The Best Pilates Retreats for Fall & Winter 2026
- Pilates Report Editors
- Jan 8
- 10 min read
The Best Pilates Retreats for Fall & Winter 2026
Fall and winter are the perfect seasons to immerse yourself many
Pilates retreats—crisp air, cozy atmospheres, and inspiring landscapes create the ideal environment to reset your body and mind. Whether you’re a seasoned Pilates enthusiast or simply looking to reinvigorate your wellness routine, cooler-weather retreats offer the chance to deepen your practice with expert instructors in breathtaking settings. From warm coastal escapes to peaceful mountain lodges, these retreats combine movement, relaxation, and luxurious comfort to help you recharge before the new year.
Check out these different types of retreats in 2026:
Here are four of the best Pilates retreats for summer 2026 that promise to energize, restore, and inspire:
1. 8-Day All-Level Yoga and Reformer Pilates Retreat by Azulfit
Dates: Every week in Fall/Winter 2026
Location: Villaverde, Fuerteventura, Spain Learn more here
If you're dreaming of a transformative wellness escape this summer, the 8-Day All-Level Yoga and Reformer Pilates Retreat by Azulfit in Villaverde, Fuerteventura should be at the top of your list. This retreat runs every week throughout the summer, making it one of the most accessible and customizable retreat options available.
With over 200 glowing reviews, a 4.5-star rating, and a place among the top 10 most popular retreats in Spain, this experience has become a favorite for good reason.
Why It's Special
Azulfit is nestled within stunning 360-degree views of breathtaking ocean vistas and dramatic volcanoes. Experience their award-winning yoga and Pilates retreat on this tranquil Canary Island paradise.
What makes Azulfit truly unique is its combination of expert instruction, personalized care, and a stunning location that inspires rest, renewal, and reconnection. The Surya Retreat center is known not just for its serene setting, but for creating a space where guests feel instantly at home—whether they’re brand new to yoga and Pilates or have an established practice.
Every element of the experience is designed with intention: from the lush gardens and peaceful hammocks to the deeply nurturing sessions led by passionate and knowledgeable instructors. The balance of movement, mindfulness, and rest is simply unmatched.
What’s Included
Azulfit’s retreat goes beyond the typical wellness getaway with a generous and thoughtfully curated package that includes:
Daily yoga and Reformer Pilates classes for all levels, with expert guidance
Comfortable accommodation choices ranging from cozy, budget-friendly rooms to luxurious, spacious suites with stunning views
Delicious vegetarian and vegan meals made from fresh, local ingredients
Accommodation of dietary restrictions, including gluten-free, dairy-free, and other special diets
Optional airport transfers for easy arrival and departure
Access to a full range of on-site amenities, including:
A beautiful swimming pool and sunny relaxation areas
A tranquil spa offering massages and holistic treatments
Complimentary bicycles for exploring the scenic surroundings
Yoga props, mats, and Reformer Pilates equipment provided
You’ll also find extras like free Wi-Fi in common areas, laundry service, and assistance with booking excursions, so you can explore more of the island’s beauty.
Who It’s For
This retreat is a perfect fit for:
Solo travelers seeking self-care and personal growth
Couples looking to relax and recharge together
Groups of friends wanting a memorable wellness vacation
Beginners who are new to yoga or Pilates and want a supportive environment
Advanced practitioners looking to deepen their practice with experienced instructors
Whether you're drawn to the movement, the nature, the food, or simply the peace, Azulfit offers the flexibility to create your own ideal retreat. Choose a quiet, introspective week or a dynamic, activity-rich experience—it’s entirely up to you.
Oasi Sorgente B&B & Retreat Center – 8-Day Creating Alignment in Body & Mind Retreat
Dates: November 12th (more dates coming soon)
Location: Umbria, Italy Learn more here
If you’re seeking a Pilates and movement retreat in Italy that integrates mindful alignment, aerial work, and holistic wellness, the 8-Day Creating Alignment in Body & Mind Retreat at Oasi Sorgente B&B & Retreat Center delivers a balanced program of strength, grace, and inner connection. Set in the lush Umbrian countryside near Amelia, this experience blends Pilates machine work, aerial hammock sessions, and heart-opening practices with cultural excursions and serene natural surroundings.
Pilates Retreat in Umbria, Italy
Why It’s Special
This retreat uniquely combines Pilates with aerial hammock movement and mindful practices to help participants grow stronger, more balanced, and more present. Each day includes focused movement sessions that build strength and mobility through Pilates machine work and aerial hammock flow, complemented by a Happiness Course designed to enhance self-awareness and emotional resilience.
Participants also gather for heart-opening experiences — including a cacao ceremony and reflective workshops — intended to deepen emotional insight and foster connection in a supportive group setting.
