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Tourpreneur Tour Business Podcast

Tourpreneur Tour Business Podcast

Conversations with people who design and deliver travel experiences

Tourpreneur

390 episodesEN

Show overview

Tourpreneur Tour Business Podcast has been publishing since 2018, and across the 8 years since has built a catalogue of 390 episodes, alongside 32 trailers or bonus episodes. That works out to roughly 240 hours of audio in total. Releases follow a weekly cadence.

Episodes typically run thirty-five to sixty minutes — most land between 17 min and 54 min — with run-times ranging widely across the catalogue. None of the episodes are flagged explicit by the publisher. It is catalogued as a EN-language Business show.

The show is actively publishing — the most recent episode landed 2 weeks ago, with 13 episodes already out so far this year. The busiest year was 2020, with 114 episodes published. Published by Tourpreneur.

Episodes
390
Running
2018–2026 · 8y
Median length
41 min
Cadence
Weekly

From the publisher

Tourpreneur is a community of passionate tour business owners eager to improve their skills and increase their profits. Our community is passionate about helping each other. As small tour business owners, we understand it’s a lonely job, a daily grind, and easy to become a busy fool… working harder but not smarter. The Tourpreneur community helps you get advice from your peers as well as experts in the areas you need to grow your business and make it more profitable. Whether you explore our hundreds of free articles, podcasts and other resources, or join our Tourpreneur+ community, we’re here to help!

Latest Episodes

View all 390 episodes

I Know A Guy Tours: A Six-Figure NYC Tour Business Built Around One 'Guy'

May 4, 202656 min

The VAWAA Story: Building a Niche Tour Business on Human-Centered Design

Apr 27, 202656 min

Ep 321How The Chef Tours Built a 70% Referral Rate by Never Running the Same Tour Twice

Karl Wilder started The Chef Tours with 300 euros, no advertising budget, and a radical premise: spend the majority of your ticket price on food and wine, not marketing, and let your guests do the talking. It worked: 70% of his bookings now come from referrals.Karl spends upwards of six months developing each new city, walking streets with his dog Milou, watching how vendors cook, tasting obsessively, choosing unique neighborhoods that other operators avoid. No two tours are the same: every tour shifts based on who's in the group, what's in season, which stand is having a great day. Groups are capped at six. There are no scripts. Chefs — not guides — run every experience, sharing their own lives, kitchens, and relationships with the city.In this episode, Karl and Tourpreneur host Mitch Bach dig into why this model works, how to develop tours through deep neighborhood immersion rather than clipboard research, why he's selling a "development tour" as he explores the next city Buenos Aires, what operators get wrong about food storytelling, and why the messiest, most human, most unrepeatable experiences are the ones people can't stop talking about.Visit The Chef ToursFollow Karl on LinkedIn

Apr 6, 202650 min

Ep 320What Do You Stand For? Why Taking a Position Is Good Business

Most tour operators know they should stand out. Very few are willing to say something specific enough to actually do it.Yulia Denisyuk is a journalist, storyteller, and independent trip operator who has spent years watching the travel industry default to the same itineraries, the same highlights, and the same cheerful marketing, while the travelers who might actually connect with something real keep looking for it elsewhere. She and Mitch don't spend much time on tactics. They spend most of this conversation on the harder question: what does it actually mean to build a travel business around something you believe, and what does that require you to give up?The conversation covers the rise of creator-led trips and why personal trust has effectively replaced brand trust for a growing share of travelers. Yulia makes a practical case for why a narrow, specific position, one that tells potential travelers what you won't do as clearly as what you will, is a more durable business strategy than chasing broader appeal. She also shares a framework for pitching your business to media that has nothing to do with your destination and everything to do with the larger conversation your trips are part of. By the end, the episode lands somewhere most travel business podcasts don't: the question of whether the goal is a five-star review from a self-actualized traveler, or something that actually changes the relationship between the people on your trip and the communities they're visiting.Top TakeawaysYour trips should reflect your personal lens on a destination, not the consensus itinerary. 6:23 – 8:32 Yulia doesn't bring her Jordan groups to Jerash — one of the most recognized ancient Roman sites in the region — because she personally didn't connect with it, and the trip is built around what she can honestly advocate for. This creates a natural filter: you're not trying to reach everyone, you're reaching people who share your specific way of seeing a place. Operators who copy the standard itinerary end up competing on price and social media polish, and that's a fight most small operators lose.Slow, longer trips are a competitive position — not an apology. 5:44 – 6:22 Yulia's Jordan trips run longer than the industry standard for that destination, by design, because real connection with local people takes time. Most group tours to Jordan are built for efficiency; hers is built for depth, which draws a traveler who isn't cross-shopping on price. If your trip length is determined by what the market seems to expect rather than what the experience actually requires, that's worth revisiting.The creator-led trip works because personal trust has replaced brand trust. 8:32 – 9:57 Younger travelers have largely stopped trusting institutional brands and marketing, and they're redirecting that trust toward people whose worldview they already follow. An operator who has built any kind of content presence around a clear point of view can convert that trust directly into bookings, without the credibility-building work that larger brands spend years establishing. The itinerary becomes secondary. People are buying the person and the lens.Cutting standard highlights from your itinerary can be more compelling than adding them. 9:30 – 9:57 Yulia tells prospective travelers that her groups experience Petra differently than 98% of group tours — rejecting the Indiana Jones angle that most operators default to because pop culture and Instagram demand it. Telling someone what you won't do, and why, signals that you've thought harder about the experience than operators who simply include everything on the standard list. That editorial curation communicates expertise faster than any feature list.Distrust in mainstream media is spilling directly into how people choose travel operators. 11:06 – 12:09 The same collapse of credibility that has sidelined legacy publications is operating in the tour space: people want to travel with someone who stands for something, not a company whose primary message is "great experiences await." Yulia draws a direct line between the rise of independent journalists and the rise of creator-led trips, framing both as responses to the same cultural shift. Operators who communicate a consistent worldview — even a narrow or unfashionable one — are building the kind of trust that no ad spend can manufacture."Authenticity" is a dead word. A specific point of view is not. 13:00 – 13:22 Yulia's argument is that the word authenticity has been so thoroughly absorbed by marketing copy that it now means nothing, and that what people actually want is someone willing to say what they believe. For a tour operator, that means your website and social content should state a specific stance on travel — not just that you care about local culture, but what you think is broken about how most people experience it and what you're doing instead. A declared position creates a community. A vague claim of authenticity disappears into the noise.Ignorin

