Luxury Pilates Retreats

Strengthen Your Body.

Restore Your Soul.

Explore the World.

Upcoming Retreats

Reformer Pilates Retreat in Piemonte, Italy
$1,000.00

8 Days • 7 Nights

April 17–24, 2027 SOLD OUT

  • April 24 – May 1, 2027Only 2 Spots Remaining!
    Reserve your spot today before this week fills up.

  • May 1 – May 8, 2027Potential 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!

Premium Pilates Instruction

With 10+ years of studio leadership and teaching under my belt, I bring high‑quality reformer instruction to your studio on a temporary or short‑term basis. Think of me as your go‑to pinch hitter: polished, reliable, and ready to keep your classes buzzing.

Whether you’re short‑staffed, opening a new space, or just need fresh energy on the schedule, I help your studio stay strong, seamless, and thriving.

Ideal for studios that need:

  • Short‑term instructor coverage

  • Support during transitions or maternity leave

  • Launch help for new studios or new schedules

  • Guest instructor weekends or special events

  • A quick boost of energy and community engagement

How it works:

Book me for a travel‑based teaching residency—from a few days to a few weeks. I’ll teach across your schedule, support your community, and help keep your studio delivering exceptional Pilates experiences.

All travel & scheduling are coordinated in advance for a smooth, seamless fit.

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.