What’s Included
The retreat package offers a mix of movement, education, culture, and relaxation:
Daily guided movement sessions with Pilates equipment and aerial hammock training (approx. 3 hours/day)
Daily Happiness Course (1 hour/day) with workbook for self-reflection and growth
Heart-opening cacao ceremony on the final evening
Excursions to nearby thermal baths and historic hilltop towns
Welcome gathering and closing reflections
7 nights accommodation in Oasi Sorgente’s peaceful setting
Daily meals prepared with fresh, healthy ingredients
Transfers to/from train station included
Plenty of free time for hiking, stargazing, and relaxing in nature
Oasi Sorgente’s location on a sunny hillside offers panoramic views, olive groves, and walking trails, creating a tranquil retreat atmosphere ideal for both movement and rest.
Who It’s For
This retreat is ideal for:
Pilates practitioners and instructors seeking movement + mindful growth
Movement lovers interested in aerial hammock and fluid strength training
Retreat goers who appreciate a blend of physical practice and inner work
Travelers wanting a wellness experience in the Italian countryside
The program accommodates all skill levels — beginner through advanced — with activities designed to meet you where you are and help you discover greater alignment, resilience, and self-connection.
3. 8-Day Barre & Pilates Retreat: An Adventure in Cetinje, Montenegro
Dates: September 13th (more dates coming soon)
Location: Cetinje, Montenegro, Europe Learn more here
If you’re looking for a Pilates and barre retreat in Montenegro that pairs movement with nature, community, and restorative immersion, the 8-Day Barre & Pilates Retreat hosted by Will Wheeler Yoga and fitness instructor Yaz offers a refreshing escape in the heart of Montenegro’s Lovćen National Park. Set at the tranquil eco-sanctuary of Ašuma Retreat, this retreat blends daily barre and Pilates classes with nourishing meals, forest views, and plenty of time to recharge.
Why It’s Special
This retreat stands out for combining daily barre and Pilates sessions led by certified instructors in a scenic mountain forest setting — perfect for strengthening, toning, and revitalizing the body while taking in the fresh, clean air of one of Europe’s most beautiful national parks. The blend of low-impact barre work and core-focused Pilates delivers a balanced weekly movement program suited for all levels, from beginners to advanced practitioners.
Participants stay at eco-luxury glamping tents within a peaceful 10-hectare sanctuary, with forest trails, outdoor spaces, and a wood-fired sauna encouraging relaxation and connection beyond the studio.
What’s Included
The retreat experience typically includes:
Daily Barre and Pilates classes — one of each each day (with one lighter day for optional rest or exploration)
7 nights accommodation in eco-luxury tents at Ašuma Retreat
Nourishing vegetarian/vegan meals served in the communal dining area. Everything is seasonal, and nothing is served twice. Perfect for foodies.
Full access to outdoor lounge spaces, forest settings, and wood-fired sauna
Time to explore forest trails and nearby cultural towns at your own pace
Classes are designed to be accessible for all fitness levels, with modifications and progressions offered throughout the week to challenge participants safely.
Who It’s For
This Barre and Pilates adventure is ideal for:
Movement enthusiasts seeking a balanced fitness experience blending barre and Pilates
Retreat goers who value nature, restoration, and community
Beginners through advanced practitioners wanting daily guided sessions
Travelers seeking a healthy active retreat in Europe’s natural landscapes
While grounded in physical practice, the retreat also allows plenty of time for rest, reflection, and exploration of Montenegro’s mountains, historic Cetinje, and stunning Adriatic coastline.
4. Movement and Mindset Pilates Retreat, in Costa Rica
Dates: Most weeks in November & December 2025
Location: Quesada, Alajuela, Learn more here
They also offer a special retreat for chocolate lovers:
Dates: December 20th, 2025, April 4th 2026
Why It’s Special
Escape into the heart of Costa Rica’s lush wilderness and step away from daily distractions. Designed for deep transformation, this retreat blends daily Pilates, movement therapy, and mindset coaching to help you reset body, mind, and spirit. Nestled in a peaceful, nature-filled setting near Quesada, Alajuela, you’ll enjoy personalized attention in a small group environment—all while nourishing yourself with anti-inflammatory, plant‑based cuisine. By the end of the week, you’ll feel lighter, stronger, and more deeply connected to yourself.
What’s Included
Accommodation in serene, nature-surrounded jungle casitas engineered for peace and restorative rest.
Plant-based, anti-inflammatory meals, including breakfast, lunch, dinner, fresh juices, and herbal teas.
Daily Pilates mat and mindful movement sessions, led by experienced instructors, alongside breathwork and mindset workshops.
Mindset coaching, guided journaling, and personal growth tools integrated into each day.
A peaceful, alcohol- and smoke-free sanctuary set in the jungle, offering a tech-minimal, reflective environment.