Mar 30, 202644 min

Ep 319Be Weird, Be Personal: Storytelling as a Competitive Advantage in the Age of AI

When AI bots can generate endless facts and flawless narratives, what’s left for human tour guides? This week Mitch Bach sits down with VoiceMap founder Iain Manley to explore the future of storytelling in travel, from his perspective as a journalist and developer of a self-guided audio tour app powered by human creators. We dive into the power of personal perspective and the new risks of playing it safe with stale, objective facts but no humanity. This episode challenges tour operators to rethink what makes an experience truly unforgettable in 2026—and why being more human, more vulnerable, and even more imperfect might be your competitive advantage.In this episode we cover:Why AI is forcing tour guides to rethink their roleThe difference between information and true storytellingHow “personal” stories can reshape how people see a placeWhy generic, fact-based tours are becoming obsoleteThe surprising way AI is already hurting mediocre toursHow to create experiences AI can’t replicateThe power of subjectivity, emotion, and lived experienceWhy taking creative risks is now essential for tour businessesThe hidden danger of optimizing for 5-star reviewsWhat great storytelling looks like in the age of AIAs always, show notes and more resources on tourpreneur.com

Mar 17, 20261h 8m

Ep 318Understanding DMOs: How Tour Operators Can Build Real Destination Partnerships

Mitch Bach talks with Jenn Barbee, co-founder of Destination Innovate, about the real inner workings of DMOs, those three letters that every tour operator has an opinion about but few actually understand. Jenn has spent 30 years inside destination marketing, from a shoestring US Department of Commerce team trying to promote America on a $50,000 budget to her current work closing the gap between DMOs and the small businesses they are supposed to serve. The conversation covers how DMOs get funded, why they sit on valuable visitor data, and what tour operators can actually do to get beyond the dead-end website listing.It goes further than the typical "how to work with your tourism board" advice. Jenn and Mitch get into the identity crisis hitting tour operators and DMOs at the same time: both are losing ground to OTA platforms, both need direct guest relationships, and neither is building enough local partnerships to fight back. They talk short-term rental hosts as untapped referral channels, guerrilla marketing tactics that cost almost nothing, and the hard truth about inbound tourism to the US heading into World Cup and the 250th anniversary.Key TakeawaysYour DMO has expensive visitor data that could sharpen your product, pricing, and ads, but they will not hand it over unless you ask. 06:14 – 07:19 DMOs invest in data about visitor appetite, competing markets, and traveler clusters by neighborhood and interest type. That information rarely trickles down to small tour businesses because DMOs feel pressure to contextualize it or fear judgment on their numbers. Frame your ask around strengthening the destination's tourism product, not just helping your business, and you stand a real chance of getting access to insights you could never afford on your own.The single best first move with your DMO is to find the community manager and introduce yourself with specific visitor language, not a sales pitch. 11:48 – 12:58 Audit your tour product against what the destination website is promoting in terms of itineraries or themes, then reach out where you see a match or a gap. Lead with collaboration. Once you have that baseline, you can inch toward higher-value asks like data sharing or co-promotion, but only after you have earned the relationship through showing up and being useful.Survey your customers about whether they booked the experience before the hotel, then bring that data to the DMO. 56:29 – 56:39 If you can show a DMO that your tour attracted bed nights, you are speaking their only real language: occupancy and bed tax justification. Most tour operators never collect this data, and most DMOs have never seen it from a small business. It positions you as a strategic asset rather than another name on a listings page.DMOs are shifting from marketing organizations to stewardship organizations, and that tension is something you can use. 08:50 – 09:59 Many DMOs now describe themselves as "destination management" or "stewardship" organizations, moving toward what is right for their communities. Their boards and bed tax collectors still want heads-in-beds KPIs. If your tour disperses visitors into underserved neighborhoods, supports local businesses, or tells a more honest destination story, you become the kind of partner that helps a DMO justify its new direction to the people holding the purse strings.Getting listed on the DMO website is a win. Stop underestimating it. 13:10 – 13:45 Many operators treat a listing as table stakes, but some DMOs do not even offer that without a paid membership. If you are listed, follow up by tagging the DMO constantly on social media and feeding them content they can reshare within their brand guidelines. The social media managers have more flexibility than the executive staff and will amplify content that feels fresh or on-brand.If your local DMO is stuck promoting only the marquee attractions, skip them and go to the state level. 17:38 – 18:32 A DMO locked into bread-and-butter promotion is usually in protection mode, worried about occupancy numbers. State tourism offices have embraced experience-driven programming and are more open to working with operators who tell a broader story. For most small tour businesses, the state governor's conference on tourism is where accessible DMO relationships start.Short-term rental hosts are closer to the guest than any DMO, and tour operators should be building direct relationships with them now. 24:31 – 26:00 Short-term rentals nationally overtook hotels in occupancy as of September 2025. Those hosts talk directly to guests about what to do in town. A recommendation from a local Airbnb host is warmer than any OTA listing and costs zero commission. Finding them is manual (social media DMs, local searches), but the payoff is a direct referral channel with no middleman.Stop chasing first-time visitors. Loyal, repeat visitors spend more, stay longer, and sustain the businesses that matter. 32:49 – 33:32 DMOs and operators both fixate on acquiring n

