Journey to Self, Jamaica

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Overview

Journey to Self, Jamaica
Montego Bay, Jamaica
Nov 6 - 9, 2026
Woman Up image
Woman Up
$1,250
Deposit: $250

About this trip

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:

  • Daily yoga & movement

  • Guided reflection sessions

  • Group connection experiences

  • Wellness-focused 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 by Victoria Milam, founder of Woman Up: a yoga instructor, healthcare professional, wellness advocate, and mother navigating growth in real time alongside you.


This experience was created for the moments when you’ve spent so much time showing up for everyone else that you’ve lost connection with yourself somewhere along the way.


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.


Book now through July for early bird rate: $1250 with deposit due at time of booking. Email: Yogawithvic@outlook.com or text/call 828-447-7343 with inquiries.

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

What's included

All Meals

Airport Transfer

Yoga Twice Daily

Workshops

Itinerary

Itinerary image

Journey to Self, Jamaica

Day 1 — Arrival & Intention Setting

12:00 PM – 4:00 PM Guest arrivals and airport transfers

3:00 PM – 5:00 PM Check-in + relax by the pool

5:30 PM Welcome circle

meet the group

set personal intentions

6:30 PM Welcome dinner

8:00 PM Sunset reflection + journaling

Evening

Free time / connection

Day 2 — Reconnect With Yourself

7:30 AM

Sunrise yoga

8:30 AM

Breakfast

10:00 AM

Empowerment workshop

Theme: reclaiming confidence

12:00 PM

Lunch

1:30 PM – 4:30 PM

Optional adventure excursion

ATV experience or beach time

5:30 PM

Gentle stretch + breathwork

7:00 PM

Dinner

8:30 PM

Sisterhood circle + open conversation

Day 3 — Adventure & Sisterhood

7:30 AM

Morning yoga + meditation

8:30 AM

Breakfast

10:00 AM – 1:00 PM

Group excursion

Example options:

ATV adventure

bamboo rafting

waterfall exploration

1:30 PM

Lunch

3:00 PM – 5:00 PM

Free time

pool

beach

journaling

5:30 PM

Empowerment workshop

Theme: stepping into your next chapter

7:00 PM

Closing dinner

8:30 PM

Celebration + connection night

Day 4 — Integration & Departure

7:30 AM

Closing yoga + gratitude meditation

8:30 AM

Breakfast

9:30 AM

Final reflection circle

11:00 AM

Check out + airport transfers

Location

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1. Montego Bay, Jamaica

Montego Bay, Jamaica

About your organizer

Woman Up Retreats are transformational travel experiences designed for women who are ready to reset, reconnect, and rise into their highest selves. Founded by wellness advocate and yogi Victoria Milam, Woman Up blends yoga, cultural immersion, adventure, and sisterhood in beautiful destinations around the world.


We believe women deserve space to breathe, reflect, and rediscover their power while also exploring the world in a bold, unapologetic, and yes… a little badass way. From sunrise yoga and deep conversations to cultural adventures and unforgettable excursions, each retreat is intentionally curated to help women reconnect with who they truly are and stay rooted in that truth long after the journey ends.


Woman Up is about finding yourself, standing firmly in your power, and experiencing the world alongside a community of women doing the same.


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