Retreats vs. Workshops vs. Masterminds: Which Actually Makes More Money

Retreat Planning Tips

Shannon Jamail

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Shannon Jamail

She is a best-selling author, podcast host, retreat leader, therapist turned mentor, Yoga Teacher trainer, and tequila connoisseur (not really, but she does enjoy sipping on a good pour).

Let’s settle this once and for all, because I get asked this question constantly. You’re an entrepreneur who wants to host retreats profitably, but you’re not totally sure retreats are even the right move. Maybe a workshop feels safer. Maybe a mastermind sounds more “scalable.” So which one actually makes you the most money?

Short answer: it depends on what you’re optimizing for. Long answer: keep reading, because the format you pick determines your margins, your workload, and how fast you can turn this into recurring revenue instead of a one-off event you host once and never again.

The Real Difference Between the Three

These three get lumped together constantly, and it’s costing people money. Here’s the actual breakdown.

  • Workshops: Shorter, usually a single day or a few hours. Lower price point, lower overhead, easier to fill. Great for building an audience or testing an offer, but the profit margin per person is usually thin.
  • Masterminds: Ongoing, relationship-based, often subscription or multi-month commitment. Higher price point per person, but you’re selling depth and access, not a physical experience. Margins can be excellent because overhead is low.
  • Retreats: Multi-day, in-person, immersive. Highest price point of the three, but also the highest overhead – venue, food, lodging, staff. This is where most retreat leaders stay stuck at break-even, because they price like a workshop and spend like a five-star resort.

None of these formats is automatically more profitable. What determines profit is whether you’re pricing for the format you actually chose.

Which One Actually Makes More Money

On a per-hour-of-your-time basis, a well-run mastermind often wins. You’re not managing a venue or feeding twenty people three meals a day. You’re facilitating conversation and accountability, which costs you almost nothing to deliver once it’s built.

But retreats win on total revenue per event, and they win on something masterminds can’t touch: transformation guests can feel in their body. That’s what people pay a premium for, and it’s what turns a one-time guest into a repeat guest, a referral machine, and eventually a member of your workshop or mastermind too.

The entrepreneur who wants to host retreats profitably isn’t choosing retreats because they’re the easiest path to margin. They’re choosing retreats because a well-priced, well-filled retreat becomes the top of a business ecosystem – and that’s how you turn retreats into recurring revenue instead of a single transaction.

Why Retreats Can Outperform Both – When You Do This One Thing

The one thing is pricing for profit, not for break-even. Too many retreat leaders build a budget, add a small buffer, and call that the price. That’s not a pricing strategy. That’s hoping.

A profitable retreat is priced with your margin built in from day one – not squeezed out after expenses if you’re lucky. Once you price for real profit, a retreat can out-earn a workshop and a mastermind combined, because you’re not just selling a weekend. You’re selling an experience people plan their year around and tell their friends about.

Turning This Into an Ecosystem, Not a One-Off

I do want to be super f’ing clear though; stop treating retreats, workshops, and masterminds as competing options. They’re not competitors. They’re stages.

  • A workshop introduces people to you at a low-risk price point.
  • A retreat deepens the relationship and creates the transformation people talk about.
  • A mastermind keeps your most invested clients close, paying you on a recurring basis long after the retreat ends.

This is exactly how you turn retreats into recurring revenue. One well-run retreat can feed both of the other formats, and suddenly you’re not asking which format makes more money. You’re running all three, and they’re funding each other.

FAQs

Q: Should I start with a workshop before I ever host a retreat?

Not necessarily. A workshop can build your list and test your messaging, but plenty of retreat leaders sell out their first retreat off a warm circle with no workshop at all. Start where your audience already trusts you.

Q: Are masterminds more profitable than retreats?

They can be more profitable per hour of your time because overhead is lower. But retreats typically bring in more total revenue per event and create the kind of transformation that fuels referrals and repeat bookings.

Q: Can I sell travel and lodging as part of my retreat package?

You can host at a venue and include lodging as part of your retreat price, but you cannot bundle or sell travel arrangements like flights without a licensed travel agent certification. Always route travel logistics through a partner who’s properly licensed.

Q: How do I know if my retreat is priced to actually profit, not just break even?

Start with your true costs – venue, food, staff, marketing, your own time – then build your margin in before you set the price. If your price only covers expenses, you haven’t priced a business. You’ve priced a hobby.

Q: Do I need all three – workshops, retreats, and masterminds – to build a real business?

Eventually, yes, most profitable retreat businesses end up running some version of all three. But you don’t need to launch them all at once. Start with the format that fits where your audience already is, then build out from there.

Are you ready to stop guessing?

If you’re ready to stop guessing which format makes sense for your business and start building a retreat that’s actually profitable – not just full – the Retreat Leader Mastermind at my ranch walks you through the exact strategy, pricing, and systems to make it happen.  Join us – held twice a year. 

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