Why Every Coach Should Be Hosting Small Retreats

Add More Value, Deepen Client Results, and Build a More Profitable Practice.

If you’re a coach, you’ve likely asked yourself at some point:

  • How do I create deeper results for my clients?
  • How do I stand out in a crowded market?
  • How do I grow my income without burning out or adding more calls to my calendar?

There’s one answer that solves all of those questions: hosting a retreat.

But not just any retreat — a small, intentional retreat designed to align with your unique coaching style, offer real transformation for your clients, and bring in significant revenue without the overwhelm.

The truth is, most coaches never host retreats because they think they’re too complicated, expensive, or only for “big names.” That couldn’t be further from the truth.

If you’ve ever considered hosting a retreat — or you’re just now realizing how game-changing they could be — this is your sign.

group of women hosting small retreats in Jamaica

Why Coaches Like You Should Add Hosting Small Retreats to Your Practice

You don’t need a giant list, a big brand, or 100 people in a ballroom.


What you do need is a clear vision and the courage to do something different. Here’s why small retreats are a smart next step for your business:

1. They Fast-Track Client Transformation

No matter how powerful your coaching is, there are limitations to what can happen on a Zoom screen. 

In-person retreats allow clients to fully unplug, step out of their routine, and drop into deep work quickly. You’re giving them the gift of space — and space is where breakthroughs happen.

2. They Build Loyalty and Trust Like Nothing Else

When clients spend several days with you in an inspiring, safe space, they form a connection that can’t be replicated online. 

Many retreat clients become long-term clients, repeat attendees, and your biggest advocates.

3. They Reinforce Your Brand and Leadership

Hosting a retreat positions you as a leader, not just a coach. It shows your audience that you offer more than content — you offer an experience. 

It’s a tangible way to demonstrate the depth of your work and your commitment to transformation.

4. They Meet the Real Needs of Your Clients

People are tired of more information. They’re hungry for immersion. They’re craving clarity, connection, and space to reset. 

A well-designed retreat meets your clients at the intersection of need and desire — and that’s where real change begins.

5. They Reignite Your Own Purpose

Let’s be honest: coaching can feel lonely and repetitive. Hosting a retreat brings fresh energy and joy into your business. 

You get to connect deeply with your clients, deliver your work in a more expansive way, and leave feeling just as transformed as they are.

Women on retreat in Jamaica at Mais Oui Villa a retreat venue

What Makes a Retreat Work (and Why Some Don’t)

Here’s what sets successful retreats apart:

  • Alignment with your message
    The theme, content, and flow should reflect your unique coaching style. If it feels off-brand, it won’t land.
  • Balance between structure and space
    Your retreat should have rhythm: time to learn, time to reflect, time to rest.
  • Emotional safety
    Your ability to hold space matters as much as your curriculum.
  • Simplicity over spectacle
    You don’t need flashy gimmicks. You need intention, connection, and a well-chosen environment.

When done right, a retreat is not just another offer. It becomes a defining feature of your brand.

And Let’s Talk About Profit:

Retreats aren’t just about pouring into your clients — they can also be revenue-generating. Here’s how:

Ladies on retreat in Jamaica having dinner on roof deck at Mais Oui Villa

5 Ways Hosting Small Retreats Can Grow Your Coaching Income

1. Premium Pricing for a Premium Experience

You’re not just offering time — you’re offering transformation. 

With lodging, food, and personalized support built in, retreats command higher price points and deliver incredible value.

2. Upsells, Add-ons, and VIP Options

From 1:1 sessions to upgraded accommodations, there’s ample room to layer in extra offerings that serve your clients while increasing your bottom line.

3. Evergreen Content and Testimonials

Your retreat isn’t just a one-time event. It creates stories, videos, photos, and testimonials that you can use to market future programs, retreats, or offers.

4. Long-Term Client Retention

When someone has a life-changing experience with you, they’re far more likely to invest in your next offer. 

Many retreat attendees become high-ticket clients or year long coaching students.

5. Efficient, Intentional Revenue

You don’t need to launch constantly to hit your revenue goals. 

A single 3- or 4-day retreat can bring in as much — or more — than a course launch, and with fewer moving parts once you have a system in place.

What If You Don’t Have a Big Audience?

Here’s the truth: you don’t need one.

In fact, small retreats (4–12 people) often convert better than larger offers. 

Why? 

Because they’re intimate. High-touch. Invite-only. That exclusivity increases perceived value and builds trust.

A warm audience of former or current clients is often all you need to fill your first retreat. And your first retreat becomes the launchpad for your next.

Ladies at a small luxury retreat in Jamaica at Mais Oui Villa

So, What’s Holding You Back from Hosting Small Retreats?

  • You’re worried no one will come
  • You don’t know where to start
  • You think you need a bigger audience
  • You’re overwhelmed by the planning
  • You’re unsure how to make it profitable

These are all normal concerns — and all 100% solvable with the right guidance, support, and space to bring your vision to life.

And That’s Where We Come In.

Mais Oui Villa that allow small weddings in Jamaica.
pool at Mais Oui Villa in Discovery Bay Jamaica

At Mais Oui Villa in Jamaica, we specialize in hosting coaches like you who want to create meaningful, profitable small retreats — without the stress.

When you host your retreat with us, you get:

  • Exclusive access to our 8-bedroom luxury villa — no strangers, no distractions, just you and your group
  • A full staff including a chef, butler, and concierge to manage all the details
  • Thoughtfully designed spaces for teaching, relaxing, and connecting — from ocean-view terraces to an on-site spa
  • A partner who understands retreats, not just vacations — we help you plan and deliver a transformational experience start to finish

You don’t have to do this alone. You just have to say yes to the next step.

Ready to Explore Hosting Your Own Small Retreat?

You don’t need a big audience, a fancy team, or endless planning to host a powerful retreat. 

You just need clarity, intention, and the courage to begin.

That’s why I created a free workbook to help you get started:

FREE Download: “Thinking About Hosting a Small Retreat? Start Here – How to Plan a Purposeful, Profitable Retreat That Serves Your Clients and Grows Your Business”

This step-by-step guide to help you move from idea to implementation with clarity and confidence.

Inside, you’ll get guidance on:

  • How to clarify your why and build the mindset to lead
  • Who your retreat is really for—and what you’ll help them shift
  • How to price it for profit and purpose (without guessing)
  • What legal considerations to be aware of—without overthinking it

This workbook is a thoughtful, reflective tool to help you take the first real step toward hosting your small retreat with confidence.

Whether you’re just starting or ready to scale your retreat game, let this guide be your roadmap — and let Mais Oui Villa be your next retreat destination.

You have the message. 

You have the heart. 

Now give your clients the experience they’ll never forget — and create the business you’ve always wanted.

‘Til next time.

Think and dream Jamaica!

Sherry, Darrell, and Darrian

Considering a visit to Jamaica with a group? Contact us today for more information about, Mais Oui Villa, our boutique 8-BR ocean view Jamaica villa rental experience in beautiful Discovery Bay, Jamaica. Perfect for multi-generational families and groups, retreats, and intimate destination weddings and vow renewals.

Visit our website: https://MakeItJamaica.com

Give us a call: 833.624.7684 (toll-free) or 914.709.0457

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About the Author Sherry

Sherry & Darrell, owners of Mais Oui Tennis & Spa Villa in Discovery Bay, Jamaica, consider themselves unofficial ambassadors for Jamaica. They look forward to using their insider knowledge to help guests create priceless vacation memories. Feel free to say hi!