Small-Group Immersive Retreats in Tuscany Villas
For women who crave connection, culture, and their own “Under the Tuscan Sun” discoveries
Come for the Tuscany dream. Leave feeling deeply connected.
Ciao, I’m Janine, life coach to mid-life women, travel planner, and your guide on this journey. I invite you to join me for an experience that goes far beyond travel. Each day is thoughtfully curated to help you slow down, savor the moment, and reconnect with yourself in a way that feels both grounding and expansive.
Through meaningful local experiences, hands-on moments, and plenty of space to simply be, you’ll find yourself naturally opening to the beauty around you, to new friendships, and to parts of yourself that may have been waiting patiently to be rediscovered.
This isn’t just another trip. It’s a return to yourself, to what matters most, and to the life you’re ready to step into next.
Schedule a call to begin your journey.
Our Villas Set the Scene
Our carefully selected villas are the catalyst for your transformation. Imagine waking up to a countryside view from your bedroom window that looks so much like a painting you have to pinch yourself to confirm it’s real. Somewhere near the kitchen, the scent of espresso mingles with the chatter of the other guests. Surrounded by rolling vineyards and olive groves, enjoy the peace and beauty of the villa, your home away from home. You have arrived!
Follow the Pull to Tuscany - Find the Retreat that Calls to You
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![Porto Portugal]()
Women's Small-Group Tour of Portugals' Most Captivating Towns, May 9-16, 2026
Picture yourself wandering through the sunlit streets of Porto, Lisbon and Cascais, a glass of Port in hand, and the scent of the sea in the air. From a peaceful boat ride through the Douro Valley to shared meals that celebrate Portugal’s warmth and flavor, you’ll explore Portugal in a more relaxed and authentic way.
6 SPOTS LEFT!
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Women's Tuscan Traditions Creative Retreat, May 16-23, 2026
Step back in time where an ancient hamlet is your home for the week, still inhabited by the fifth generation of a noble family. It’s the perfect setting for this creative journey rooted in ancient traditions where you will learn block printing, jewelry making, watercolor painting, and maiolica tile painting.
5 SPOTS LEFT!
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Women's Wine & Wellness Retreat in Lucca, Tuscany, September 26-October 3, 2026
Immerse yourself in an authentic Tuscan experience that will leave you feeling recharged, more mindful, and with gratitude in your heart. Mornings begin with gentle yoga or a nature walk and evenings end with a chef-prepared meal.
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Women's Small-Group Retreat: A Taste of Chianti, Tuscany, October 10-17, 2026
In the heart of Northern Tuscany, in the Chianti region, we’ll stay in a villa surrounded by vineyards and olive groves. Days are filled with tasting local cuisine, cooking with local chefs, and scenic drives through golden hills. Evenings end with long dinners at the dining table.
SOLD OUT!
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![Tuscany village]()
Women's Tuscan Traditions Creative Retreat
Step back in time where an ancient hamlet is your home for the week, still inhabited by the fifth generation of a noble family. It’s the perfect setting for this creative journey rooted in ancient traditions where you will learn block printing, jewelry making, watercolor painting, and maiolica tile painting.
COMING OCTOBER 2026!
You Belong Here
Our retreats are for women who love to slow down and savor the rhythm of Italian life. They’re curious, open-hearted, and drawn to beauty, culture, and meaningful conversation. They come for the food, wine, and magic of Italy, and often leave with deeper connection, fresh inspiration, and the joy of sharing it all with a small group of like-minded women.
Say “Yes” to Yourself and to Tuscany
Something powerful happens the moment you say “yes” to yourself. Your world expands and you realize you want more out of your life. Whether you arrive seeking transformation or it finds you unexpectedly, our retreats create space for you to be cared for, supported, and fully yourself. Beautiful things unfold when you choose you.
Travel isn’t just about where you go. It’s about who you become. We hope to see you on one of our retreats!
Featured Retreat: Women’s Wine & Wellness in Lucca
SEPTEMBER 2026
Experience the charming city of Lucca and the surrounding areas of Cinque Terre, Forte dei Marmi, and Pietrasanta, while you connect with your mind and body through yoga and healthy Tuscan cuisine. Your villa is surrounded by nature, beautiful walking paths, and the sound of church bells.
