Retreat to Reconnect
with your confidence, connection & creativity
Let Me in!
Retreat to Reconnect
Space is VERY limited,
only 10 chosen women.
Join Jess in her return back to Barbados, the place where it all began!
Let’s dive deep in the study of you and becoming your most confident self. This retreat is designed to give you a safe space to explore and experience the transformational power of knowing yourself.
Barbados is a beautiful island on the eastern tip of the Caribbean. Its most famous asset is, of course, its white-sand beaches and azure sea, both of which combine to produce some of the most beautiful sunsets in the world.
This location was chosen because it changed my life. It shook things in me that I had never experienced before. Although it was a hard season for me, the sea, sand and people have healing properties that I know can be life changing for you too.
This retreat is designed to help you relax, connect and enjoy a deep, quality experience with women looking to feel aligned with their life. With confidence rituals, workshops, community dinners, tours and so much more, this will be a transformational experience to those who commit to opening up and experiencing it.
to Barbados!
May 3 - 9, 2026
Are you ready for an epic transformation?
Space is VERY limited, only 10 chosen women.
We're going back
We're going back
to Barbados!
May 3 - 9, 2026
SIGN ME UP
- All meals for 6 days, with the exception of lunches on tour days
- Luxury private villa with private chef + housekeeper for a week in Barbados
- Barbados Catamaran Turtle Snorkel Tour
- Harbour Lights Beach Extravaganza and Dinner Show
- Private Barbados Island Tour highlighting the amazing sights the island has to offer
- Daily confidence morning rituals with Jess
- Deep Dive Confidence boosting workshops with Jess & special guests
- Intimate Group Setting: only 9-10 women in the Villa to allow for deep connections and safe space to truly be yourself.
What's not included:
- Airfare
- Airport Transfers
- Tour Day Lunches
- Alcohol
- Additional Activities
- Luxury private villa with private chef + housekeeper for a week in Barbados
- Barbados Catamaran Turtle Snorkel Tour
- Harbour Lights Beach Extravaganza and Dinner Show
- Private Barbados Island Tour highlighting the amazing sights the island has to offer
- Daily confidence morning rituals with Jess
- Deep Dive Confidence boosting workshops with Jess & special guests
- Intimate Group Setting: only 9-10 women in the Villa to allow for deep connections and safe space to truly be yourself.
What's not included:
- Airfare
- Airport Transfers
- Tour Day Lunches
- Alcohol
- Additional Activities
Self(ish) Retreat Self(ish) Retreat Self(ish) Retreat Self(ish) Retreat Self(ish) Retreat Self(ish) Retreat
Twin Bed - Shared Room and Bath:
$3999 CAD + tax & fees
Shared King Bed and Bath:
$3999 CAD + tax & fees
($3999 CAD = 2,898.34 USD)
Queen Bed - Private Room and Bath:
$5999 CAD + tax & fees
($5999 CAD = $4,347.87 USD)
To claim your spot, you will need to pay a $500 non-refundable deposit upon booking.
12 month payment plan is available for you to make payments throughout the year and is to be paid in full by April 3, 2026.
Pricing:
What's Included?
surround yourself
with confidence
Have questions? Send me an email at jess@jessclerke.com
* Refunds will not be available but ticket transfers are welcome.
Be the first to claim your space by getting on the :
Get on the WAITLIST
WAITLIST
Spaces Open:
Monday, May 12th at 12 PM AST
for Sisterhood Members
Tuesday, May 13th at 12 PM AST
for Everyone
Where will the confidence retreat take place?
The retreat will be held in Sugar Hill Estate, Barbados.
When is the retreat scheduled?
The retreat is scheduled to take place from May 3 -9, 2026.
What is the purpose of the confidence retreat?
The Self(ish) Confidence Barbados retreat aims to empower and connect incredible women by focussing on self-discovery, personal growth, confidence, and deep connections in a supportive environment.
Who is this retreat for?
The retreat is designed specifically for women from all walks of life who want to enhance their confidence, self-esteem, and overall well-being. It is open to women of all ages and backgrounds.
What can I expect during the retreat?
Participants will engage in various activities such as workshops, group discussions, mindfulness exercises along with amazing tours, traditional bajan dishes and so much more. There will also be opportunities to explore the beautiful surroundings of Barbados on your own during your free time.
Is transportation to Barbados included?
No, transportation to Barbados (airfare + airport transfers) is not included in the retreat package. Participants are responsible for arranging their own travel to the island.
What is the cancellation policy?
With limited spaces, refunds will not be issued for your trip. Please ensure you have travel insurance to cover unforeseen losses incurred while traveling. You will however be able to be able to transfer your trip to another guest on the waitlist if needed.
Can I come alone or do I need to come with a group?
Both options are available. You can attend the retreat alone and have the opportunity to connect with incredible women, or you can choose to come with a small group of friends.
Is there any free time during the retreat?
Yes, there will be scheduled free time to relax, explore the local area, or engage in activities of your choice. The retreat schedule will provide a good balance between structured activities and personal downtime.
Can dietary restrictions be accommodated?
Please inform us of any dietary restrictions or allergies during the registration process, and we will do our best to accommodate your needs.
Is there a limit to the number of participants?
Yes, to ensure a high-quality experience, only 9-10 women will be chosen for this retreat. We encourage early registration to secure your spot.
If you have any further questions or need additional information, please don't hesitate to connect with me at jess@jessclerke.com.
The retreat will be held in Sugar Hill Estate, Barbados.
When is the retreat scheduled?
The retreat is scheduled to take place from May 3 -9, 2026.
What is the purpose of the confidence retreat?
The Self(ish) Confidence Barbados retreat aims to empower and connect incredible women by focussing on self-discovery, personal growth, confidence, and deep connections in a supportive environment.
Who is this retreat for?
The retreat is designed specifically for women from all walks of life who want to enhance their confidence, self-esteem, and overall well-being. It is open to women of all ages and backgrounds.
What can I expect during the retreat?
Participants will engage in various activities such as workshops, group discussions, mindfulness exercises along with amazing tours, traditional bajan dishes and so much more. There will also be opportunities to explore the beautiful surroundings of Barbados on your own during your free time.
Is transportation to Barbados included?
No, transportation to Barbados (airfare + airport transfers) is not included in the retreat package. Participants are responsible for arranging their own travel to the island.
What is the cancellation policy?
With limited spaces, refunds will not be issued for your trip. Please ensure you have travel insurance to cover unforeseen losses incurred while traveling. You will however be able to be able to transfer your trip to another guest on the waitlist if needed.
Can I come alone or do I need to come with a group?
Both options are available. You can attend the retreat alone and have the opportunity to connect with incredible women, or you can choose to come with a small group of friends.
Is there any free time during the retreat?
Yes, there will be scheduled free time to relax, explore the local area, or engage in activities of your choice. The retreat schedule will provide a good balance between structured activities and personal downtime.
Can dietary restrictions be accommodated?
Please inform us of any dietary restrictions or allergies during the registration process, and we will do our best to accommodate your needs.
Is there a limit to the number of participants?
Yes, to ensure a high-quality experience, only 9-10 women will be chosen for this retreat. We encourage early registration to secure your spot.
If you have any further questions or need additional information, please don't hesitate to connect with me at jess@jessclerke.com.
Self(ish) Retreat Self(ish) Retreat Self(ish) Retreat Self(ish) Retreat Self(ish) Retreat Self(ish) Retreat
Have Questions?
