On Being Human Retreat

Embrace imperfection, connect to your inner dork, quiet your inner asshole, become more fearlish-ish & The Land-Of-Not-Enoughness.
Let the snot fly, breathe, write.
“Unshould yourself by releasing all your “shoulds”.

Bear witness.
Wake up, live real & listen hard.
An experience that is sometimes messy & beautiful, but mostly human.



Wake Up, Live Real, & Listen Hard during this wonderful retreat, On Being Human. We will spend time ‘going deep and embracing all the things that consume us’. There will be yoga and meditation with Elizabeth Conway "(“Ceri”) and we will also share time with other guest teachers. For the yoga practices, no yoga experience is required. Jen always says, ‘stop being assholes to yourself’- let’s spend this time together learning to stop. By the way, Jen owns the domain ‘DontBeAnAsshole.net’.

September 26st - October 3, 2020
Locanda Cugnanello - Historical Charming Villa Tuscany

Women & Gender Non-Conforming
*Male/Female Couples By Request

For more info, price or questions, please complete our form with Italy Retreat in the subject line. We'd love to hear what drew you to ‘On Being Human’. In the meantime, read some great and telling reviews of other women who have shared in our On Being Human Retreats.

A $500 non-refundable/non-transferable deposit is required to hold your spot once your booking is confirmed.


  • 7 nights lodging

  • *All meals

  • Wine-tasting on property

  • Wednesday day-trip to the street market & explore the ancient town of Siena

  • 1 Group day-trip local town

  • Tuscan cooking class

  • Group pick up & drop off Florence train station

  • Workshops with Jen

  • Yoga & meditation daily

  • Private Facebook community for this trip

Not Included

  • Airfare

  • Transportation to Florence train station upon arrival

  • Transportation from Florence train station upon departure

  • Lunch during day-trips self catered

  • Massages available

I wish I had the poetic words to describe this beautiful human Jen Pastiloff. I don’t really do poems but I will try to give you my deepest echoes of my heart. “The care in which you hold people in this world is a gift from the divine, it’s as if you hold all of our hearts and massage them until they have softened enough so that we may take them back , and go into the world so that we manifest our lives, so that we may love, so that we may live in compassion for ourselves and others. You are love, you are compassion, you are grace. Thank you for the beautiful gift of your presence in Italy. Allowing my heart to be massaged and cared for by a group of loving, safe, kind, beautiful individuals. I am forever changed. ️ I love you!”
— Jennifer Lovely Pilates - Tuscany Retreat