hidden oasis in the center of Florence. This tour will be given by Tommaso Torrigiani himself
⟡ 3:45pm–5:30pm: Rooftop happy hour at Villa Cora
⟡ 7:00pm: BBQ dinner back at the hotel
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DAY 5
Free Day - A Day to Savor, Soak and Slow Down
Wake up to a peaceful morning and ease into the day with yoga and a leisurely breakfast. The rest of the day is yours—relax by the pool with a live DJ and enjoy bites from a fun on-site food truck, visit the spa, or explore a nearby village with a driver (available at your own expense).
In the evening, we’ll dine at Osteria Perano, a stunning restaurant tucked into the vineyards, known for its breathtaking landscape and refined local cuisine.
Schedule:
⟡ 8:30am–9:30am: Morning yoga
⟡ 9:30am–11:00am: Breakfast at your leisure
⟡ 12:00pm–4:00pm: Poolside DJ, on-site food truck, spa time, or self-guided adventure
⟡ 6:30pm–10:30pm: Dinner at Osteria Perano, nestled in the vineyards
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DAY 6
Finale in the Hills: Ride, Reflect & Raise a Glass
Our final day begins with a grounding yoga session and leisurely breakfast, followed by a scenic eBike ride through Chianti. Choose from an easy or moderate route and take in the vineyard-lined views, ending with a relaxed lunch at the beloved Bar Ucci in the hilltop village of Volpaia.
Spend the afternoon unwinding—by the pool, at the spa, or simply soaking in the stillness.
In the evening, we’ll gather for a festive send-off: cocktails on the patio, live music, and a chef-prepared farewell dinner under the stars.
Schedule:
⟡ 7:30am–8:00am: Morning yoga
⟡ 8:30am–10:30am: Breakfast at your leisure
⟡ 11:30am–2:30pm: Guided eBike ride (easy or moderate route) + lunch at Bar Ucci in Volpia
⟡ 2:30pm–6:30pm: Free time (pool, spa, or rest)
⟡ 6:30pm: Cocktails & live music
⟡ 7:30pm: Farewell dinner & wine pairing - come dressed in your finest whites!
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DAY 7
The End of an Adventure
Ciao! It has been a wonderful week together. On day 7 you are welcome to join for one final morning practice and breakfast. We recommend you do not book any flights prior to noon. See "Getting There" for best airports / train stations to depart from.
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⟡ Yoga
⟡ 5-star accommodations
⟡ Daily breakfast + coffee, tea & juices
⟡ All dinners with wine pairings (4 on-property chef dinners, 1 pizza night, 2 off-site dinners)
⟡ Authentic Italian cooking class with lunch and guided wine pairings by an in-house sommelier
⟡ Chianti wine tour with 4-course lunch
⟡ Guided Florence tour with skip-the-line access & rooftop cocktail hour
⟡ Guided eBike ride through Chianti with lunch in a hilltop village
⟡ Hiking trails right from the hotel
⟡ A poolside afternoon with chill DJ & local food truck lunch
⟡ Movie night under the stars
⟡ 2 cocktail receptions with live music
⟡ Curated gift bag with local treats
⟡ Professional photography package
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⟡ Airfare
⟡ Airport transfers
⟡ Some lunches
⟡ Some alcohol
PRICING
Get ready for a week where nearly everything is taken care of—from stunning accommodations and daily breakfast to gourmet dinners with wine pairings, cocktail receptions with live music, cultural excursions, yoga, hiking, biking, and all group transportation.
A 50% deposit is required at the time of sign-up and is non-refundable and non-transferrable. We truly appreciate your understanding—this policy ensures we can deliver an unforgettable, nearly all-inclusive experience, with the hotel and all private excursions booked well in advance for our small group.
Final payment will be due by June 1, 2025.
I discovered yoga in 2010 while navigating the challenges of my role as a Citigroup executive. Its transformative power led me to become a certified instructor, shaping my inclusive, playful, and hands-on teaching style that welcomes students of all levels to embrace the joy of yoga.
My leadership journey and love of storytelling—through curating TED-style events and coaching others to reach their full potential—naturally evolved into creating immersive retreat experiences. Yoga became a way to help people relate more wisely to their minds while strengthening and energizing the body.
Every cell of my being is devoted to making life more beautiful—awakening the senses, slowing down time, and savoring meaningful moments. I’m thrilled to invite you to this retreat. Together, we’ll create lasting memories in this beautiful part of the world.
