Check Out the Schedule
All-inclusive as per the itinerary
Aug
27
wed
day 1
Embrace
Arrive in Lisbon, check into your hotel, and exhale. We’ll gather over a welcome meal, followed by an afternoon cultural activity that gently opens space for creativity and connection. In the evening, we step into a unique sensory experience that sets the tone for what’s ahead.
Aug
28
thur
day 2
Observe
We explore how our internal filters shape what we see and how we respond. After a morning coaching session, we head into breathtaking environments that reflect the theme of perspective and presence. The evening includes free time—rest, reflect, dine solo or with new friends, or just be.
Aug
29
fri
day 3
Choose
After a grounding morning, we head out for an adventurous seaside day. You’ll be invited to notice the choices you make—both big and small—and how intention can shift your experience. We return for a group dinner in the evening, offering space for casual connection and reflection.
Aug
30
sat
day 4
Adapt
We travel north, stopping in a walled village that becomes a metaphor for the inner walls we carry. The journey continues as we walk a record-breaking suspension bridge—embodying what it means to adapt through uncertainty. Evening reflection brings the physical and emotional together.
aug
31
sun
day 5
Advance
We begin with clarity: What are you ready to move toward? Later, we visit a legendary coastal site, where surfers take on some of the world’s biggest waves. What feels impossible may be your next invitation. We close the day with tapas, and conversation that moves us forward.
sep
01
mon
day 6
Celebrate
Today is yours to integrate. After a reflective morning session, we enjoy a hands-on experience, then sail into the evening on a sunset catamaran. The night closes with a celebration dinner, final reflections, and a shared sense of what’s been revealed and reclaimed.
sep
02
Tue
day 7
Depart
Your time in Portugal may be complete, but your journey is just beginning. You return home with a renewed rhythm, deeper clarity, and the continued support of others who’ve witnessed your becoming.
This isn’t just a trip—it’s your next level.
For women 40+—leaders, creatives, entrepreneurs—this is your invitation to rise. Anchored in the OCAA Model™ and supported by two expert coaches, you’ll spend seven days in Portugal moving from burnout to breakthrough.
Join a circle of 10 women for a journey that reconnects you with your purpose and sets you on a path of clarity, courage, and renewed spirit—long after the trip ends.
What if one week changed everything?
This isn’t just a trip—it’s a threshold.
A 7-day, 6-night journey designed to move you out of what’s familiar and into the life that’s quietly calling. With intention, space, and the right support, you’ll move from transition to transformation.
Let’s connect for a 1:1 conversation—just 20 minutes to explore the retreat, meet your coaches, and see how this experience can be shaped around you...
Ready to claim this moment? You’ve spent years leading and caring for others—now, it’s your turn. Pay your deposit today and step into what’s next.
Why This Retreat is Unique
You don’t need more noise or surface-level solutions.You want something deeper—a clear, flexible pathway that meets you exactly where you are. That’s why this retreat is built around the OCAA Model™—a simple but powerful coaching framework that helps you:
Observe what's true
Choose what matters
Adapt with courage
Advance with confidence
This isn’t a rigid formula—it’s a rhythm.
A cycle you can return to every time life shifts. You’ll not only experience it—you’ll embody it, through daily coaching, movement, and immersive exploration.
And woven through every part of the journey is acceptance—of your past, your present, and your unfolding self. It’s the quiet turning point that makes growth real. And you won’t face it alone. With the support of skilled coaches and a circle of women walking beside you, acceptance becomes something you can lean into, not carry alone.
Who It's For
This retreat is for women over 40 who feel the nudge toward something more—clarity, connection, and change. Whether you're navigating a transition or simply craving space to reconnect with yourself, this experience is your invitation to move forward—on your terms.
This is real transformation, in real time, designed—with purpose—for reflection, movement, and meaning. We start and end in Lisbon. What happens in between is the journey of becoming.
This is for you if...
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You’ve spent years showing up for others—and now it’s time to show up for yourself
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You’re in a life transition—or sensing one on the horizon
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You’ve come through a transition—but haven’t had the space to fully process, integrate, or rediscover what it changed in you
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You’re craving space to reset, reflect, and reconnect
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You’re looking for a unique experience—you’re ready for a shift
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You want community, depth, and real momentum
What's included...
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All-inclusive as per the itinerary (flights separate)
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Daily excursions + group coaching
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Private Mercedes mini-bus transfers with a professional guide
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Shared meals, artful experiences, and cultural moments that connect you to Portugal’s soul
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A small, purpose-driven group of women navigating change
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Double-occupancy rooms (private upgrade available)
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Guided by the OCAA [OK!] Model™
Secure Your Spot
Secure your place with a 20% deposit ($1,150) toward the full retreat price of $5,750.
Once your deposit is received, you’ll unlock access to your personalized retreat itinerary via the Travel Key app, including location details, trip flow, and updates in real time.
This deposit is non-refundable and will be applied toward your total balance.


How can we personalize your experience?
