There’s something sacred about autumn in Tuscany. The vineyards wear deeper colors. The air feels crisp and scented with harvest. You arrive at our secluded villa just outside San Gimignano, where stone walls glow in warm amber light and cypress trees sway like old storytellers in the wind.
A flute of Vernaccia is placed in your hand. The first sip, chilled and bright. You breathe in rosemary, woodsmoke, and distant lavender—and feel your shoulders drop, your jaw soften, your spirit begin to settle.
This retreat is a return to rhythm, to beauty, to self. Whether you come solo, in sisterhood, or hand-in-hand with your partner, you are welcomed into a week of true nourishment—for body, heart, and soul.
Choose from three autumn retreats:
Each week holds space for up to 12 guests. Every detail has been chosen with intention.
This isn’t a tour. It’s a homecoming.
Life keeps moving—louder, faster, more demanding. You’ve been showing up, checking boxes, caring for others, meeting deadlines, keeping it together. And still… something’s missing.
You long for stillness that doesn’t feel empty. For conversations that don’t require small talk. For beauty that doesn’t need to be photographed to be remembered.
You may not have words for it yet. You just know something in you is tired of waiting. Tired of going through the motions. You want more than another vacation. You want to feel again.
This retreat was created for that ache—for the woman ready to lay her burdens down and breathe again. For couples who want to reconnect, not in a five-star hotel, but over wine-soaked sunsets and olive trees heavy with fruit.
Here, there is no pressure to perform.
Only space to receive.
In Tuscany, fall is not a season of fading. It’s a season of richness, ripening, returning.
You will arrive as you are—busy, burned out, or simply curious—and you’ll leave softer, fuller, steadier.
You’ll stomp grapes and laugh like a child. You’ll hike through forests with a truffle dog and taste earth’s treasures straight from the soil. You’ll dance at sunset, journal at sunrise, and share meals that feed more than your body.
Strangers will become friends. Friends will become chosen family. And you’ll remember what it’s like to be deeply alive.
This is the kind of beauty that rewires something inside you. Not fleeting, but lasting. Not performative, but felt.
Eireen
This is an all-inclusive, slow-travel experience. Every element is hand-picked to reflect the depth, color, and soul of Tuscany’s harvest season.
Welcome Banquet with Our Private Chef
Your week begins beneath the autumn sky with a candlelit banquet prepared by our private chef. Slow-roasted vegetables, fresh focaccia, local wine, and heartfelt toasts set the tone for the days ahead.
Truffle Hunting Experience + Wine Pairing Lunch
Step into the ancient woods with a trained truffle dog and local expert. Feel the crisp leaves underfoot as you forage for these earthy treasures. Afterward, enjoy a multi-course truffle-infused lunch paired with regional wines. A true taste of Tuscan tradition.
Private Vespa Tour + Traditional Tuscan Lunch
Cruise gently through ochre hills and vineyard-covered valleys on a classic Vespa. Let the wind carry your laughter as you explore scenic country roads, ending with a relaxed, family-style lunch at a local trattoria.
Grape Stomping Harvest Experience + Tuscan Lunch
Step into the harvest with bare feet and open joy. Stomp grapes in a centuries-old tradition, surrounded by rolling vineyards. Then savor a long Tuscan lunch with estate wines, celebrating the season’s abundance and your place in it.
Private Ceramic Painting Workshop + Wine Tasting & Lunch
In a quiet hilltop studio, let your hands meet the clay. You’ll design your own ceramic piece, guided by a local artisan, using pigments pulled from the earth itself. Afterward, gather for wine tasting and a relaxed lunch overlooking the hills.
Leisure Day to Rest or Explore
A full day designed for you. Sleep in, journal on the veranda, or wander nearby towns at your own rhythm. Explore or stay still—both are sacred. (Transportation available upon request.)
Private Cooking Class & Shared Meal
Spend an evening in the kitchen with a local chef learning to prepare a full Tuscan menu. From handmade pasta to rustic desserts, you’ll taste the warmth and wisdom passed down through generations—and share the meal together in deep community.
Farewell Banquet at a Sunset Agriturismo
On your final evening, we gather at a panoramic hilltop farm where golden light bathes the land. A long table is set. Stories are shared. Wine is poured. And with San Gimignano glowing in the distance, we’ll raise our glasses to all that’s been awakened.
Private Transfers Throughout Your Stay
Every excursion, workshop, and experience includes private transportation. You won’t need to think about logistics—just where you’d like to rest your heart next.
Jed & Alice
If you’ve been waiting for the right time to reconnect, refocus, or reignite—this is it.
If your body craves slower mornings and your heart longs for true connection, Tuscany in the fall was made for you.
Whether you come with your partner or as a solo traveler ready to meet kindred souls, this is where transformation begins—not with effort, but with ease.
With only 6 rooms and a maximum of 12 guests per week, these retreats are intentionally intimate. Many guests return year after year—so availability is limited.
A $1,000 deposit secures your place. Flexible payment plans available.
A $1,000 non-refundable deposit is due to hold your spot.
Flexible payment plans are available (3% finance charge applies).
• Single occupancy: $5,497
• Double occupancy (couples sharing a queen bed or two friends sharing): $4,997 per person
Your retreat is fully inclusive except airfare.
You’ll receive:
This is not a typical trip. It’s an experience built on heart, intention, and soul-centered hospitality.
Autumn holds deep magic. If it’s calling to you—answer.
Copyright © 2025 Seriously Travel - All Rights Reserved.
Be the first to know when new retreats and trips are added, discounts, and specials.
We use cookies to analyze website traffic and optimize your website experience. By accepting our use of cookies, your data will be aggregated with all other user data.