A Celebration of Food, Wine & Culture
IN COLLABORATION WITH IMAGINARIA EVENTS
The Celestiale 6-Day Retreat Experience
MONTEPULCIANO, Tuscany
AUTUMN
“Welcome to our sensorial celebration of food and wine—an immersion in Italian culture under the Tuscan sun and stars— featuring village hopping, wine workshops, and candlelit dinners.”
A LOCAL EXPERIENCE
What: Six day/five night all-inclusive retreat, with a focus on artisanal and sustainable food and wine, set in the beautiful medieval village of Montepulciano in Tuscany, Italy—where the stars shine brightly.
You’ll enjoy a convivial, immersive, and transformative experience which celebrates food, wine, and kinship!
Where: Montepulciano, one of the most beautiful medieval villages in Tuscany. 1.5 hours from Florence, 1 hour from Siena and 20 minutes from Pienza.
Explore the dreamy Val d’Orcia, Siena, Montalcino, Pienza and more!
When: September 27 – October 2, 2026
Your Hosts: Lourée Elena Maya & Niccolò Pieranni
ABOUT CELESTIALE
Nicco (a local native and certified tour manager) and Louree (A California expat) will guide you on an epicurean adventure through Tuscany in a luxurious Mercedes van with private driver.
You will stay in an opulent Tuscan palazzo, learn to cook authentic Tuscan meals, wine taste at local organic wineries, and forge new friendships with like-minded adventurers.
Meals will be farm-to-table and beautifully styled including candlelit experiences, culminating in an extravaganza feast on our last evening.
Celestiale offers the opportunity for you to find your bliss in enchanting Tuscany.
DATES
5 NIGHTS/6 DAYS
AUTUMN 2026
September 27 – October 2, 2026
ONE EXCLUSIVE DEPARTURE
Small group of up to 12 for a more personal experience.
RATE
Please scroll down for rate.
Tour Highlights
- Festive cooking classes including pasta making, using fresh local, seasonal products and foraged finds. Think pici, pecorino, and truffle!
- Candlelit dinners under the Tuscan stars.
- Excursions to local boutique wineries for wine tastings paired with wine education and nibbles.
- Day trip to the magical 14th century Siena including entrance to the breathtaking Duomo and ascent to the Gate of Heaven.
WHO SHOULD ATTEND?
This boutique retreat is designed for all who love the food and wine culture of Tuscany—anyone who is interested in immersive experiences and savoring local treasures under the Tuscan sun and stars.
Enjoy six festive days of eating well, socializing, and learning in an intimate, joyful setting—finding the magic in every moment. All ages 18+ are welcome!
THE BEST TOUR EVER, LOVED EVERY MINUTE!
Barbara M. | California, US
This trip was above and beyond anything I could have imagined.
Cecily W. | Colorado, US
ABSOLUTELY THE MOST MAGNIFICENT EXPERIENCE.
Tina G. | Texas, US
Location & Accommodation
WELCOME TO MEDIEVAL MONTEPULCIANO
Stay in a noble palace boutique bed and breakfast in the heart of Montepulciano for an opulent historic experience. This year we’ve selected two magical palazzos that are near each other—we just couldn’t choose one or the other because they’re both so wonderful!
ALL INCLUSIVE RATE
2026
Private Luxury Suite
From $7495 USD per person, double occupancy
For a private suite for a solo traveler please inquire.
What is included:
- Six days (five nights) stay in medieval Montepulciano, Tuscany.
- All meals (including refreshments and wine) for the duration of the retreat except free day meals and one dinner.
- All cooking masterclasses, food and wine workshops, and entrance fees.
- All of your transport for the duration of the experience.
- Most gratuities.
- Italian/English speaking guides.
What is not included:
- Airfare.
- Hotel transfers to/from the airport.
- Tour manager gratuity.
- Travel insurance (required).
