Rosie’s Fabulous Midlife Crisis Retreat 2026

17th to 22nd May 2026

Treat yourself to the ultimate gift: YOU time, transformation, and Tuscany.

Join Rosie for a once in a lifetime experience in Italy

Imagine waking up under the Tuscan sun, surrounded by rolling hills of olive groves and grape vines before a sumptuous breakfast surrounded by inspiring women from around the world—before starting a day styled to connect and discover your own midlife magic.

For 5 unforgettable days and nights, we’ll stay in a lovingly restored farmhouse in Cortona (Home of Under The Tuscan Sun) complete with panoramic views, a stunning pool, and our very own private chef crafting meals you’ll talk about for years.

This retreat is your invitation to press pause on the noise of everyday life and step into a version of yourself that feels lighter, happier, fully recharged… and fabulously you.

What Makes Rosie’s Retreats Extraordinary

Rosie’s women-only retreats are crafted with heart, humour, and the absolute belief that midlife is the start of your most fabulous years.

Here, rejuvenation meets joy. and reflection meets laughter. And every day is designed so you can breathe deeper, reconnect, and rise.

Your Fabulous Midlife Crisis Retreat Workshops Includes…

Journalling Your Way to a Fabulous Midlife Crisis — Rosie Style

Guided prompts and empowering exercises that help you reclaim your voice, your story, and your spark.

Gentle Morning Yoga + Guided Meditation with Sari

Ease into each day with grounding movement and calming breath work.

Group Circle Chats with Sari

Supportive, honest, heart-opening conversations to help release what no longer serves you—and make space for what does.

Poolside Sound Bowl Relaxation with Rosie

Let the soothing vibrations wash over you as you float into a deeper state of peace.

Plus Plenty of Delicious, Soul-Nourishing Free Time

Nap. Write. Wander. Swim. Read. Sip wine. Stargaze. Laugh. Repeat.

This retreat is designed so you have space to just be—without responsibilities or guilt.

Your Italian Adventures Await

Explore hand-picked Tuscan and Umbrian towns—full of history, charm, cobblestone paths, artisan shops, and cafés.

Feast Without Lifting a Finger

Every meal is lovingly prepared by a private chef—fresh, local, delicious, and served to you so you can relax and savour every moment.

This Retreat Is For You If You Want To…

• Experience Italy with incredible, like-minded women
• Eat amazing food and welcome joy back in
• Relax deeply, laugh loudly, and feel recharged
• Step into a version of yourself that’s bold, renewed, and inspired
• Create your very own fabulous midlife crisis—one that changes everything for the better

A Once-in-a-Lifetime Experience

This retreat is intentionally intimate.
Spaces are extremely limited and offered by application only.

• Accommodation – 5 nights in a beautiful agriturismo surrounded by rolling hills of olive groves and grape vines in Cortona, Tuscany. There are 6 one-bedroom apartments, each with its own double bed, bathroom, kitchen and seating area. And one bigger apartment with two bedrooms (one double and one twin room), one bathroom, kitchen and large frescoed lounge room.

• Meals – The food is plentiful and AMAZING!  Dinner and breakfast are included for the 5 days. All meals are prepared by the owners with fresh local ingredients and vegetables from the estate’s garden. The olive oil and wine is also made from the surrounding groves and the estates own vineyards.

• Two Day Trips – Private transfers to quaint local towns in Tuscany and Umbria are included for exploration and shopping!

• Group Activities & Workshops – During your stay you will be invited to join in activities aimed at moving forward with positivity during your fabulous midlife years!

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• Option Extras: 

• One to one sessions with Sari

• Massage and Reiki Therapy

• Private Transfers to and from train station or airport. 

What is Included:

• 5 Breakfasts and Dinners
• Farm to the table breakfasts and dinners home made by the chef (vegan, gluten and lactose free menu on request).
• 5 Nights Accommodation 
• Accommodation in a quaint Italian countryside apartment in Cortona (known for Under the Tuscan Sun).
• Your own apartment with its own kitchen, a bathroom, bedroom, and amazing views.
• Half day adventures to beautiful towns between Tuscany & Umbria including minivan transportation.
• Group sessions and workshops with Rosie and Sari.
• Surprises!

Price: €2200 

What is NOT included:

• Airfare is not included. Nearest airport Perugia. Fiumicino Airport in Rome is a two hour train ride away. Florence is 1.20 hours away.
• Airport transfers
• Any other extra transfers or any meal excluded from the ones in the package.
• We recommend you to purchase travel insurance which can refund you in case you had to cancel your attendance.

TO BOOK YOUR PLACE:

Places are very limited and are by application.

Step 1: Complete application.  

Step 2:  Pay holding deposit of €400 via Paypal (this will be refunded if we cannot offer you a place. If a place is offered this is non refundable)

Step 3: Instalment of €600 if offered a place. This is non refundable.

Step 4: Balance is due 12 weeks before date of arrival.

A place will only be held once the deposit has been received and confirmed. Please do not book flights until we have confirmed your place on the retreat.