Mar 9, 202658 min

Ep 317Embracing Your Inner Pirate: How to Build a Passion-First Business

How do you scale a company without losing your soul or passion?Mitch Bach talks this week with Paul Whitten, founder of Nashville Adventures, about how a former combat veteran, Peace Corps volunteer, UK Parliamentary Fellow, and Amazon project manager translated the learnings from his winding life path into a fast-growing tour company built at the intersection of passion, profitability, and public history.Paul identified a “Paul-shaped hole” in Nashville’s bachelorette-heavy market by blending deep historical knowledge with an approachable, beer-in-hand delivery style. We discuss why he rejects over-scripted tours in favor of hiring obsessively passionate subject-matter nerds (bourbon, ghosts, coffee, Civil War) and giving them ownership; how early growth came from soft-launching, the power of relentless relationship-building with distilleries, chambers of commerce, concierges, and DMCs (and the power of simply responding to emails!). And why enthusiasm, not hacks or ad tricks, is the true differentiator.The conversation dives into scaling without losing soul, balancing founder-led guiding with team development, leveraging community partnerships and veteran identity, experimenting with new formats like coffee crawls and XR-enhanced tours, and using books and potential city expansion as strategic next steps. We also tackle the harder edge of the job: the tour guide’s role as a public historian in polarized times, handling contentious Civil War and civil rights narratives responsibly, creating space for civil discourse on tour, and embracing risk, naivety, and “pirate” rule-breaking as essential traits for entrepreneurial success in the tours and activities industry.Connect with Paul on LinkedInNashville Adventures Home PageSee Reality XR tours mentionedMore show notes and takeaways on tourpreneur.com

Mar 2, 202659 min

Ep 316Tour Guiding in Contentious Times: Designing Conversations, Not Just Commentary

This is an episode all about the hard stuff. Politics. Disagreement on tour. Tour sites where the truth itself is in debate. Confronting places with complicated, dark histories.Most of the advice out there is: avoid this stuff at all costs. People just want to have fun, they're on vacation. Guides should stick to the script and make sure they don't say something that upsets the guests. I'm not here as a tour guide to shove my opinions down everyone's throats. Can't we all just get along? Can't we just keep the discourse civil?Our guest this week, Mike Fishback, is a middle-school humanities educator and curriculum designer who thinks this instinct is exactly the problem. "Civil discourse" isn't about keeping things polite — it's about strategies for engaging with and managing disagreement and difficulty in learning situations, like a tour. Mike learned through experience that it's unwise to sit back, cross your fingers, and hope you don't upset a guest. That there are powerful ways to lean into difficult topics that make the whole experience more meaningful — intentionally creating dialogue through artful questioning and participatory techniques. And he has the educational frameworks and two decades of lived experience to back every word of it up.Mike also happens to have spent years as a client of mine — I was the tour guide for his group of middle schoolers on trips to New York and DC, and I saw firsthand how he engaged his students with really meaty, difficult topics in a way that didn't shut them down but fired them up.The lessons here aren't for kids. They're for everyone. And if you've ever told yourself that your job is just to deliver the facts and keep things light, this conversation might be the most useful hour you spend all week.More takeaways and show notes on tourpreneur.com

Feb 16, 20261h 7m

Ep 315Invisible No More: Busting Myths About the 50+ Woman Traveler with Carolyn Ray

What if the most powerful segment in travel has been hiding in plain sight for decades?Tourpreneur's Mitch Bach talks with Carolyn Ray, CEO of Journey Woman, about her transformation from corporate executive to full-time traveler and advocate for the 50+ woman traveler—a demographic that represents half the world's population yet remains largely invisible to the travel industry.After a life-changing trip to Kenya at age 50, Carolyn sold everything and reinvented herself, eventually acquiring Journey Woman in 2019 and transforming it from a 1990s-era newsletter into a multifaceted platform that includes research, advocacy, a women's travel directory, and speakers bureau.Through her groundbreaking "Invisible No More" research, Carolyn became the first to quantify this market segment, revealing that operators who only market destinations are "doing half the job" because 50+ women travelers are looking for purposeful, intentional experiences beyond simple safety assurances.She challenges the industry's obsession paid media and influencer marketing, and urges women entrepreneurs to reject outdated rules, trust their intuition, and put themselves unapologetically in the spotlight—embodying her company's core value to "make your own rules."The "Invisible No More" studyArticle mentioned: Is it safe to travel to the US right now?The new Women's Travel Directory

Feb 10, 202655 min

Ep 31415,000 Guests in Three Years: How Carlo Leverages Tech and Creativity to Grow