INCLUDING DAY TRIPS
- Master the Art of Tuscan Pizza-Making
Craft your own wood-fired pizzas in an immersive culinary workshop at a beloved organic farm, followed by a sumptuous farm-to-table feast of fresh pecorino, rustic wines, and seasonal epicurean delights. - Olive Oil Discovery at a Local Producer
Step inside the world of artisanal Tuscan olive oil and learn the ancient craft from a passionate local producer—and take some home for a fraction of the price. - Stroll Through Enchanting Pienza
Wander the storybook streets of Pienza, celebrated for its aromatic pecorino, unique boutiques, and Renaissance-perfect panoramas. - Explore the Captivating Streets of Siena
Lose yourself in Siena’s winding medieval lanes, discovering vibrant piazzas and architectural marvels at every turn. - Siena Duomo & Gateway to Heaven Experience
Ascend into the breathtaking heights of the Siena Duomo for the awe-inspiring “Gateway to Heaven” experience, offering sweeping views and sacred art. - Dine at an Ancient Carthusian Monastery
Enjoy dinner within the stone walls of a centuries-old monastery, where flickering candles and timeless serenity elevate the atmosphere. - Tuscan Farmhouse Cooking Class & Lunch
Uncover the secrets of traditional Tuscan cuisine during a hands-on farmhouse cooking class, culminating in a lovingly prepared lunch shared around the table. - Boutique Brunello Wine Tasting in Montalcino
Indulge in an upscale Brunello tasting at a boutique winery, sipping refined vintages amid the rolling hills of Montalcino. - Free Day in Montepulciano
Spend a leisurely day exploring Montepulciano’s cobblestone streets, magnificent palazzos and artisan shops. - Candlelit Farewell Dinner
Celebrate your journey with a lavish candlelit farewell dinner—an evening of shared stories, exquisite flavors, and unforgettable Tuscan magic.
Final itinerary is subject to change and weather permitting.
YOUR HOSTS
Niccolò Pieranni
As a local native, whose family has been here for over a century, Nicco loves sharing all the local lore and showing guests around town.
You’ll also benefit from his professional experience in wine tours and wine education in the Napa Valley and the vineyards of Tuscany.
Rest assured you’re in good hands with Nicco, a certified tri-lingual tour manager in Italian, English, and French. Every detail will be taken care of for you!
Lourée Elena Maya
Your life is an occasion. Rise to it.
-Mr. Magorium's Wonder Emporium
Lourée’s favorite quote and the reason why she wants you to have the time of your life here in Tuscany.
With her professional background in winemaking and hospitality (including event design and a Master’s degree from the Oxford School of Hospitality) you can expect a truly beautiful and festive experience!
MORE THAN MOST, IT'S AN OCCASION!
Sumptuous meals will be farm-to-table and beautifully styled including candlelit experiences—culminating in an extravaganza feast under the stars.
“Lourée & Nicco hosted every meal like an intimate wedding at a five star restaurant. So absolutely amazing!”
— Nicole M. | California
FAQ
General Questions
What to pack? Tuscany in Autumn is typically warm and sunny so pack light, breathable clothing but also bring warmer layers for al fresco evenings—even a coat, it can be chilly. Bring flat comfortable walking shoes as our ancient villages are cobblestoned.
Top recommended items to pack:
- A scarf, cardigan or wrap and coat for al fresco meals.
- Natural breathable textile fabrics like linen and cotton to stay cool and dry.
- Walking shoes for village strolls.
- A swimsuit.
- Sunglasses, sunscreen, and a sun hat.
- Mosquito repellent.
- Smart casual dress for dinners out but the Tuscan countryside atmosphere is quite relaxed. Slow travel at its finest!
For any other questions you might have please drop us a line at stay [at] borgodisotto.com or gather [at] imaginariaevents.com!
CELESTIALE BOOKING
We would love for you to experience all the magic of Tuscany in Autumn.
Celestiale is a retreat experience presented in collaboration with Imaginaria Events.
Photo credits: Andrea and Federica, Chris Borg | Floral Design: Three Graces Co.
