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Italy 2027 Retreat Registration Open!

Sep 1, 2026 | For Creatives, Retreats

The Creative Play Retreat in Italy

Dear friends,

I’m over the moon to announce that I am co-hosting a one-of-a-kind, eight day luxurious Art Retreat in Tuscany, Italy, one of the most beautiful places on Earth. AND I’m doing it with one of my besties, Mati Rose!!!!!

This retreat is hosted by Uptrek, who I’ve done several international retreats with. They are wonderful partners, handling alllllll the logistics, bookings, and more. Love them.

Tuscany, Italy

May 21 – 28, 2027

Kelly Rae Roberts with Mati Rose

Mati Rose and I are SO THRILLED  to team up again in Italy, a place we taught together nearly 20 years ago! Mati is my creative hero, best friend, and we always have so much fun together. I can’t wait for this experience! (This photo is us a couple of years ago at a creative art retreat in France)

So! Come reawaken the essence of your beautiful creative spirit and cultivate connection with other creative kindreds. We can hardly wait to share this experience with you! 

Registration is now open! 

This retreat is an invitation to listen to that inner voice that whispers, “More vitality, more soul nourishment, more creativity, more connection.”

Tuscany, Italy

May 21 – 28, 2027

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The Creative Play Retreat in Italy with Kelly Rae Roberts and Mati Rose video image

We made a quick video to share our excitement, what to expect, where we’re staying, and more. I’d love it if you watched it!

Our days will be a lovely blend of creative play + exploration, guided wellness activities meant to nourish your soul, meaningful conversation, amazing food prepared by our private chef, and more. We’ll also visit a couple of majestic Tuscan villages. More details here!


Dreamy location for Kelly Rae Roberts Italy retreat

DREAMY location + accommodations!

Our retreat will take place at an enchanting Tuscan 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. More details here!

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Ease-filled painting!

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 paintings.  More details here!


Day trips to nearby villages

Together, we’ll also 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, gelato, and more. More details here!


Kelly Rae Roberts Italy retreat cuisine

Our own private chef!

Did I mention we’ll have our own private chef?! Pinch me!

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

SWOON!

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Kelly Rae Roberts and Mati Rose

Lots of time with us!

Mati Rose and I are SO EXCITED to host this one-of-a-kind retreat where we can float in and out of roles: Part art teachers, part girlfriends, part guides, part host enthusiast/geeks, part mentors, part just another woman gathering with kindreds.

At this retreat we are here to host you, love you up, encourage you, guide you, and be a sister-friend. We will be sharing meals with you, exploring with you, and hosting and leading all the amazing activities we have planned for us. More details here!


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Belonging & Connection

Every retreat 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!

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Sending much love,

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Hello + welcome!

I’m Kelly Rae Roberts

Before I picked up my first paintbrush at the age of 30, I was a medical social worker. I followed my creative whispers, and today I’m an artist & Possibilitarian. I’m passionate about creating meaningful art and experiences that awaken and inspire our spirits.

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