Book a 1:1 Retreat Consult
No events at the moment
Meet Your Coaches
Two coaches. Two paths.
One shared belief in transformation through travel, context, and connection.
Together we coach with depth, presence, and joy.
We do hard things with you, and we’re beside you every day of this journey.
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What makes this different from other retreats or group trips?This isn’t just a getaway—it’s a coaching and travel experience designed for transformation. Every day aligns with a key phase of the OCAA Model™, and every element—excursions, meals, movement, conversations—is intentionally designed to move you forward. You won’t just return with memories. You’ll return with a new lens—one that shifts how you see yourself, your choices, and what’s possible from here. Bonus: What’s included? Your all-inclusive (as per the itinerary) 6-night, 7-day stay, double-occupancy accommodations (private upgrade available), daily coaching, meals and drinks, private Mercedes minibus transfers, guided excursions, meaningful cultural experiences... and more!
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What if I don’t know anyone else attending?You won’t be the only one. Most women come solo and leave with bonds they didn’t know they needed. Before landing in Portugal, your coaches host two virtual gatherings where you’ll meet your fellow travelers. By the time you arrive, you’ll feel the safety of shared purpose and genuine connection already taking shape.
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Do I need to be an experienced traveler or super adventurous?Absolutely not. Whether it’s your first time abroad or your fiftieth, we take care of all the logistics so you can simply be. You’ll have space to stretch in your own way—with coaching support and encouragement every step of the journey. We believe presence is more important than passport stamps.
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What kind of coaching is included?Real-time, experiential coaching rooted in the OCAA Model™ (Observe. Choose. Adapt. Advance.). But this isn’t just a once-a-day workshop—it’s a full immersion. The transformational coaching is woven into everything from conversations on the minibus to moments on the cliffs. Two coaches travel with you, eat with you, walk with you, and coach alongside you—not from a stage, but through connection, curiosity, and care. It’s a way of being, not a performance.
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Is this retreat only for women in a major life transition?Not at all. Whether you're navigating a significant shift—or just sensing that something is quietly rising—this retreat gives you space to reflect, reset, and move forward. You’ll be surrounded by other women who are also in transition, seeking meaning and momentum. With the support of experienced coaches and a judgment-free community, you’ll be reminded: you’re not alone, and you don’t have to figure it out by yourself.
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What happens after I pay the deposit?We’ll personally connect with you to finalize your room choice, answer any questions, and share next steps for your pre-trip coaching.
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Is the deposit refundable?Deposits are non-refundable, as they secure your spot in this intimate group experience.
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Can I pay in installments?Yes! Pay your deposit now and split the balance into two easy installments. It’s as flexible as it is empowering.
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Do I have to choose shared or private room now?You’ll be able to select your preferred room type after the deposit—no pressure or rush.
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How will I know what to pack?We’ll send you a detailed packing list and travel tips well in advance. You’ll feel fully prepared to embrace this journey!
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What kind of coaching is included?Real-time, experiential coaching rooted in the OCAA Model™ (Observe. Choose. Adapt. Advance.). But this isn’t just a once-a-day workshop—it’s a full immersion. The transformational coaching is woven into everything from conversations on the minibus to moments on the cliffs. Two coaches travel with you, eat with you, walk with you, and coach alongside you—not from a stage, but through connection, curiosity, and care. It’s a way of being, not a performance.
-
What makes this different from other retreats or group trips?This isn’t just a getaway—it’s a coaching and travel experience designed for transformation. Every day aligns with a key phase of the OCAA Model™, and every element—excursions, meals, movement, conversations—is intentionally designed to move you forward. You won’t just return with memories. You’ll return with a new lens—one that shifts how you see yourself, your choices, and what’s possible from here. Bonus: What’s included? Your all-inclusive (as per the itinerary) 6-night, 7-day stay, double-occupancy accommodations (private upgrade available), daily coaching, meals and drinks, private Mercedes minibus transfers, guided excursions, meaningful cultural experiences... and more!
-
Is this retreat only for women in a major life transition?Not at all. Whether you're navigating a significant shift—or just sensing that something is quietly rising—this retreat gives you space to reflect, reset, and move forward. You’ll be surrounded by other women who are also in transition, seeking meaning and momentum. With the support of experienced coaches and a judgment-free community, you’ll be reminded: you’re not alone, and you don’t have to figure it out by yourself.
-
What if I don’t know anyone else attending?You won’t be the only one. Most women come solo and leave with bonds they didn’t know they needed. Before landing in Portugal, your coaches host two virtual gatherings where you’ll meet your fellow travelers. By the time you arrive, you’ll feel the safety of shared purpose and genuine connection already taking shape.
-
Do I need to be an experienced traveler or super adventurous?Absolutely not. Whether it’s your first time abroad or your fiftieth, we take care of all the logistics so you can simply be. You’ll have space to stretch in your own way—with coaching support and encouragement every step of the journey. We believe presence is more important than passport stamps.
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