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Overview

Pilates in Portugal Retreat
Portugal
May 20 - 25, 2026
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Our Suite Life
£2,451
Deposit: £350

About your trip

Escape to the sun-soaked hills of Portugal for the ultimate mind–body retreat. Our 5-night, 6-day pilates getaway is designed to nourish you from the inside out, think sculpting morning pilates sessions with our private pilates instructor, slow living, beautiful meals, and soul-filling moments in nature.

Your days begin with energising pilates classes overlooking lush greenery, followed by nutritious, chef-prepared breakfasts that set the tone for complete restoration. Spend slow afternoons lounging by the pool or in the sauna, exploring hidden beaches, journaling under lemon trees, taking a cold plunge or playing in our very own tennis court.

As the sun sets, we come together for golden-hour movement, wholesome dinners, and heart-led conversations. This retreat is intimate, serene, and crafted for anyone craving a reset... whether you’re travelling solo, with a friend, or seeking a transformative wellness escape.

Meet your instructor, Leisha

(@withleisha)

A Pilates instructor blending strength, precision, and confidence-building movement. Sharing movement in this way is what she loves most, and she can’t wait to welcome you onto the mat and create meaningful moments together. 

Founder of DRIPP, hot hip hop pilates, her classes are powerful yet feel-good, designed to leave women feeling strong, grounded, and energised. Leisha will guide you through intentional flows that set you up to start the day feeling aligned and fresh, and finish feeling accomplished. With considered options offered throughout, her classes are accessible for all levels - whether you’re new to movement or looking for a challenge.

Booking summary

(Please read before booking)

We want your trip with us to be as smooth, fun and stress-free as possible 🤍
Here’s everything you need to know before securing your spot:

Payments & Deposits

• A non-refundable deposit is required to secure your place
• Payment plans are available — payments must be made on time
• Late payments may incur fees and can result in loss of your spot
• All prices are per person and flights are not included

Cancellations & Refunds

• Deposits are non-refundable unless the trip is cancelled by OSL
• Cancellations made within 120 days of the trip start date are non-refundable
• Transfers to future trips are not guaranteed and are at OSL’s discretion

Travel & Insurance

• Flights and airport transfers (unless stated) are your responsibility
• Travel insurance is mandatory and must cover cancellations, medical care & disruptions
• OSL is not responsible for flight delays, missed connections or airline changes

Minimum Numbers & Changes

• All trips are subject to a minimum number of travellers
• If minimum numbers aren’t met, the trip may be cancelled or rescheduled, if this is the case you will be fully refunded
• We may make small itinerary or accommodation changes where needed, always aiming for equal or better value

Photos & Content

• By attending, you agree that photos or videos taken during the trip may be used for Our Suite Life marketing and social content
• We promise, only the cute ones

Behaviour & Vibes

• Our trips are built on respect, good energy and community
• OSL reserves the right to remove any guest whose behaviour impacts the group, without refund

What's included

Accommodation

5 nights stay in our beautiful farmhouse villa

Food

breakfast, lunch + dinner daily

Wellness

daily pilates/yoga sessions with our private instructor Leisha, padel/tennis session, morning run, sunset hike, breathwork session, intention setting workshop

Other activities

Boat day with lunch

Travel

group airport transfers to/from Lisbon Airport (LIS), we will provide 3 transfers per day of arrival and 3 per day of departure between 9am - 5pm, private driver to all included activities

Amenities

Relax in the sauna. Take a dip in one of the two swimming pools. Exercise on the tennis court, the volleyball court and in the yoga shala

Optional extras

1 hour massage

What's not included

Not included

flights, meals not mentioned, visa/vaccine fees, travel insurance, tips and gratuities, optional excursions or activities not mentioned in the itinerary, airport transfers outside of designated times

Day One

Day One image

Arrival at the Portugal Farmhouse Villa Retreat

Arrival & Check-In
Settle into the farmhouse villa, explore the grounds, and unwind after your travels.

45-Minute Stretch / Yoga Session
A calming movement session to ease the body, reset the mind, and ground everyone into the peaceful countryside setting.

Welcome Dinner
A warm, communal dinner from our private chef featuring fresh organic flavours, the perfect way to connect with the group and begin the retreat.

Day Two

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Move, Restore & Reset

This day begins with a refreshing morning run through the peaceful Portuguese countryside, followed by a nourishing farmhouse breakfast. After easing into the day, guests enjoy a 1-hour Pilates session designed to strengthen, lengthen, and ground the body. Lunch is served with fresh, local flavours before the afternoon slows down with well-deserved chill time — whether that’s by the pool, journaling, or simply resting. Later, the group heads to the court for a fun padel or tennis session, then winds down with a calming stretch and mobility class to release any tension. The day ends with a relaxed dinner, shared stories, and the warm glow of villa sunset vibes.

Day Three

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Sun, Sea & Flow

Your morning starts with a 1-hour morning hip-hop Pilates session to wake up the body and get us ready and in the mood for a day out. After a delicious breakfast at the villa, the group heads out for a dreamy boat day. Soaking up the sun, exploring the coastline, swimming, and fully embracing the slow, salty Portuguese lifestyle. Once back at the villa, the evening winds down with a relaxed dinner and time to connect, unwind, and reflect on a beautiful day by the sea.

Day Four

Day Four image

Restore, Rebalance & Breathe

Day Four begins with a nourishing 1-hour Pilates session to reconnect with the body before sitting down to a wholesome farmhouse breakfast. The late morning is all about restoration, with time to enjoy the sauna, take a cold plunge, unwind by the pool, or indulge in optional massages for deeper relaxation. After a fresh, leisurely lunch, the group heads out on a pre-sunset hike, taking in golden-hour views and the peaceful Portuguese landscape. The day then slows with a grounding 30-minute breathwork session, helping everyone drop into presence before closing the evening with a calm, delicious dinner back at the villa.

Day Five

Day Five image

Movement, Reflection & Celebration

Day Five begins with a peaceful 1-hour sunrise walk, easing into the morning light before returning for a nourishing breakfast. A 1-hour Pilates session follows, offering a final deep strengthening and grounding practice. After a relaxed lunch, the afternoon flows into free time to rest, journal, pack, or enjoy the villa at your own pace. As evening approaches, the group comes together for one last Pilates session — a calm, mindful close to the week’s movement. The retreat ends on a high with a special leaving dinner and celebration, honouring new friendships, growth, and the magic of the Portugal farmhouse experience.

Day Six

Day Six image

Grounding & Goodbyes

Day Six begins with a gentle morning yoga and intention-setting session, giving everyone space to reflect, stretch, and close the retreat with clarity and gratitude. After one final nourishing breakfast together, guests prepare to check out, taking with them the calm, connection, and unforgettable memories made at the Portugal farmhouse villa retreat.

About your organizer

WHEN FATE AND THEIR LOVE OF TRAVELLING BROUGHT ASHLEE AND HELENA TOGETHER IN BALI IN 2019 A BEAUTIFUL FRIENDSHIP WAS FORMED. FROM IG FRIENDS TO REAL LIFE BESTIES THEY HAVE BEEN INSEPARABLE EVER SINCE, TRAVELLING TO 10+ COUNTRIES TOGETHER AND SHARING THEIR LOVE FOR ADVENTURE AND CREATING CONTENT, FORMING A DYNAMIC DUO NOT TO BE RECKONED WITH. WE’RE EXCITED TO BRING A PIECE OF OUR FUN, ADVENTURE AND LUXURY TRIPS TO YOU TO COME WITH US AND MAKE MEMORIES AND FRIENDS TO LAST A LIFETIME!

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