TP Huddle | Porto | Scaling Operators
An experiential small-group business retreat for scaling tour operators. This October Huddle is designed specifically for tour businesses generating $1M+ in annual recurring revenue.
What This Is
A Huddle is not a conference. There are no keynotes, no breakout sessions, and no conference rooms.
It's a small group of established tour operators (10-20 people) spending three days working on the specific challenges that emerge when your business reaches scale.
You'll arrive with real problems. You'll leave with a plan you're committed to executing.
Who This Is For
Tour operators who have reached the $1M+ ARR milestone and are facing the challenges that come with operating at scale.
Maybe it's building systems that can handle growth without breaking. Maybe it's leadership development and creating a management layer. Maybe it's deciding whether to acquire another company or expand to new markets. Maybe it's optimizing profitability while maintaining quality. Maybe it's succession planning or preparing for investment.
You should come if you're ready to make decisions. If you're just exploring ideas casually, this probably isn't the right format.
You should come if you value getting real feedback from other operators who understand the unique challenges of running a tour business at this scale.
You should come if you're willing to help others work through their challenges too. This only works when everyone contributes.
The Work
For this scaling-focused Huddle, expect to work on challenges specific to established tour businesses. Team structure and leadership development. Financial optimization and margin improvement. Technology stack decisions. Multi-location operations. Strategic partnerships and M&A considerations. Building sustainable systems. Preparing for exit or transition. Managing investor relationships. Balancing growth with quality.
The Practical Details
Dates: October 22-25, 2026
Location: Porto, Portugal
Group Size: 10-20 operators
What's Included:
Lodging for the retreat dates
Some meals
The full three-day working program
Access to the group after the event for accountability and follow-up
What's Not Included:
Your travel to and from Porto
Drinks
Meals not specified in the itinerary
Investment:
$1,099 USD for Tourpreneur Pro Members
$1,499 USD for non-Pro Members
Your Coaching Team
This Huddle will be led by Peter Syme and additional facilitators to be announced.
Peter Syme is a former day and multi-day tour operator with 40+ years as a strategy consultant for major travel companies. He knows how to facilitate the Diverge/Converge/Commit process. He knows when to let the group run and when to step in. He's worked with operators at every stage of growth and understands the specific challenges that emerge when businesses reach scale.
Additional facilitators will be announced who bring expertise in operations, finance, and scaling tour businesses.
One More Thing
You might be reading this and thinking "I've already built a successful business. Shouldn't I have these problems solved by now?"
Here's the reality: the challenges at scale are different. Most of your peers are still working on getting to where you are. The advice that worked at $250K doesn't work at $1M. The systems that got you here won't get you to $5M.
The operators who get the most from Huddles are the ones who recognize that success creates new problems, and those problems deserve the same focused attention you gave to building your business in the first place.
You didn't get here by waiting for perfect answers. You got here by making decisions with the best information you had. This is more of that.