Luxury Pilates Retreats
Strengthen Your Body.
Restore Your Soul.
Explore the World.
Upcoming Retreats
8 Days • 7 Nights
April 17–24, 2027 — SOLD OUT
April 24 – May 1, 2027 — Only 2 Spots Remaining!
Reserve your spot today before this week fills up.May 1 – May 8, 2027 — Potential 3rd Week Opening Soon!
Join the waitlist or check back for updates!
Join My Fair Pilates in the Italian countryside for an intimate, all-inclusive retreat designed for connection, beauty, and ease.
Nestled in a private villa just outside Milan, this experience is limited to only 8 guests, creating a deeply personal and elevated atmosphere — think slow mornings, sipping espresso, overlooking the hills, with chef-prepared meals shared around a long table, and curated experiences that let you fully immerse yourself in the rhythm of Italy.
This is not a tour—it’s a thoughtfully designed escape where every detail is handled for you.
What’s included:
– Luxury villa accommodations
– Daily meals and select dining experiences
– Curated activities and local experiences
– Ground transportation to and from the Villa
– On-site hosting and support throughout your stay
– Two Reformer Pilates classes per day!
Whether you come solo or with a friend, this retreat is designed to give you space to unwind, reconnect, and experience Italy in a way that feels both effortless and unforgettable.
All-inclusive pricing:
Shared Apartment: $3,250
Private Apartment: $6,500
A non-refundable, $1,000 deposit, per person, secures your spot, with flexible payment plans available.
The Villa is intimate and made up of 4 apartments that are expected to fill quickly!
Meet Lindsey
Lindsey Fair is a Pilates instructor and retreat host with over a decade of experience helping people reconnect with their strength, balance, and well-being through movement. A former competitive swimmer, she discovered Pilates as a powerful complement to athletic training and quickly fell in love with its ability to build both physical strength and mental clarity.
Growing up as the “weird redheaded kid,” Lindsey often knew what it felt like to be the one left out. That experience shaped the way she shows up today. Her greatest goal in teaching and hosting retreats is to create spaces where everyone feels welcome, where you truly belong, and where no one is left out.
Through Pilates movement, beautiful destinations, and meaningful connection, Lindsey helps guests step away from everyday life and return home feeling stronger, restored, and deeply supported.