This is a story of growth through creativity, experimentation, and using technology to stay lean.Carlo Pandian (LinkedIn) is the founder of Slow Travel Italia. Four years ago he started with a single wine tasting in Verona, and today runs 160 experiences across 12 Italian cities, serving 15,000 guests a year with a very small team.In this episode, he talks to TP host Mitch Bach about exactly how he did it: experimenting with neglected time slots (like 6pm) that competitors ignore, launching five tours at once instead of one to multiply his chances of finding a niche, using Airtable and automations to eliminate manual booking assignments and personalize communication at scale, and treating OTAs as a launchpad rather than a long-term home. Carlo shares how he identifies gaps in crowded markets by studying what's missing—not just in Italy but in places like Japan—and why he pulled out of Milan when the math didn't work. He explains his "requirements manifesto" for vetting partners, how he coaches food producers on storytelling for international audiences, and why the biggest trend he's seeing is travelers willing to spend half a day outside the city for a single product done deeply—visiting the olive grove, watching mozzarella pulled from boiling water, understanding one thing fully rather than tasting nine things superficially.As always, more info and takeaways on tourpreneur.com.

Feb 2, 202636 min

Ep 313An Ex-Human Rights Lawyer's Uncomfortable Questions for Adventure Tourism

In this episode Mitch Bach sits down with Marinel de Jesus, a former human rights lawyer turned tour operator.She is filled with questions about the adventure tour industry:Why do porters on the famous, touristy Inca Trail in Peru carry crushing loads for little pay and even less dignity? Why is it so difficult to find women adventure guides in so many parts of the world? What do indigenous communities actually want from tourism—and why doesn't anyone bother to ask them?These are just some of the uncomfortable questions and themes she's carried with her as she's lived and trekked around the world. Originally from the Philippines, she became a human rights lawyer in Washington D.C., spending 15 years prosecuting child protection and mental health cases. Then her mother passed away—and she never went back to the office. But Marinel didn't just start a tour company. She moved into indigenous communities. She lived with Quechua porters in Peru and learned the dark truths behind the picture-perfect Inca Trail. She spent nearly 300 days in Mongolia during Covid, co-creating a nomad camp that started with tea and a blank piece of paper—not a business plan. She walked 100 days across Nepal with Mingmar, a female guide she searched for over a year and a half to find, proving that women belong on the Great Himalaya Trail.This discussion challenges everything we assume about adventure tourism—the colonial narratives baked into our itineraries, the voices we never hear, the scripts we impose on communities who know how to welcome guests far better than we do. She makes the case for showing up with no agenda, listening before designing, and building something that matters more than scale.Marinel's organizations:Equity Global Treks (Brown Gal Trekker)The Porter Voice CollectiveHer vision for Himalayan Women Trail LeadersHer film KM82 on the Quechuan Porters of PeruThe Khusvegi English & Nomadic Culture Camp she helped start in MongoliaMore show notes and resources on tourpreneur.com

Jan 19, 202654 min

Ep 312From Solo Engineer to 26 Guides: The Unorthodox Growth Strategies behind Rainbow Tours

This short episode was recorded live at GetYourGuide's Unlocked conference in September 2025.When you meet Arturo Ardao Rivera, the first thing you feel is his energy. He doesn't come off as an engineer, which was his profession until he discovered a joy for tour guiding and running a tour business. Originally from Madrid, Arturo found his true passion when he created Rainbow Tours Stockholm. It has grown from a solo operation to employing 26 guides.His story is one of rejecting some of his engineering tendencies (choosing feelings over numbers!) and leaning into strategies that appear unorthodox but have worked well for him.You'll discover:His unique "taxi tariff" model for private tours, and his approach to hyper-personalization.Why he doesn't ask for reviewsWhy he's not sold on the "get more bookings" industry mantra Why he visits guides he's thinking of hiring in their comfort zone, not hisHow guide applicants are asked to become undercover tour takersHow he leverages running two separate brands for pricing strategyHow he grow leveraging 10+ OTA partners, and how he's managing his distribution mixConnect with Arturo on LinkedIn, and visit Rainbow Tours Stockholm!

Jan 14, 202633 min

Ep 311Stop entertaining tourists. Start making meaning. (w/ Dr. Anu Taranath)

It's 2026... welcome to a new year of Tourpreneur weekly travel business podcasts!And we're starting the year off in a slightly different vein.This episode is a must-listen to help you set a new and hopefully inspirational, deeper tone for your year ahead as a business owner or guide.Our opening guest is the inimitable Dr. Anu Taranath, a professor, author, and facilitator. She's truly one of a kind. She gave the opening keynote at last year's Tourpreneur conference, and blew everyone away.So Tourpreneur's Mitch Bach was excited to sit down with Anu to challenge Tourpreneurs to think new thoughts about what they're doing as business owners. Yes, our job is to bring joy and entertainment and storytelling to our guests. Yes, our job as business owners is to show up for the daily grind of practical, nuts and bolts business. That's the spine of many of our lives out there.This episode will ask you to go deeper.If you rest on only the level of entertainment, and 'customer service' and professionalism, you're missing an opportunity for greater meaning, both in your business and your guests' lives.Anu asks you to think of your role as creating not only staged performances, but also spaces and containers to "rehumanize humans" and "normalize the normal"—that is, the kinds of human questions about culture and difference that are normal reactions to a travel experience that stretches people.It's an invitation to take off the armor — yours and your guests, and create something more meaningful together, something deeply human.As always, more show notes and links on tourpreneur.com.Dr. Anu's WebsiteConnect with Anu on LinkedInAnu's InstagramAnu's book, Beyond Guilt Trips