LINDSAY WHEELER
Meet Your Host
Special Guest Teachers
Special Guest Teachers
TRACY SHARP
Tracy grew up with yoga, inspired by her mother’s Iyengar practice, but found her path with Ashtanga, sparking a transformative journey. In 2010, she began teaching, blending creative vinyasa with calming yet challenging classes. Tracy’s soothing voice, slow flow, and hands-on adjustments leave students feeling balanced and refreshed.
ELSIE BROTHERTON
Elsie discovered yoga in 2010 to manage stress during law school. By 2013, she became a certified instructor and, in 2015, founded Highland Yoga, transitioning from attorney to full-time teacher and studio owner. Elsie brings discipline and passion from her diverse experiences into her teaching and business.
“TRAVEL IS NOT REWARD FOR WORKING, IT IS EDUCATION FOR LIVING.”
- ANTHONY BOURDAIN
THE FAQS
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As you plan your travel, aim to arrive at the hotel between 2:00 PM and 4:00 PM. This will give you time to settle in, rest, and refresh before joining us for our welcome reception at 7:00 PM.While airport and train station transfers aren’t included, we’ve partnered with a trusted logistics company offering competitive rates. They’ll be happy to coordinate directly with you for both arrival and departure.
We have a fabulous logistics company we can connect you to if you are looking to hire a driver to get you to and from the airport/hotel.
On your Sunday arrival day, please note you will not be able to check into your room until 3pm, so we do not recommend arriving on one of the early am flights.
The perfect time to get to our hotel will be between 3 and 4pm. Take a load off when you arrive, or join us for a 5pm yoga class. Cocktails, jazz music and appetizers on the lawn will begin at 7pm followed by dinner.Nearest Airports:
Florence - Peretola (International Airport): 60 km - 60 min
Pisa International Airport: 116 km - 1 hr 45 min
Rome International Airport - 3 hr 15 min
Nearest Train Stations:
Castellina In Chianti-Monteriggioni: 27 km
Santa Maria Novella: 35 km
Siena: 28 km
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September temps bring an average high of 81 degrees with a low of 62 degrees.
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Yoga and active outdoor clothes, sunscreen, sunglasses, a hat, a light jacket in case it gets chilly at night or during the day, casual clothes for dinners out, and leave a little space in your suitcase in case you want to buy things at one of the amazing Tuscan open air markets. We will have yoga mats, so no need to bring one!
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Your 50% deposit is non-refundable and non-transferrable. Thank you in advance for understanding this strict policy as there is limited space on this retreat and has been designed to be almost entirely all-inclusive with privatization of the hotel and all outings paid for and planned well in advance. If you need to cancel for any reason (and forego your 50% deposit) the cancellation deadline is June 8, 2025. Cancellations after June 8th will be non-refundable.
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Any and all dietary restrictions can be accommodated on this trip as we will be working closely with the Chef at Pieve Aldina to curate a menu special to our group. Please just let us know of any special requests you may have. Similarly, all outings where meals are being provided can accommodate special dietary requests. Simply reach out to Lindsay, your host and she will work with the teams to make your gastronomy dreams come true!
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Europe as a whole is not a huge tipping culture, but our guides work closely with Americans and have become accustomed to receiving tips. If you feel so inclined, please plan for tipping your drivers, bellman, and wait staff while off property.
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We encourage you to book your spa treatments in advance by emailing: dir.rooms@pievealdina.com
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We strongly recommend purchasing travel insurance for international trips. It can protect your investment in case of unexpected events such as flight delays, lost luggage, or medical emergencies abroad. Travel with peace of mind, knowing you're covered. If you are looking for an agent who sells travel insurance, I can recommend: Sharon Creasy with Elevation Travel. Her email is: sharon@elevtionstvl.com and her number is: 404-626-4997.
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"I began practicing yoga in 2012 to dedicate time to myself and to find balance with a demanding career and family obligations. "
“Lindsay has been instrumental to my yoga journey from the day I met her 10 years ago to the teacher training course I completed recently. Her positivity, encouragement, and empathy is present in every class, which I leave better grounded each time. But what I value most is the community she has built and the true friendships she facilitated among her students. She has enriched my life in countless ways.”
- OLGA GREENBURG
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"If I had to sum up this experience in one word, it would be gift. "
“At the start of the retreat, Lindsay encouraged us to treat each day like a gift—and that truly set the tone for everything that followed. This retreat gave me space to reflect, reset, and really embrace that mindset. I’m going home with a deep appreciation for each new day.”
- MOLLIE WINSTON
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“Every detail was thoughtfully planned, and the effort behind it all was clear."
“One of the best trips ever—an opportunity to pause, reset, and savor yoga, scenery, food, wine, and a warm, welcoming community.”
- JULIE FRAMER
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