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 create intimate experiences for women who want more than a vacation. They want to experience a connection to the culture and lifestyle of the places they visit.
Through meaningful local experiences, hands-on moments, and plenty of space to simply be, you’ll find yourself opening to the beauty around you, to new friendships, and to parts of you that may have been waiting patiently to be rediscovered. Each day is thoughtfully curated to help you slow down, savor the moment, and reconnect with yourself.
Imagine slowing down over a long meal, discovering a hidden corner of a village, learning from a local artisan, and laughing around the table with women who quickly become friends.
This isn’t just another trip. It’s space to breathe, connect, and remember what makes life feel good.
Come join me.
Your journey starts here.
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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Women's Creative Journey Through Portugal's Artistic Soul May 15-22, 2027
Discover Portugal through the hands of its artisans. the warmth of its people, and the traditions that have shaped its culture for generations.
ONLY 4 SPOTS OPEN!
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Women's Tuscan Traditions Creative Retreat, May 22-29, 2027
Surrounded by the beauty and history of a noble family's estate, you'll learn time-honored arts guided by local artisans who have dedicated their lives to preserving these treasured crafts.
ONLY 2 SPOTS OPEN!
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A Taste of Chianti, Tuscany, May 29-June 5, 2027
Nestled among the rolling vineyards and ancient olive groves of Chianti, you'll have your own “Under the Tuscan Sun” experience with unforgettable meals, hands-on cooking, and plenty of wine.
SOLD OUT!
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Women's Wine & Wellness Retreat in Lucca, Tuscany, June 12-19, 2027
Designed to nourish both body and soul, this retreat blends wellness with unforgettable experiences that reveal Tuscany beyond the typical tourist path.
6 SPOTS OPEN
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A Taste of Chianti, Tuscany, October 2-9, 2027
Nestled among the rolling vineyards and ancient olive groves of Chianti, you'll have your own “Under the Tuscan Sun” experience with unforgettable meals, hands-on cooking, and plenty of wine.
8 SPOTS OPEN
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Women's Tuscan Traditions Creative Retreat, October 9-16, 2027
Surrounded by the beauty and history of a noble family's estate, you'll learn time-honored arts guided by local artisans who have dedicated their lives to preserving these treasured crafts.
8 SPOTS OPEN
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Women's Creative Journey Through Portugal's Artistic Soul, May 13-20, 2028
Discover Portugal through the hands of its artisans. the warmth of its people, and the traditions that have shaped its culture for generations.
ONLY 4 SPOTS OPEN!
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Women's Tuscan Traditions Creative Retreat, May 20-27, 2028
Surrounded by the beauty and history of a noble family's estate, you'll learn time-honored arts guided by local artisans who have dedicated their lives to preserving these treasured crafts.
ONLY 2 SPOTS OPEN!
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A Taste of Chianti, May 27-June 3, 2028
Nestled among the rolling vineyards and ancient olive groves of Chianti, you'll have your own “Under the Tuscan Sun” experience with unforgettable meals, hands-on cooking, and plenty of wine.
8 SPOTS OPEN
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Find Your Inspiration in the Heart of Provence, June 24-July 1, 2028
Meet the artisans who keep Provençal traditions alive and try your hand at their craft. Discover the flavors of the region through wine and food, wander an antiques market in search of a treasure, and learn the art of pétanque.
8 SPOTS OPEN
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Create Your Own "Under the Tuscan Sun" Experience
Have a group of women you love to travel with? Why not create a retreat or private group experience that’s entirely your own?
P.S. I can also help you plan a trip to Portugal, France, or Croatia.
You Belong Here
Our retreats are for women who love to slow down and savor the rhythm of the places they visit. They’re curious, open-hearted, and drawn to beauty, culture, and meaningful conversation. They may be recently retired and wondering what’s next, an empty nester rediscovering what brings them joy, traveling solo for the first time in years, or craving meaningful connection, not just another tour.
They come for the food, wine, and magic of Italy, and often leave with deeper connections, fresh inspiration, and the joy of sharing it all with 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 Creative Journey Through Portugal's Artistic Soul
May 15-22, 2027
Discover the Portugal you’ve been dreaming about. Join us for an intimate creative journey through the heart of Alentejo, where you’ll meet local artisans, work with your hands, savor beautiful food and wine, and discover the traditions woven into the landscape. Along the way, there will be time to slow down, laugh around the table, make new friends, and reconnect with your own creativity. Come curious. Leave inspired. Awaken your creativity.
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. Our credentials are as follows:
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