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Overview

Self(ish) Confidence Barbados Retreat
Bridgetown, Barbados
Apr 28 - May 4, 2024
Jess Clerke image
Jess Clerke
C$3,449
Deposit: C$350

About your trip

Let's go back to Barbados 🇧🇧


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.


The Confidence Retreat villa was chosen to make your relaxation easy. La Paloma sits right on the beach taking advantage of exceptional ocean views. This two-storey holiday rental offers a rejuvenating stay in relaxed luxury and is designed with authentic touches of traditional Barbadian homes. 


There is a covered patio with loungers and a table for a light lunch. The splash pool can be your favourite spot or there is direct beach access to the calm waters of the Caribbean Sea with water sports and snorkeling if preferred. The villa is close to supermarkets, nightlife and shopping. It’s truly an authentic home away from home.


Detailed itinerary to come with ample space to explore as a group and on our own. There will be several afternoons with free time for you to explore the island or relax at the villa. The choice is yours! 


Space is VERY limited, only 8 chosen women.

What's included

Six nights

in a Luxury Private Villa with chef + housekeeper.

Six breakfasts

Four Lunches

Lunch on tour days may not be included.

Six dinners

Daily Morning Rituals

Confidence boosting morning ritual.

Catamaran Tour

Barbados Catamaran tour with Turtle Snorkel Adventure.

Harbour Lights Show

Beach Extravaganza and Dinner Show

Barbados Island Tour

Private Barbados Island Tour including Animal Flower Cave, Bathsheba, Huntes Garden, Cherry Tree Hill + more.

Confidence Workshops

Deep Dive Confidence boosting workshops throughout the retreat.

Small Community Retreat

Only 8-10 women in the Villa to allow for deep connections and safe space to truly be yourself.

Taxes and fees

What's not included

Airfare

Airport Transfers

Interim lodgings

If you need an additional night in Barbados, it will not be included.

Alcohol

Tour Day Lunches

Snacks

You will have an opportunity to do some grocery shopping if you want some special snacks.

Additional Activities

Free time option to choose additional activities (beach resorts, massage, paddle boarding, surfing).

Tour gratuities

Location

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1. Bridgetown, Barbados

Bridgetown, Barbados

About your organizer

JC
Jess Clerke
Confidence Coach & Podcaster who is passionate about encouraging women to speak their truth and live a truly aligned life. Through my self-discovery journey with the Year of Confidence, I was able to find my confident self & learned how to show up in the world authentically. IG: @jess.clerke

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© 2026 Jess Clerke