An invitation to listen to that inner voice that whispers, “More vitality, more soul nourishment, more creativity, more connection.”

Tuscany, Italy

April 8 – 15, 2024

How It Works
How It Works

I have experienced over and over again the powerful shifts that occur when women gather and reflect to one another their vibrancy. We come more alive, more in tune with our hearts, and more inspired to live the lives that call to us.


I’m deeply excited to host this luxurious, one-of-a-kind retreat in one of my favorite places: Tuscany, Italy, one of the most beautiful places on Earth. Come reawaken the essence of your beautiful creative spirit and cultivate connection with other creative kindreds. I can hardly wait to share this experience with you!

Hello, creative joy.

Our days will be a lovely blend of creative play + exploration, guided wellness activities meant to nourish your soul, and meaningful conversation. We’ll also gather around for amazing Italian meals, visit a couple of majestic Tuscan villages, and more.

How It Works
How It Works

I’ve designed this exclusive once-in-a-lifetime retreat to feel luxurious, deeply nourishing, and full of creative joy. You can expect gorgeous details, an exquisite Tuscan retreat home, and ease-filled painting days where I’ll share everything I know about painting meaningful mantra paintings. There will also be all sorts of thoughtful activities specifically designed to spark your creativity, nurture your being, and create long-lasting connections.

Stunning Accommodations


Our gathering will take place in at expansive + beautiful Tenuta di Sticciano in Tuscany, Italy. This prestigious estate, steeped in a storied past, is nestled in the idyllic commune of Florence.

You’ll have your own bed and depending on what you choose, either a private room + bath or a shared room + bath. There will be plenty of unstructured time to enjoy all that this gorgeous, high-end property has to offer. The views will leave you exhaling with wonder.

More information on accommodations below.


Creative Joy


Throughout our time together, we’ll gather around and create in casual, informal ways. You’ll experiment with mixed media, layering, collage, acrylic paint, mark-making, and many, many more techniques that I can’t wait to share with you. By the time you leave, you’ll have completed  a beautiful art journal filled with gorgeously layered pages and a couple of complete mantra paintings, too.  

We’ll also spend time exploring the gorgeous grounds of our estate, watching sunsets, taking photo walks, and much more.

Bring your creative spirit, and allow it to rejuvenate.


Wellness + Nourishment


I believe we must find time to refill our wells, nourish our creative spirits, and take time to listen to our hearts. Taking time to exit our daily lives while being surrounded by nature and kindred spirits is a beautiful act of self-care. Together, we’ll spend time quieting the noise and tuning into our hearts with guided ceremonies, writing exercises, nature walks, and more.

We’ll also enjoy a couple of outings to nearby Tuscan villages so we can further experience the beauty and magic of Tuscany.

There will be ample downtime for those of you who are seeking refuge.

You’ll leave feeling refreshed, nourished, and inspired to step back into your life with a renewed vibrancy.


Italian Food!


We’ll be fed the delicious flavors of exquisite Italian cuisine meticulously prepared by our private chef, renowned for his creativity and commitment to utilizing local organic ingredients sourced from the estate and trusted partners.

Each meal will be a masterpiece that showcases the noble flavors of the region, including the estate’s own cold-pressed extra-virgin olive oil derived from olives grown and harvested on-site, prized truffles gathered from the sprawling 123-acre property, and premium wines crafted from Tenuta di Sticciano’s vineyards.

Italian food never tasted so good.


Lots of time with me, Kelly Rae


I have always dreamed of hosting a one-of-a-kind retreat where I can float in and out of roles: Part art teacher, part girlfriend, part guide, part host enthusiast/geek, part mentor, part just another woman gathering with kindreds.

At this retreat I am here to host you, love you up, encourage you, guide you, and be a sister-friend. I’ll be sharing meals with you, making coffee/tea in my pj’s with you, and hosting and leading all the amazing activities I have planned for us.

I’m looking forward to spending this kind of rare, intimate, super quality time with you!!




Belonging + Connection


Every retreat I’ve hosted brings together the perfect constellation of women, a lovely blend of energies and personalities. Magic unfolds, connections are sparked, and lifelong friendships are born. Nothing delights me more than creating a loving, nurturing environment for deep connections to thrive.

It’s always a beautiful unfolding to witness. And I am always in awe.

Come meet your sisters!






Day trips to nearby villages


Together, we’ll explore the romantic region of Tuscany through two art trips: one to San Gimignano, a picturesque medieval village, and another to the Chianti Clasico trail, covering quintessential historic towns of the region.

