Journey to Self: Jamaica was created to offer women intentional time away from the noise of everyday life, a chance to reconnect with themselves through movement, reflection, meaningful conversation, adventure, and rest.

Over four days in Montego Bay, we’ll gather in community while creating room for personal clarity and renewal.

This experience includes:

• Villa stay with spacious shared living, dining and kitchen area, and lovely patios. Each participant will receive a private room, with private bathroom.

• Yoga led by Victoria Milam, Founder of Women Up Foundation

• Pilates led by Kelsey Birmingham, Founder of OTK Pilates

• Guided reflection sessions

• Group connection experiences

• Authentic Jamaican meals

• Time for rest & exploration

• Optional excursions and cultural experiences

• Space to reset mentally, emotionally, and physically

Whether you’re navigating transition, burnout, growth, or simply craving reconnection with yourself, this space was created with intention.

You’ll be guided on the retreat by Victoria Milam, founder of Women Up: a yoga instructor, healthcare professional, wellness advocate, and mother navigating growth in real time alongside you.

Throughout your time in Jamaica, you’ll be guided through movement, reflection, intentional conversation, rest, and experiences designed to help you slow down enough to hear yourself clearly again.

You won’t be pressured to become someone new here.
You’ll simply be given the space to reconnect with who you already are beneath the noise, expectations, responsibilities, and constant movement of everyday life.

This is not about perfection.
It’s about presence.

You’ll leave with more than memories of a beautiful destination. You’ll leave with a deeper connection to yourself, greater clarity around your path forward, and the reminder that pouring into yourself is not selfish, it’s necessary.

All inclusive rate: $1250 with deposit due at time of booking.

Contact:

victoria@womenup.ngo or text/call 828-447-7343 with inquiries related to overall retreat.

If you have any questions regarding the Pilates portion of the trip, please email:

ooohhthatskelseypilates@gmail.com

How your booking uplifts women:

A portion of retreat proceeds will support the Women’s Centre of Jamaica Foundation and its work empowering adolescent mothers, and their children across Jamaica. Current efforts include helping restore the Montego Bay Women's Centre roof following damage from Hurricane Melissa.

Day 1 Arrival & Intention Setting

12:00 PM – 5:00 PM

Guest arrivals and airport transfers

Check-in + relax by the pool

5:30 PM

Welcome circle: meet the group and set personal intentions.

6:30 PM

Welcome dinner

8:00 PM

Sunset reflection + journaling

Free time / connection

Day 2 Reconnect with Yourself

7:30 AM

Pilates with Kelsey of OTK Pilates

8:30 AM

Breakfast

10:00 AM

Empowerment workshop

Release Session: Letting Go to Rise

11:30 AM

Lunch

12:30 PM – 5:00 PM

Optional adventure excursion

ATV experience or pool time

5:30 PM

Yoga with Victoria of Women Up

7:00 PM

Dinner

Sisterhood circle + open conversation

Day 3 Adventure & Sisterhood

7:30 AM

Yoga with Victoria of Women Up

8:30 AM

Breakfast

10:00AM – 11:30AM

Workshop: Embodiment Session

12:00 PM

Lunch

1:00 PM – 5:00 PM

Excursion River Rafting or

Doctors Cave Beach Club or Pool

5:30 PM - 6:15 PM Pilates with Kelsey OTK Pilates

Break to get ready for Closing Dinner.

7:00 PM Champagne Reception & Empowerment Session: Stepping into your Next Chapter.

Closing Dinner

Celebration and Connection

Day 4 Integration & Departure

7:30 AM

Closing yoga + Integration Session: Your Path Forward

8:15 AM

Breakfast

9:15 AM Break for packing

9:45 AM

Final reflection circle

11:00 AM

Check out + airport transfers

Times are tentative and may be adjusted slightly to accommodate factors such as weather, participant arrivals, etc.