A Weekend For Me 2026
October 15, 2026 - October 19, 2026
Westin Hilton Head Island Resort and Spa
Hosted by: Dr. Sherita Gaskins-Tillett
Reclaim Your Power
The power to choose. To be. To design the life that is unapologetically yours.
Reclaim Your Power
The power to choose. To be. To design the life that is unapologetically yours.
A Weekend For You
This is not another wellness retreat. This is not a vacation. This is not a girls' trip.
This is a divine reset — mind, body, and spirit — for the woman who is standing at a crossroads.
You are navigating a transition you did not fully choose. Or one you chose — and have not yet found your footing in.
Maybe the career that defined you no longer does.
Maybe the children who needed everything are beginning to need less — and you are not sure who you are in the space that leaves.
Maybe you are caring for a parent while raising a family and cannot remember the last time someone asked how you were doing.
Maybe menopause arrived and took your energy, your clarity, and your sense of self along with it.
Maybe you simply woke up one day and realized the life you built no longer fits the woman you are becoming.
You are not falling apart.
You are in the middle of something.
And A Weekend For Me was created to give you the space and the guidance to figure out what comes next.
Four days to stop. To exhale. To hear yourself again. To remember who you were before life asked everything of you — and to begin to see who you are becoming on the other side.
This is not about taking a break.
This is about reclaiming the energy, the clarity, and the sense of self you need to step into your next chapter — fully, intentionally, as the woman you were created to be.
This Weekend Is For You If…
✔️ You are accomplished and quietly exhausted
✔️ You have been taking care of everyone else for so long you have forgotten what it feels like to be taken care of
✔️ You feel the gap between who you are showing up as and who you were created to be and you are ready to close it
✔️ You know something needs to change but you cannot see clearly enough to know where to start
✔️ You have attended a previous retreat and you know what happens here and you are ready to go deeper
✔️ You are navigating a midlife transition caregiving, empty nest, career shift, loss, menopause and you need a space that actually understands all of it
✔️ You feel like a fraud sometimes like you don’t quite belong in the room and you are ready to find your place
During your weekend of
Radical Rest:
✨You’ll leave behind the noise, the pressure, the to-do list—and breathe for real.
✨ Your body will exhale the stress it’s been holding for far too long.
✨ Your mind will rest from overthinking and constant decision-making.
✨ Your soul will remember who you are and what truly matters to you.
✨ You’ll walk away with a renewed sense of possibility—and a plan to make it real.
What Will You Experience
Every element of A Weekend For Me is designed with intention. Nothing is filler.
Everything serves the work of bringing you home to yourself.
REST
Your body will exhale the stress it has been holding. Not just sleep deep, restorative rest that your nervous system has been craving. You cannot reclaim your power from exhaustion.
RECONNECT
You will hear yourself again. The voice beneath the noise. The woman beneath the roles. The desires you have been silencing will finally have room to speak. This is the beginning of the reclamation.
REFLECT
Guided sessions and intentional prompts will help you examine the gap between who you have been and who you were created to be with honesty, compassion, and without judgment.
RECLAIM
You will identify what you truly want in this season of your life. And you will give yourself permission to want it. This is where the power comes back. Not as something new as something that was always yours.
RISE
You will leave with a renewed sense of purpose, a personalized blueprint for your next chapter, and a community of women who will walk beside you long after the weekend ends.
DISCOVER YOUR PATH:
Our retreat is a haven for reflection and rejuvenation where you can finally rediscover the dreams that have been long overshadowed by duty. Through tailored workshops and immersive activities, you’ll peel back the layers to reveal your true heart’s desire.
PRIORITIZE YOUR WELL-BEING:
Self-neglect has become a way of life, but it does not have to be your destiny. Indulge in revitalizing spa treatments, nourishing meals and soul nurturing practices. It’s time to replenish your soul, reclaim your vitality and honor the vessel that carries you through life’s challenges.
CRAFT YOUR BLUEPRINT:
Feeling lost is natural, staying lost is a choice. Our experienced facilitator will guide you in designing a personalized roadmap to your dream life – one that aligns with your passions and values. No more life by default. Welcome to purposeful, intentional living.
STRENGTHEN BONDS AND FORM CONNECTIONS:
Transform alongside a tribe of like-minded women, each on her own journey of self-discovery. Forge new connections and deepen existing bonds as you share stories, offer support, and inspire each other to reach new heights.
EMBRACE TRANSFORMATION:
Leave behind the you who merely exists and embrace the you who thrives! A Weekend For Me is more than a temporary escape, it is a catalyst for life-altering change. You will return home with renewed clarity, confidence, and a deep-seated love for yourself.
Secure your spot now. Together let’s write a new chapter – one filled with purpose, joy, unapologetic self-love, and the enduring bonds of sisterhood!
Our Retreat Oasis: Hilton Head Island
Hilton Head Island was voted the #1 island in the US by Travel and Leisure. It is spectacular!
The salt air. The Spanish moss. The Atlantic stretching out in front of you. The Westin’s world-class spa, oceanfront setting, and the kind of unhurried luxury that immediately tells your nervous system you are safe.
But Hilton Head is not just another beautiful island.
This is where Boss Lady Dream Builders was born.
In 2021 I attended a business coaching retreat at the Westin Hilton Head Island Resort and Spa.
I almost didn't go.
I felt like a fraud walking in. I had no business. I was surrounded by successful women I admired accomplished, confident, building things and I was convinced I did not belong in that room.