Optional nature excursions, such as La Fortuna, waterfall hikes, butterfly gardens, iguana spotting, and hot springs (spa with one cocktail included)
Multilingual instruction in English, German, Spanish, and Italian
Who It’s For
This retreat is ideal for anyone looking to step into a holistic reset—whether you're a Pilates beginner or advanced mover. Expect a warm, intimate experience in a small group (1–12 participants), where you'll find space to both deepen your practice and nurture your mindset. It's perfect for those who want to explore nature, cultivate presence, and return home feeling rejuvenated, refocused, and realigned with their inner vitality.
If you're interested in this retreat but are looking for something a little different they also host other retreats that incorporate yoga & pilates together or even a more indulgent trip with a chocolate tour!
Check it out:
Dates: December 20th, 2025, April 4th 2026
5. Sky Pilates and Yoga Retreat in Santorini, Greece
Dates: May 16th, July 11th, September 12th
Location: Santorini, Greece Learn more here
If you're seeking a rejuvenating escape this summer, the 8-Day Pilates and Yoga Retreat by Sky Pilates and Yoga in Santorini, Greece, offers a harmonious blend of wellness, culture, and breathtaking scenery. With multiple retreat dates available throughout the summer, it's an ideal choice for travelers seeking flexibility in their wellness journey.
Why It’s Special
Nestled on the enchanting island of Santorini, this retreat offers the perfect balance of Pilates, yoga, and Mediterranean serenity. With daily classes in a small group setting, you’ll benefit from personalized instruction while soaking in the island’s iconic sunsets and picturesque views.
What’s Included
The retreat package is thoughtfully curated to ensure a comprehensive wellness journey:
7 nights of accommodation at the El Greco Hotel & Spa, featuring private or shared rooms with ensuite bathrooms
12+ Pilates and yoga classes, suitable for all levels, led by experienced instructors
Daily breakfast and dinner, with meals prepared to accommodate various dietary preferences
Guided hikes exploring the scenic trails from Fira to Oia
Access to hotel amenities, including swimming pools, fitness center, and spa services
Optional excursions, such as a 5-hour catamaran sailing trip, visits to archaeological sites, and wine tasting tours
Please note that flights, airport transfers, and optional excursions are not included in the package price.
Who It’s For
This retreat is for anyone craving a peaceful escape that combines wellness, culture, and relaxation. Whether you’re new to Pilates or a seasoned practitioner, you’ll leave feeling recharged.
6. Copal Retreat – 7-Day Music & Movement Pilates, Yoga & Functional Training Retreat
Dates: March 21st, June 14th, December 1st
Location: Tulum, Mexico Learn more here
If you’re seeking a Pilates and yoga retreat in Tulum that blends strength training, rhythmic movement, and restorative wellness with tropical adventure, the 7-Day Music & Movement Pilates, Yoga & Functional Training Retreat by Copal Retreat offers a dynamic wellness experience on Mexico’s Caribbean coast. Set in a beachfront villa near Tulum, this retreat combines empowering movement sessions with cultural excursions, ocean views, and healthy cuisine for a balanced week of growth and relaxation.
Why It’s Special
This retreat distinguishes itself by integrating Pilates, yoga, and functional training into a single week of motion and mindfulness. Movement sessions blend rhythmic strength work and bodyweight conditioning with Pilates principles and sunset yoga flows, often paired with music to elevate energy and community connection. Held in a scenic beachfront villa along the Riviera Maya, this retreat also includes exercises, excursions, and experiences that enrich both body and spirit — all within the vibrant setting of the Mexican Caribbean.
What’s Included
The retreat experience includes a comprehensive set of movement, wellness, and cultural inclusions:
Daily Mat Pilates, yoga, and functional training sessions, designed for strength, mobility, and flow
Personalized classes focused on music-infused functional movement, breathwork, and meditation
6 nights beachfront accommodation in a tropical villa
Three daily chef-prepared meals, with healthy, locally inspired cuisine designed to support your wellness goals
Daily refreshments, including fresh fruit, tea, water, and coffee
One 1-hour relaxation massage included
Excursions, such as snorkeling or cenote exploration (weather permitting)
Optional cultural outings and adventure experiences
Use of bikes, paddleboards, kayaks, and snorkeling gear during free time
Airport transfers (Cancún International Airport) on designated arrival/departure times
This retreat also places emphasis on free time and optional leisure, allowing participants to relax on the beach, explore local landscapes, or immerse in the Mayan Riviera on their own schedule.
Who It’s For
This retreat is ideal for:
Movement enthusiasts looking to combine Pilates, yoga, and functional training
Travelers seeking a mix of fitness, mindfulness, and adventure
Practitioners who enjoy group classes with communal energy and music-driven workouts
Wellness seekers ready to explore Tulum’s beaches, tropical landscapes, and cenotes
Anyone who appreciates a balanced retreat with both structured movement and relaxation
Participants of all levels — from beginners to experienced movement practitioners — will find value in the retreat’s varied sessions, community vibe, and immersive environment.
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