Jan 5, 20261h 14m

Ep 310WeRoad: Building a Tour Operator Where Technology Enables Human Connection

Pete Syme interviews Andrea Lamparini from WeRoad, a hybrid tech company and tour operator that's rewriting the rules of group travel for millennials and Gen Z. The conversation reveals how WeRoad has achieved exceptional growth by building a community-first model where strangers become friends through small group experiences, using travel coordinators instead of traditional guides, operating as a curated marketplace where top coordinators design their own trips, and leveraging technology to scale operations with one-third of their 200-person team dedicated to tech. Andrea shares how they maintain quality with 4,000+ casual travel coordinators who each lead just one trip per year, why they leave 30-40% of each itinerary unstructured for group decision-making, how their supply model works across 68-70 DMCs globally, and why they're expanding into B2B channels including travel agencies, employee benefit programs, and corporate partnerships that already represent 17-18% of revenue. The discussion covers their VC backing (rare for a tour operator), plans for US expansion in 2026, the power of their We Meet app hosting 50,000 community members at events this year, and Andrea's key lesson learned: curating their marketplace offering earlier would have prevented the conversion drop caused by overwhelming choice.Top Ten Takeaways1. Travel Coordinators Work Alongside Local GuidesWeRoad uses travel coordinators who are the same age as travelers, depart from the same home country, and focus on facilitating group dynamics rather than delivering local expertise. Local guides are still included for museums, parks, and other sites where specialized knowledge is needed. Travel coordinators create WhatsApp groups one month before departure, balance introverted and extroverted personalities, and coordinate the 30-40% of unstructured time built into every itinerary. WeRoad has 4,000+ coordinators working casual contracts with a commitment of just one trip per year.2. Quality at Scale Without Full-Time StaffCoordinators go through online applications, webinars, group interviews, and a final boot camp weekend with 100 candidates. Most visit destinations for the first time, but rigorous hiring and training ensure consistency. Local DMC partners provide backup if logistics fail. Top performers can become "producers" who design and scout their own trips.3. Groups Decide 30-40% of Their Itinerary in Real TimeAccommodations, transport, and core experiences are fixed, but dinners, half-days, and optional activities are decided by the group during the trip based on their interests and budget. Travel coordinators provide options and handle bookings with local partners, personalizing the experience to match group energy.4. A Curated Marketplace Scales the Portfolio 5xWeRoad's internal team creates 200 itineraries while travel producers create 1,000+ more. This model scaled their catalog 5x without adding internal headcount. All producers use standardized supply agreements ensuring every DMC meets centralized requirements for safety, insurance, compliance, and capacity.5. Supply Quality Is Non-NegotiableWeRoad works with 68-70 DMCs globally, visits partner sites, and monitors quality constantly. The rule is simple: mess up once or twice and you're out. Because each group makes different choices during unstructured time, suppliers must be flexible enough to support varied activities in every destination.6. Community Extends Beyond Travel Through We MeetThe We Meet app hosts 10,000+ events across Europe where 50,000 people connected this year. Travel coordinators organize pottery classes, running groups, hiking, pub quizzes, and weekend trips in their home cities. This keeps travelers engaged between their one or two annual trips and drives repeat bookings.7. One-Third of Staff Are Tech PeopleWeRoad built their entire platform internally: booking websites, supply platforms for internal operators and external producers, and the We Meet app. They use AI for customer service, machine learning for demand forecasting that gives suppliers 12-month projections, and sentiment analysis to understand feedback at scale.8. Growth Comes From Digital, Community, and B2B ChannelsWeRoad started with digital acquisition through social media and paid channels, building massive accounts that visualize the beauty of trips and community. They recently launched a global partnership program targeting travel agencies, employee benefit platforms, corporate retreats, and associations. This B2B channel already represents 17-18% of total volume.9. VCs Invest in Tour Operators That Look Like Tech PlatformsWeRoad is unusually VC-backed for a tour operator because investors see them as a tech platform sustaining a brand mission. Strong unit economics in mature markets mean they can self-finance growth, but external investment accelerates new market expansion. The focus remains on sustainable growth, not burning money short-term.10. Overwhelming Choice Kills ConversionAn