The Tuscany Effect
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“I experienced the magic of Tuscany with a group of wonderful women. Janine curated a luxurious vacation for us, inclusive of unique experiences that were personalized to our group, and she made sure we had whatever we needed while on the trip. What’s more is that everything was taken care of - I didn’t have to do any of the planning which saved a lot of time and heartache! This was a one-of-a-kind experience that I’m grateful to have had!"
Christine D.
Virginia
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"Janine organized a great trip that brought us all together. We strengthened old friendships and formed new ones."
Tammy K.
Virginia
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"My trip in May 2024 was truly fabulous! Janine handled everything seamlessly and ensured our comfort throughout our time together. Our villa was nestled amidst the estate's vineyard and olive groves and was simply beautiful. Unlike my typical travel planning, all I had to do was show up, explore charming towns, markets, and museums, and savor relaxing dinners at the villa. It was an unforgettable experience!"
Cindy S.
Virginia
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“I miss all the wonderful women, the wine, the laughter and the great friendships that were formed. I want to go back! I will never forget this trip!"
Benette P.
Colorado
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"What a special trip! Thanks Janine for your hard work to make it happen and to all the women brightening the journey. I love the encouragement of women friendships."
Kathy S.
Virginia
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"What a beautiful experience! It was a true pleasure for Antonella and me to cook for your lovely group. We worked hard, yes, but always with joy, thanks to the warm and cheerful atmosphere you created. Your group is full of heart, humor and kindness. And you, Janine, were the soul of it all: attentive, well-organized, precise, and always with a smile. Thank you for your trust, your energy and all the good vibes."
Anna and Antonella
Tuscany villa cooks
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"I had such amazing experiences on this retreat! A great opportunity to connect with old and new friends. As a previous B&B/retreat owner and many years spent in the industry, I can say that this retreat was well beyond my expectations and I sincerely wish for folks to just jump in and follow your heartstrings. The food, the ambiance and all the memories with our hosts, facilitators and new comrades (including tour guides) equates to a 10+++. As much as I loved my own retreat chalet, this was on a whole different, unique and fabulous level! Janine, Monica and Laura blended their incredible talents to create magic with this “Yoga on Italy” retreat!
Susan W
Maryland
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"As a solo traveler, I was so impressed with Janine's passion of creating a safe, enjoyable wellness and travel experiences for silver aged travelers. Our excursions were well organized and informative. My favorite part was hiking the high stone steps in Cinque Tera. It was a personal fitness victory for me that I never would have experienced without this trip. Janine has the unique ability to lead while also enjoying herself. She loved being with all of us and it showed. There was never a time where I didn't feel included and valued as a participant even though most of the other women knew each other. The villa in Tuscany, Laura, our host and her staff were OUTSTANDING. The food was so delightful and all fresh, of course, my room was perfect. The cab drivers, the cooks, the massage therapists were all top notch. I highly recommend Together in Tuscany."
Janine C
Colorado
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"I would recommend this trip to anyone looking to spend a week together with like minded women. The experience included a balance between visits to local wineries, touring a few lovely villages, walking, biking, hiking, yoga, cooking class, swimming, boat rides, shopping and an optional opera! There was also time available to relax at the villa and have a massage. The vegetarian food was amazing."
Barb M
Virginia
See Yourself Here
Get a more intimate look at the retreat that’s calling to you.
Inside, you’ll find a thoughtfully curated day-by-day itinerary, giving you a true feel for the rhythm, experiences, and moments that make this journey so special.
Simply share your email, and we’ll send a detailed itinerary straight to your inbox so you can begin to picture yourself there.re.
When You’re Ready
If you’re not quite ready to say “yes,” that’s perfectly okay. We invite you to explore our Frequently Asked Questions or simply reach out and let us know what would help you feel more confident in your decision.
Let’s Talk it Through
We’d love to help you find your way to Tuscany.
Together in Tuscany is registered under Breakthrough Consulting, LLC, a United States Company.