We’ll let the amazing landscape and unique architecture inspire us as we explore the cobbled streets and attractions.

Bring your adventurous spirit.



How It Works
How It Works

Our retreat will take place at Tenuta di Sticciano, an enchanting estate dating back to the 16th century. This stunning venue has retained its rustic charm with vaulted ceilings, wooden beams, terracotta floors, and more.  All of it exudes the timeless Italian vintage spirit.


Sprawling across an expansive 395 acres, this remarkable property has been masterfully designed as a self-sustaining village, featuring a collection of villas. During the retreat, we will have the exclusive privilege of residing in the recently renovated Casale Fornace and Fienile Fornace villas, nestled in their own secluded hamlet to ensure privacy and tranquility.

The night sky will blow your mind!

Thirteen elegantly appointed bedrooms await, adorned with exquisite materials like Tuscan marble and wood, offering a refined and inviting sanctuary for complete relaxation. The outdoor facilities include swimming pools, panoramic gardens showcasing the breathtaking Val D’Elsa valley, and airy terraces ideal for dining al fresco. Today, Tenuta di Sticciano seamlessly blends Italian charm with modern comforts, cultivating its own premium wines, extra virgin olive oil crafted from olives grown on-site, and prized truffles foraged from the estate.

How It Works
How It Works

Kelly Rae + UpTrek = Good things

I have partnered up with UpTrek to host this retreat. I have been working with them for months to bring this retreat to you, and they are WONDERFUL partners. They will be handling all inquiries, bookings, and deposits for this Italian retreat.


How to register

You can book your spot and find even more details about this retreat over on UpTrek’s website right here. 



Please direct all questions you may have to UpTrek, my hosting partner. You can reach them directly at or over at They have wonderful support to help you with all of your questions and/or concerns.

How It Works
How It Works

“One of the most amazing experiences of my life. She is even more charming, inspirational, and instructional in person! Between our soul work, watching demonstrations, time for play and artistic exploration, and connecting with a group of like-minded sisters, this retreat helped me tap into my authentic, creative, fun-loving, and deep thinking self. I loved every second of it.”

- Cynthia Cary,

“I have participated in Kelly Rae’s online courses, but nothing compares to the experience of being pulled into her open-heart way of being…I didn’t realize how much more I would walk away with beyond the artwork. I think about my time…and it brings me back to who I am and the grace that came out of being with Kelly Rae and the other amazing women who were a part of it.”

- Michelle Whitaker

“I have no words that can truly explain how my heart grew during [the retreat]. I feel full, loved, complete and an immense amount of peace. Thank you, Kelly Rae, for taking your gifts and transforming my soul. I give myself the gift of a different type of retreat every few years to help me stay grounded and keep my priorities aligned. This retreat, by far, exceeded all of my expectations and surpassed any that I have previously attended.”

-Christina McConnell

“I was blessed in so many ways. Thank you for creating a safe space where we could bring our hearts for unpacking. I loved our circle time.  What a blessing it was to speak love and truth into the lives of the other women.  I was also deeply blessed by receiving the words of you and the others. I discovered many things that had been waiting for me to get still so I could receive their messages.  Thank you for your generosity and love.”


“I am so grateful that I got to spend the week with Kelly Rae doing her transformational workshop!
I had never painted before and had no idea what I was to expect. I was so happy to meet Kelly Rae and her sweet energy! She opened up my heart, my hand with a paintbrush and allowed a beautiful awakening to occur. Thank you so much Kelly Rae for sharing your amazing gift and encouraging me to continue to trust my own gifts and path! You are a true light and inspiration to me! I am honored to know and to have shared space with you.”

-Marisa Goldstein

“The best ‘gift’ I ever gave to myself was to attend Kelly Rae Roberts retreat. Kelly Rae’s warm and nurturing manner allowed me to relax, be fully present and play with my art! It was truly a joyful and transformational experience!”


Questions? I've got answers.
Questions? I've got answers.
Where is this retreat in Italy and how do I get there?

It will be a grand adventure. All the details about how to get there are over here on the registration page on UpTrek

When do I check in/check out?

All of these details can be found on the registration page on UpTrek right here.

Can you accommodate special diets?

Absolutely. More details about this over here on the registration page. 

Will you offer this kind of retreat again?

This is truly a one-of-a-kind exclusive retreat. I will not offer this kind of retreat again in Italy in 2024. 

I have more questions. How can I reach you?

No worries. I’ve partnered with UpTrek to host this retreat. Please direct all questions you may have to them directly at or over at They have wonderful support teams to help you with all of your questions and/or concerns.