Dec 29, 202534 min

Ep 309Growing Without Scaling: Christy Hunter's Strategy for Building Photo Walk

Christy Hunter started Photo Walk Nashville seven years ago after discovering Airbnb Experiences, combining her photography skills with local knowledge to create tours that capture memories for travelers. What began as open photo shoots quickly evolved as she learned to segment products for different customer types—bachelorette parties, couples, solo travelers, dog owners, and corporate groups.The conversation covers her product development journey, including early mistakes like mixing incompatible customer types and learning when to say no. Christy emphasizes the importance of local partnerships, sharing examples like teaming up with cosmetic brand Winky Lux for a home base and an apartment complex for rooftop access.On marketing, Christy shares her successful TikTok strategy: having team member Gina speak directly to camera as if she were a past guest ("You have to do this one thing in Nashville..."), which drove multiple viral videos and direct bookings. She also discusses influencer marketing from both sides—as a tour operator and as an influencer herself—stressing the importance of clear communication, doing research on engagement rates, and not asking for specific deliverables.Christy expanded to Charleston this year when a team member relocated, keeping the same operational model rather than franchising. She's also building Go To Nashville, an OTA reselling partner experiences through Tour Base's affiliate system. Looking ahead, she's focused on increasing capacity utilization rather than geographic expansion, and launching a consulting business to help other photographers and retailers enter the tourism space.Top 10 TakeawaysShe learned to segment products by customer type after mixing incompatible groups. Couples from Ohio and bachelorette parties on the same tour didn't work. She created separate experiences for bachelorette parties, dog owners, proposals, and corporate groups. She also had to add rules like no showing up intoxicated.Local partnerships solved operational problems. She partnered with Winky Lux cosmetics to use their store as a tour base. She partnered with an apartment complex to do one event per month in exchange for building access, free parking, gym, pool, and exclusive rooftop access for a champagne add-on.She met business partner Gina through Airbnb host meetups. Gina developed scheduling systems for Photo Walk and now leads their TikTok strategy. They found a part-time scheduling manager who is also one of their hosts to keep operations in the family.Styled shoots solve the content creation problem. Designate one day per quarter or year, hire models (friends and family work), hire a photographer, and simulate the tour experience. Creating content during real tours is too difficult.Their TikTok strategy: Gina speaks as if she's a past guest. She says "you have to do this one thing in Nashville" direct to camera. They had multiple viral videos and saw direct booking surges. They repeat the same hook for different demographics. TikTok shows it to different audiences each time.Influencer marketing is about clear communication and research. Look at engagement rates, not follower counts. Check if they have real followers by looking at views relative to follower count. Don't ask for specific deliverables. Show them a good time and they'll naturally post. Get expectations in writing.She hires photographers who are connectors and storytellers first. Technical skill matters, but being a people person is more important. She uses live view mode to avoid putting the camera between her and the guest. She tells guests upfront she has posing ideas so they relax.She tracks booking sources through Peak's intake form. She asks "how did you hear about us?" Her biggest sources are Google, Facebook groups (Nashville visitors pages), and TikTok.Her growth strategy is "fill the bus" not geographic expansion. Rather than opening in five cities in five years, she wants to get four or five people on tours that currently have two. Same time and overhead, better revenue. She still wants to be out leading tours, not behind a computer.Charleston expansion happened organically when a Nashville team member relocated. They kept the same operational model rather than franchising. She handles scheduling and marketing centrally. Charleston is 40 minutes by plane, so she can support when needed.

Dec 21, 202553 min

Ep 308Champagne at an Active Volcano: Selling Luxury Tours in Remote Places

Ryan Connolly went from finance analyst to glacier guide to co-founder of Hidden Iceland. In this episode, he shares the numbers behind their most pivotal business decision: cutting small group tours that represented 50% of their departures but only 10% of revenue.That shift to exclusively premium and luxury private tours helped the company grow by 5% while improving quality and profitability. Ryan explains how relationship marketing drives 70% of their bookings directly without OTAs, why they lead with education when working with travel advisors, and why PR outperforms paid advertising when selling luxury experiences.Plus, the story of how a three-year journey across 40 countries led him to Iceland, where he met his wife on a glacier tour and built a business with two partners.Top 10 Takeaways for Tour Operators1. Cut unprofitable segments ruthlesslySmall group tours accounted for 50% of Hidden Iceland's departures but only 10% of revenue. After eliminating that segment, they grew 5% by focusing resources on premium and luxury private tours where margins are higher.2. Partner with competitors instead of viewing them as threatsWhen customers can't afford Hidden Iceland's luxury pricing, Ryan personally introduces them to partner companies that serve the budget segment. This maintains relationships and positions them as helpful experts rather than pushy salespeople.3. PR drives better ROI than paid ads for high ticket salesOver 450 articles in publications like Condé Nast, Forbes, and CNN have driven 70% direct bookings. For luxury trips ($20,000+), earned media builds trust better than Facebook or Google ads.4. Lead with personal story in first customer contactRyan's initial email starts: "Hello, my name is Ryan. I'm originally Scottish. I've lived in Iceland since 2016. I originally trained as a glacier guide..." This builds immediate trust and differentiates from transactional competitors.5. Educate travel advisors. Don't just sell to themHidden Iceland runs webinars teaching agents about Iceland's seasons, distances, and what each time of year offers. Not sales pitches. The education first approach builds meaningful advisor relationships that generate 30% of bookings.6. Vet activity partners on safety and environmental standardsBefore partnering with snowmobile companies, helicopter tours, or other providers, Hidden Iceland shares their own safety and environmental policies first, then asks partners to reciprocate. This creates collaboration, not just transactions.7. Train guides to be themselves, not follow scriptsInstead of teaching guides what to say at each stop, Hidden Iceland tells them: "Be yourself in the most authentic way possible and create genuine connections." This leads to reviews that praise the guide more than the destination.8. Choose conferences strategically. Avoid the herdRyan skips luxury travel conferences if more than 2 or 3 other Iceland companies will attend. Less competition means easier differentiation and more meaningful conversations with travel advisors.9. Keep the sales process low tech and high touchDespite having a CRM (LEMACS), Hidden Iceland puts key itinerary details in the body of emails and offers phone calls early. For luxury clients, human connection trumps slick automation.10. Build the business with partners you trust implicitlyRyan emphasizes: "Don't set up a company with anyone you don't trust inherently and that you believe will communicate effectively during the hardest times." Through pandemics and volcanic eruptions, Hidden Iceland's three owners have never shouted at each other because they chose partnership carefully.

