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The Circle

Tourpreneur Retreat

A five-day strategy retreat for established multi-day operators.

You already have the ideas. Now you need the plan.

Apply now!

You know the business can grow. You just aren't sure exactly what to do next.

There are lots of ways to grow and you know it: more direct sales, new source markets, better yield, agent channels, repeat guests. The hard part is turning those ideas into a proper strategy that you can actually implement. Between running departures or answering email, and with no time to step back, the business stays the same size it was last year.

The Basics

Who?

For established multi-day tour operators.

$500K to $2M or more. Two tracks, outbound and inbound, split because they sell differently.
When? Where?

Porto, Portugal — October 21-25, 2026  

Five days out of the business, working from your own numbers.
RESULTS!

A written growth plan in four parts.

Partner channels, digital visibility, pricing, and your operating backbone, stress-tested by your cohort.

Strategy without tactics is the slowest route to victory.
Tactics without strategy is the noise before defeat.

— Sun Tzu

The Problem

There is no shortage of ideas. Direct sales, new markets, better yield, agent channels, repeat guests. Name five more before breakfast. None of them become a strategy until you sit down and build it.

What You'll Build

A growth plan in four parts: Partner channels, digital visibility, pricing, and your operating backbone. Get ongoing feedback from other operators and catch what is hard to see on your own."

WHY PORTO?

Work hard, play hard. Full working days on your numbers, then evenings out in the city. Dinners and nights in Porto with the same operators who spent the day pulling your plan apart.

Your Retreat Leaders

Peter SYme

Partner, Tourpreneur
Peter Syme built and exited a string of adventure travel businesses across Scotland, Spain, and Morocco, including Splash White Water Rafting, one of Scotland's leading rafting operations. His companies introduced more than 200,000 customers to adventure travel.

He has run Huddles in Charleston, Scotland, Madrid, and Porto, and operators describe his sessions the same way every time: hard-nosed, honest, and built entirely around making the business more profitable. He is also a sought-after speaker on digital leadership and AI in tourism, has travelled to over 130 countries, and has twice crossed more than 1,000 miles of the Gobi Desert on foot.

guest coaches

To Be Announced
Each track (inbound/outbound) is its own cohort of eight to twelve operators, with its own guest coach drawn from scaled multi-day tour companies.

We've got a few names in mind already, operators who've built real businesses well past where most attendees sit now. Each track gets one coach, chosen once we know who's in your cohort and what they need most.

The Schedule

No trust falls, no vision boards. Just the work that gets you a plan.

Pre-Arrival: Virtual Session

Each track meets Peter online before Porto, up to two hours. You introduce the business, name the growth question, say what you want to leave with.

October 21 — Arrival

Check in through the day. Late afternoon, the cohort heads into the city together. Evening: welcome dinner, a round of toasts, each operator naming what they came to work on.

October 22, 23, 24 — THE WORK

Four working sessions a day, built around a long midday lunch. You build your four strategies with your cohort, Peter pressure testing your numbers as you go. Evening out together each night.

OCTOBER 25 — TAKE OFF

Pair up and stress test each other's four strategies, line by line. Then the sweep: each operator commits to the growth plan they built, and names the first move they're making in the next 30 days.

30 DAYS AFTER - DID YOU MOVE

Report on the first move from your plan. Peter and your cohort hold you to it.

60 DAYS AFTER - WHAT'S WORKING

Check the plan against what's actually happening. Fix what isn't.

90 DAYS AFTER - WHERE YOU STAND

Final check-in on the growth plan you built in Porto.

The curriculum

Partner Channels & B2B

Buying every booking gets old fast, and it gets expensive. You build the trade relationships, agents, referral partners, whoever sells alongside you, and figure out how to make your trip the one they push first. Then you price the commissions so the channel actually pays you back.

Digital Visibility

How travelers find a trip has changed, and it's not slowing down. You figure out where they're actually looking now, search, AI answers, social, and make sure you're the one they find and trust. Then you fix whatever's costing you bookings.

