A historic Italian villa surrounded by lush gardens, with trees and terraced landscaping.

A TUSCAN RETREAT FOR THE SENSES

Slow down, reconnect, and savor the rhythm of Tuscany. This immersive retreat blends movement, culture, and rest—from morning yoga overlooking olive groves to wine tastings with local makers and sunset dinners under the stars.

You’ll explore the countryside by eBike, learn to cook with a celebrated Italian chef, wander the streets of Florence with a private guide, and hike straight from your doorstep to a nearby hilltop village. Afternoons invite you to relax by the pool, enjoy a massage, or sip rosé in the garden.

Our home for the week is a five-star Relais & Châteaux retreat—elegant, peaceful, and rooted in Tuscan charm. Come as you are. Leave inspired, renewed, and deeply connected.

Outdoor swimming pool with lounge chairs and umbrellas on a stone patio, surrounded by green trees and shrubbery.

YOUR 5-STAR RELAIS & CHÂTEAUX HOME FOR THE WEEK

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.

DAILY ITINERARY

A Tuscany Dreamscape

A sample itinerary—subject to slight changes as the magic unfolds.

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    DAY 1

    Welcome to Tuscany!

    Arrive in the golden Tuscan light and settle into our exquisite countryside estate. Breathe in the fresh air and exhale fully—you’ve arrived. Join us on the green lawn for aperitivos and appetizers, followed by an elegant imperial-style dinner with live music. The perfect beginning to a magical week.

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    DAY 2

    Ride to Volpaia – A Tuscan Tale Unfolds

    Ease into the rhythm of retreat life. Wake up gently and join us for an energizing yoga session overlooking the olive groves, followed by a bountiful breakfast. Today, we’ll set out on eBikes to explore the sun-drenched hills, arriving in the storybook village of Volpaia for lunch in nonna’s kitchen. Spend your afternoon at the spa or by the pool. Tonight, our private chef prepares a seasonal feast, perfectly paired with local wines.

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    Day 3

    Vineyards & Starlight

    After yoga with views of the rolling countryside, enjoy a leisurely breakfast before we set off to visit two iconic wineries. Wander the vines, meet the winemakers, and taste the wines of the region. A four-course lunch awaits beneath a shaded veranda with sweeping vineyard views. This evening, gather back at the villa for wood-fired pizza and a cozy movie night under the stars.

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    DAY 4

    Florence, Then Firelight

    Greet the day with yoga overlooking the olive groves, then head to Florence for a day of wonder. Explore the Uffizi Gallery, the Medici Palace, and a secret garden that’s been in our guide’s family for generations. As golden hour falls, we’ll sip aperitivos on a rooftop terrace with panoramic views of the city before heading home for a Tuscan BBQ and homemade sangria under twinkling lights.

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    DAY 5

    Italian Cooking & An Afternoon All Your Own

    Begin with yoga bathed in morning light, the olive groves stretching out before you. This morning, join our celebrated chef for an authentic Italian cooking class—hands-on, joyful, and full of flavor. Afterward, the day is yours. Wander the countryside, visit a nearby winery, indulge at the spa, lounge by the pool, or take a peaceful hike right outside your door. Tonight, we gather one last time—dressed in white—for a candlelit farewell soirée with cocktails, live music, and an imperial-style dinner to celebrate all we’ve shared.

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    DAY 6

    Until We Meet Again

    As the week comes to a close, enjoy one final breakfast and take in the stillness of the countryside. You leave with a full heart, new friendships, and memories that will stay with you long after the journey home.

  • ⟡ Daily yoga overlooking the olive groves

    ⟡ Luxury accommodations at a 5-star Relais & Châteaux estate

    ⟡ Daily breakfast with coffee, tea & fresh juices

    ⟡ All dinners with curated wine pairings

    ⟡ Elegant welcome and send-off receptions

    ⟡ Authentic Italian cooking class with lunch and guided wine pairings by our in-house sommelier

    ⟡ Private Chianti wine tour with vineyard visits and a four-course lunch

    ⟡ Guided eBike ride through the countryside with lunch in a hilltop village

    ⟡ Guided Florence day trip with skip-the-line museum access and rooftop aperitivo at a 5-star hotel

    ⟡ Hiking trails that begin right outside your door

    ⟡ Outdoor movie night under the stars

    ⟡ Two cocktail receptions with live music

  • ⟡ Airfare

    ⟡ Airport transfers (driver contact provided)

    ⟡ Select lunches

    ⟡ Additional alcohol outside of included meals and events

 
 

PRICING

 

Every detail has been thoughtfully curated for an effortless, immersive week—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.

While the rates below reflect your full retreat package, the true value of this experience ranges from $10,500–$12,000 per person. Thanks to long-time partnerships and group pricing, we’re able to offer it at a significantly lower rate—without compromising quality or care.

A 50% deposit is due at booking; final payment is due by February 17, 2026. 

 
 
Woman sitting cross-legged in a yoga pose by a swimming pool, smiling, wearing sunglasses, a white sweater, and red pants, in an outdoor garden setting with lounge chairs and green trees in the background.

Meet Your Host

After 15 years in corporate leadership—while teaching yoga, coaching speakers, and building community-rooted nonprofits—I felt called to bring it all together. That’s how LDW Coaching & Retreats began.

These retreats are thoughtfully designed to offer more than just a beautiful escape—they’re a return to what matters most. Rooted in presence, beauty, and connection, they create space for rest, growth, and meaningful community.

Whether we’re flowing on a yoga mat, sharing a meal, or watching the sun set over the Mediterranean, my hope is simple: that you leave feeling more grounded, more connected, and more yourself.

LINDSAY WHEELER

“TRAVEL IS NOT REWARD FOR WORKING, IT IS EDUCATION FOR LIVING.”

- ANTHONY BOURDAIN

THE FAQS

  • 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.


    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

  • Mid-May in Chianti, Tuscany typically brings mild, pleasant weather—a beautiful time to visit. Here's what you can expect:

    • Daytime highs: 68–75°F (20–24°C)

    • Evening lows: 50–55°F (10–13°C)

    • Sunshine: Mostly sunny to partly cloudy, with longer daylight hours

    Rain: Occasional spring showers (on average, 5–7 days of light rain in May)

  • 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!

  • 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 February 17th, 2026. Cancellations after February 17th, 2026 will be non-refundable.

  • 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! 

  • 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.

  • We encourage you to book your spa treatments in advance by emailing: dir.rooms@pievealdina.com

  • For the comfort and peace of mind of all guests, travel insurance is required to attend this retreat. Your policy should include coverage for trip cancellation, medical emergencies, and travel delays. Life is unpredictable, and having travel insurance helps protect your investment should unforeseen circumstances arise. We highly recommend purchasing your policy at the time of booking to ensure full coverage.

    For assistance with booking your travel insurance, you may contact our trusted agent:


    Sharon Creast, Elevated Travel
    📧 sharon@elevationstvl.com
    📞 404-626-4997

A scenic view of a small village street in Tuscany, Italy, with stone buildings, flower pots, tall cypress trees, and rolling green hills under a partly cloudy sky.
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