Dec 14, 202553 min

Ep 307Building a Cross-Border Motorcycle Tour Business in East Africa

Kevin and Sylvia launched iRide Arusha in July 2024, offering motorcycle tours and rentals in Tanzania. Within 18 months they scaled across four East African cities through a franchise model called iRide Africa, with partners operating in Rwanda, Nairobi, and Mombasa. The franchise structure allows riders to cross borders and book multi-country tours.The episode covers operational realities: importing equipment across borders, navigating tourism regulations, managing multi-country payment processing, and running rentals and guided tours as two distinct businesses with different customer profiles and sales cycles. Kevin and Sylvia share how they find customers through motorcycle clubs, price for premium buyers, and use immediate response times as a competitive advantage.TOP 10 TAKEAWAYS1. Test adjacent niches when your market is saturatedRather than launch another safari company in an oversaturated market, Kevin and Sylvia identified motorcycle touring as an underserved adventure niche in East Africa. Consider what adjacent experiences your destination supports that competitors aren't offering.2. Franchise models can scale faster than going soloWithin 18 months, iRide expanded across four East African cities through franchise partnerships. Partners share mechanics, bikes, marketing resources, and customer referrals. This creates a network effect where riders can start in one country and end in another, adding value no single operator could deliver alone.3. Target communities, not just individualsKevin reaches out directly to motorcycle clubs in major US cities. One Chicago BMW Riders club is bringing eight people in February. Booking one club creates the revenue of eight individual customers with a fraction of the acquisition cost. Find the clubs, associations, or communities that match your experience type.4. Customer service is a competitive advantage in developing marketsTheir immediate response times and willingness to hop on Zoom calls builds trust fast, especially for customers who've never been to Africa.5. Platform diversification requires testing, not guessingiRide is on Get Your Guide, Viator, Klook, WeTravel, and fielding Facebook messages, but hasn't found the magic channel yet. Test widely, track what converts, double down there.6. Price for the experience you're actually delivering, not your self-doubtKevin admits they severely underpriced at launch. Beginner business owners often can't see their own value clearly. If you're offering wow moments and authentic connections, charge accordingly.7. Guided vs. rental requires different marketing and operationsRental customers (experienced, self-sufficient, quick decision makers) need less hand-holding than guided tour customers (more questions, longer planning cycles, higher price points). These are functionally two different businesses with different messaging, pricing, and customer profiles.8. Gross revenue and net income are very differentVehicle maintenance, cross-border parts sourcing, and insurance eat into margins constantly. Build cash reserves and expect hidden costs, especially in asset-heavy businesses.9. Local language fluency unlocks competitive advantagesSylvia's Swahili fluency helped navigate Interpol holds on imported bikes, handle tourism police complaints from competitors, and build long-term supplier relationships. Language access isn't just customer-facing—it's operational power.10. Differentiation isn't just what you do, it's how guests connectGuests consistently cite the vastness of the landscape and local interactions (like lunch with Sylvia's 88-year-old farming grandmother) as their standout memories. Design for connection points your format uniquely enables.

Dec 8, 202531 min

Ep 306“The Riches are in the Niches”—2026 Group Travel Trends & Events

This conversation with Jeff Gayduk, publisher of Premier Travel Media, reveals an industry at a transformative inflection point where specialized group travel is experiencing unprecedented growth despite predictions of its demise. Speaking from his unique vantage point overseeing multiple travel industry verticals, Gayduk identifies 2026 as a watershed year driven by three major events—the World Cup, Route 66's centennial, and America's 250th anniversary—while highlighting the explosive growth in niche markets from pickleball tourism to multi-generational family trips. The discussion underscores a fundamental shift in how travel experiences are designed and marketed, moving away from cookie-cutter itineraries toward highly specialized, passion-driven offerings that leverage everything from sports tournaments to career readiness programs, with successful operators focusing on authentic relationships and deep expertise rather than trying to compete with legacy brands on traditional offerings.10 Key Takeaways1. Group Travel is Experiencing Its Most Exciting EraThe group travel market has undergone a complete transformation since COVID, moving from a defensive position of proving relevance to an offensive surge of innovation and growth. Special interest groups, family bonding experiences, and educational opportunities are creating unique travel products unavailable to individual consumers. The pandemic's forced separation actually accelerated demand for meaningful group experiences rather than diminishing it.2. Three Major Events Will Define 2026 TourismThe World Cup across 16 North American cities will bring 6.5 million visitors with 40% from overseas, creating massive opportunities for tour operators in hub cities. Route 66's anniversary and America's 250th celebration will generate patriotic tourism and historical programming throughout the year. These events create both standalone opportunities and chances for creative tour operators to build complementary experiences around the main attractions.3. Sports Tourism Has Become the Industry's Hidden GiantYouth sports tournaments drive consistent weekend travel with families spending whatever necessary for their children's athletic participation, creating massive but underserved tourism segments. Adult amateur sports, particularly pickleball, are seeing explosive growth with facilities featuring 32-64 courts becoming destinations themselves. The opportunity lies not in the games themselves but in creating experiences for the downtime between matches, serving families who are tourists without tour infrastructure.4. The Student Travel Market Has Evolved Beyond Class TripsCareer readiness programs are emerging as students face AI-driven uncertainty about future employment, with manufacturers and trade schools becoming unexpected tourism partners. Small, specialized STEM groups and performance ensembles are replacing massive band trips, creating opportunities for highly targeted educational experiences. College visit tours have become sophisticated multi-campus experiences as the stakes for education choices continue rising.5. Niche Specialization Beats General Tourism Every Time"The riches are in the niches" has proven true as operators who focus on specific passions outperform those trying to compete on standard itineraries. Technology now enables operators to reach highly specific audiences globally rather than being limited to local marketing through yellow pages and park districts. The tighter the niche, the easier it becomes to market and the more likely customers are to pay premium prices for expertise.6. Multi-Generational Travel Represents Billions in Untapped OpportunityOlder Americans with disposable income are funding entire family trips, from luxury yacht cruises to Disney vacations, often including extended family and friends. These trips require sophisticated customization that big operators can't provide, creating opportunities for bespoke tour designers. The spending on these milestone celebration trips is "mind-boggling" according to industry data, with grandparents willing to invest heavily in family bonding experiences.7. DMOs Are Underutilized Partners for Tour OperatorsDestination Marketing Organizations spend hundreds of thousands on marketing but need tour operators to provide the actual bookable products visitors seek. DMOs possess mountains of data and local insights that operators often don't know to request, creating missed opportunities for partnership. The relationship should be symbiotic: DMOs drive inspiration and awareness while operators deliver the experiences that fulfill that inspiration.8. Legacy Operators Must Balance Old Customers with New AcquisitionLarge traditional operators face the challenge of serving aging loyal customers while attracting younger demographics with different travel styles and expectations. Successful adaptation includes smaller group sizes, slower itineraries with longer stays, and the integration of riv