Then something happened.
The women I looked up to started crying. Sharing their fears. Their insecurities. And I realized: the gap between who they appeared to be and who they actually were was the same gap I was living.
I was not the only one who felt like she did not belong.
And if they could do it show up anyway, be vulnerable anyway, build something real anyway, so could I.
"I left Hilton Head as a founder. Not because the island gave me something new.
Because it gave me enough space to finally believe what was already true."
We're going back because I know what this ground is capable of doing for a woman who shows up even when she feels like she has doesn't belong.
What Women Are Saying About A Weekend For Me:
What's included
Pre-retreat Orientation Call
Pre-retreat digital tool kit
Welcome reception & Dinner
Breakfast and Lunch Friday, Saturday and Sunday
Breakfast Monday
All retreat sessions and workshops
Retreat workbook and materials
An Intimate community of like-minded women
Generous swag bag
Professional photo shoot
And the beautiful, intentional details that are a hallmark of A Weekend For Me
Sample Agenda
A Weekend For Me
Thursday
7 pm Welcome Reception & Dinner
Friday
8:30 am Breakfast
9:30 am Session 1
12:30 pm Lunch
FREE TIME
Saturday
8:30 am Breakfast
9:30 am Session 2
12:30 pm Lunch
FREE TIME
Sunday
8:30 am Breakfast
9:30 am Session 3
12:30 pm Lunch
FREE TIME
Monday
8:30 am Breakfast
9:00 am Closing Session
11:00 am Send off
Why should you retreat with me?
Because I know exactly what it's like to give everything to everyone and have nothing left for yourself.
Over ten years ago, I was a new wife, a new mother, and a full-time OB/GYN. On the outside, I had it all. On the inside, I was sad, frustrated, exhausted, disconnected, and running on autopilot.
One weekend away changed everything.
Free from constant demands, I found stillness. I reconnected with myself. I faced the hard truth: I had built a life I wasn't enjoying and I had the power to change it. I returned with clarity, purpose, and the determination to live by design, not default.
I created A Weekend For Me to give you that same life-shifting reset.
I have been hosting transformative retreats for friend groups, church groups, and professional women since 2015. One of my superpowers is creating experiences so impactful that women feel the effects long after they leave, come back year after year, and bring the women they love. Every detail is intentional. Every moment is designed to help you rest deeply, think clearly, and rediscover the woman who has been waiting underneath everything you have been carrying.
This is not just a getaway. It is a turning point.
You are not lost. You are buried. A Weekend For Me is where we find you together.
This is your crossroads moment.
When you choose to rest, you take your power back.
Your Investment
two payment plan
$1,349.50
This year we are also able to offer extended pay options through AfterPay and Klarna (subject to approval)
PAY IN FULL
$2,699
This year we are also able to offer extended pay options through AfterPay and Klarna (subject to approval)
THREE PAYMENT PLAN
$899.67/mo
This year we are also able to offer extended pay options through AfterPay and Klarna (subject to approval)
* *Please note: Retreat registration does not include lodging. We have secured a special rate of $309 (Island view King), $329 (Island view 2 Queen beds), $374 (Ocean view King) and $394 (Ocean view 2 Queen beds) per night. This rate includes a daily resort fee of $40.
Limited Spots Available
Are you ready to break free from the chains of obligation and reclaim your life?
Secure your spot now. Together let’s write a new chapter – one filled with fulfillment, joy, unapologetic self-love, and the enduring bonds of sisterhood!
Frequently Asked Questions
When are the retreat sessions?
The retreat begins Thursday evening. There are morning sessions on Friday, Saturday, Sunday, and Monday.
When should I travel?
Thursday and Monday are our travel days. If possible, please arrive on Thursday prior to 4 pm and schedule your Monday departure after 2 pm.
What airport should I use?
The closest airport is the Savannah Hilton Head Airport.
How far is the hotel from the airport?
The Savannah Hilton Head airport is located approximately 39 miles from the Weston Hilton Head Island Resort and Spa.
What is the Cancellation Policy?
We hope you can join us but we understand plans change sometimes. If you wish to cancel your registration and request a refund, please email us immediately at [email protected].
Our cancellation policy is as follows:
1. 100% refund minus a $250 administrative fee until 60 days prior to the event
2. 50% refund minus a $250 administrative fee from 45 to 60 days prior to the event
3. No refunds 45 days or less prior to the event; however, you may transfer your registration to another Boss Lady
Boss Lady Dream Builders reserves the right to cancel or postpone any event due to unforeseen circumstances and other events that render it illegal, impractical, or likely that attendees will be unable or unwilling to attend the event. For example, recognized health threats as determined by the World Health Organization, the Centers for Disease Control, or local government authority or health agencies (including but not limited to the health threats of COVID-19, H1N1, or similar infectious diseases), resulting in curtailment of transportation access, or other similar occurrence would provide a basis for cancellation.
In the unlikely event of a cancellation or postponement, Boss Lady Dream Builders will offer a credit for a future event or refund the registration fee minus the non refundable $250 processing fee, but Boss Lady Dream Builders is responsible for no other damages of any kind. We strongly encourage you to purchase travel insurance to fully protect your investment.
DISCOVER INNER PEACE
Dig deep and discover who you really are. Retreat slots are very limited. Save your spot today!
© Copyright 2026. A Weekend For Me. All rights reserved.