Pricing and Product

You don't need to charge more to make more. Redesign trips around the high-value stuff you actually run yourself, stop outsourcing the parts that bleed margin, and price what's left properly.

Operational backbone

If the business only runs because you're in the middle of every booking, that's not a system. That's a bottleneck with your name on it. You get your bookings, guests, and numbers organized into one structured place, so automation has something to actually run on.

testimonials

  • Cherrye Moore
    My Bella Vita Travel

    “Transformative is a really good word for it. I came in with some main issues I wanted to hit on, and those got covered relatively quickly, so I came up with new questions to ask. I have a notebook full of ideas that I’m going to prioritize and implement so I can brag to everyone that they’re all done in my accountability group.”

  • Manish Sinha
    Unhotel Companny

    “At a point where I had to flip my business model from domestic to outbound (multi day), the huddle was invaluable. Over three days, Peter, Chris, and Mitch pushed all of us with tough questions and strategic thinking. Peter Syme, before the huddle, I didn’t even have a proper business plan and the focus on revenues was feeble. Peter you drilled that into me. Of course, it’s taken hard work and many pivots, but the huddle forced me to step outside and work on the business and that makes it a must.”

  • Mike Dunthorne
    In Your Element

    “I can vouch personally for the power of The Huddle. Benefits were numerous. Lots of quick wins around revamping website, pricing strategies, and marketing knowledge etc but the game changer for me was a shift in strategy and a bit of a downsizing / refocusing project which we have just finished two years post huddle. We are going to have our most profitable year in 20 years of trading this year, in ‘interesting’ trading conditions.”

  • Valur Heiðar Sævarsson
    Your Friend In Reykjavik

    “An amazing journey 🙏, thank you for the support and for being able to be a part of a community of Tourpreneurs on a similar path. This huddle gave me the necessary clarity to take the right next steps for Your Friend in Reykjavik.”

  • Mallory Nettleton
    France Of A Lifetime Tours
    “It was the best thing that I could have possibly done for my business. It was overwhelming because I have so much to do, but just having the guidance and the knowledge of those who have come before us is going to change the game for us.”
  • Lindsay
    Your Friend In Reykjavik
    “Peter wasn’t misleading when he says ‘intense’ three days of working on your business is tough. But it’s infinitely easier in a room full of people doing the same thing! If you can get into one of these huddles I 100% recommend it,
  • P.S. Yeo
    Everyday Tour Company

    “It’s the best thing I done in 2026 so far (and I honestly don’t think anything will top it). Most of all, I truly appreciate the collaborative mindset everyone had, which has far reaching impact beyond the time at the Huddle.”

Transformation, Guaranteed.
Or Your money back.

Listen, we know you're investing time and money. If this retreat doesn't shift how you think about the business, and leave you with a plan you can actually implement, we'll gladly give your money back.

Apply now!

Yes, we read every application ourselves.
Applications close July 31st.

  • NON-MEMBER

    If you're not a PRO member, the cost of this retreat includes one complimentary year of membership as well.

    $1799USD

    • Includes 1 year PRO Membership
    • Everything included in PRO cost

Frequently Asked

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Established multi-day operators doing roughly $500K to $2M or more a year, with products that already sell.

Outbound is for operators taking travelers abroad. Inbound is for DMCs and local operators hosting travelers in their own destination.

We read every application ourselves. You’ll get an invitation or a spot on the waitlist once your cohort review is done, in early August. 

We look at the shape of your business, your market, and who else has applied, and build each cohort for fit. A strong application can still get waitlisted if the mix is wrong for that group.

After acceptance, we’ll ask for a $500 non-refundable deposit to secure your spot. After that, we’ll agree upon a payment plan that suits your finances. Full payment is due 30 days prior.

No. The program fee covers the five days of sessions, the pre-arrival call, and your three follow-up calls. Lodging, most meals, and travel to Porto are on you.

Book something near São Bento train station. It’s central, walkable to where we’ll be working, and a good base for the week.

Of course. Email aubrie@tourpreneur.com and she’ll be happy to hop on a call or email and chat through this opportunity.