Dec 1, 202554 min

Ep 305Vibe Coding for Tour Operators: No‑Code Tools to Save Time and Grow Revenue

Pete Syme talks with Drew Falkman about vibe coding, a way for tour operators to build custom software tools using plain English prompts instead of traditional programming. Drew explains how AI tools like ChatGPT and Claude have been trained on code repositories, allowing them to generate working applications from simple descriptions. The conversation covers why this matters for small operators, what you can build, the learning curve, costs, security considerations, and how this technology could shift the relationship between tour operators and the software they depend on. Pete emphasizes that operators already have the same AI access as hundred million dollar companies and encourages spending at least an hour daily experimenting with these tools.Top 10 TakeawaysYou can build tools without coding knowledge. AI tools trained on code repositories can generate working applications from plain English descriptions, making app building accessible to anyone.Most SaaS tools don't fit your exact workflow. You end up paying for applications where 80% of features you're not using because they're designed for other industries, but the things you do use aren't quite refined enough.Start with internal workflows, not customer-facing apps. Build tools for internal processes first. Don't go public with what you build until you have experience, as you can get 80 to 90% correct quickly, but that last bit is more challenging.Map your processes before building. Write down all your processes on paper, rank what's most important, and list what you really don't like doing. This helps identify where custom tools can have the biggest impact.The learning curve has three main steps. First, learn to plan what you want to build (20 to 30 hours). Second, design the workflow and user interface (a few hours). Third, understand data and databases (a couple days). Total time to get comfortable is roughly a few weeks of focused learning.Tools like Lovable cost around $20 per month. There are small monthly fees for vibe coding platforms, plus hosting costs if your tool is public-facing. Tools like Lovable, Bolt, Replit, Magic Patterns, and N8n each serve different purposes.Keep data storage minimal for security. Don't store sensitive information like credit card numbers or social security numbers. Use third-party authentication (Google, Microsoft, Apple) and payment processors like Stripe to handle sensitive data.You can build custom booking flows and optimize conversions. Create your own booking engine where you control every step, then use analytics tools to see where people drop off and experiment with improvements to increase completion rates.This threatens the traditional SaaS industry. Large companies spending millions monthly on SaaS are already exploring vibe coding to reduce costs. What happens at that level will cascade down through the industry to the tools small operators use today.Just try it to understand the possibilities. Go to lovable.dev, run a prompt, and build something. You won't fully understand what you can do until you experiment. You have nothing to lose with free versions, and no one else will see your experiments.Want to learn vibe coding yourself? Drew teaches courses on building apps without code. Visit drewfalkman.com to explore free resources and paid courses that walk you through the process step by step.

Nov 24, 202548 min

Ep 304Designing High‑Repeat, High‑Value Wine Tours Off The Beaten Path

Born from a wine import business and shaped by deep relationships with multi‑generational wineries, Joy of Wine Journeys built a premium, multi‑day model with a ~75% repeat rate. Natalie shares why they skip big cities, how “depth over density” creates value, and how pricing, partnerships, feedback, and tight ops compound into growth.Top 10 takeaways1) Repeat guests keep coming back. About 75% rebook, often bringing friends and family. Nail the first trip and lifetime value follows.2) Win the in between. Don’t try to run Paris or Venice. Guests fly into a gateway, then the tour connects the regions in between where long winery relationships unlock access and stories.3) Fewer stops, deeper moments. Five wineries in ten days. Hosted visits. Family meals. Time to linger. People remember conversations and rituals, not mileage.4) Price for the value you deliver. Raise prices as the experience improves. Let booking behavior and guest comments set the ceiling, not nerves.5) Partners make you resilient. When a bus failed, local partners mobilized vans, cold water, and support within the hour. Good relationships turn problems into loyalty moments.6) Feedback is the roadmap. Debrief during and after each tour, then keep, change, or cut. Trim bloat, smooth pacing, and upgrade hotels, meals, wines, and transport.7) Know who you serve. Average age ~63. Well traveled. Hungry for hosted, exclusive experiences without snobbery. Design pacing, teaching, and access for that person.8) Confirm, confirm, confirm. Book a year out, then reconfirm at six months, three months, one month, and day‑of. Fewer surprises. Smoother days.9) Help in the cities even if you don’t operate there. Refer guests to vetted guides in Venice, Milan, Paris, Nice, and Florence so the whole trip feels looked after.10) Use tech to support margins, not as the magic. TravelJoy for CRM, WeTravel for euro payments, Travelfy for itineraries, QuickBooks for the back office. The differentiator is still access, hosting, and relationships.

Nov 17, 202546 min
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