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Wayward
tourism.wayward.travel
The best destinations don’t wait to be discovered.
Wayward is a DMO-focused platform and creative agency β€” built to help small teams do more, reach more visitors, and grow the destinations they care about.
01
01

Every DMO is being asked to do more. With less budget, less bandwidth, and zero room to compromise.

The old model (2010 to 2024)

Static listings. Rigid CMS. A support ticket for every change. One primary channel, the website.

Visitors accepted it because there was little else available. Teams accepted it because most vendors looked remarkably similar.

The Wayward model (2025 onward)

Dynamic. Intelligence built in. An integrated ecosystem of tools that learns from how your destination is used.

More channels, more content, more reach — without adding headcount. The platform does the heavy lifting so your team stays focused on what only people can do.

Wayward exists because lean teams deserve tools that actually match their ambition.
02

Your dedicated team, built for a team like yours.

Wayward is purpose-built for lean DMOs doing meaningful work with the budget and team you actually have.
JakeJake
KeeganKeegan
MaxMax
KateKate
PetePete
AllisonAllison

In 2018, Jake and Keegan started an adventure travel company. To promote it, they needed maps and tools that simply didn’t exist for operators at their scale — so they built them. That work grew into Wayward: a platform now serving the broader tourism and adventure travel industry. The classic story of building the software you wish someone else had built first.

Small and attentive

A focused team that moves quickly. Good ideas find their way into the product without waiting on a release calendar.

Human support, no tickets

Reach out by text, call, or Slack whenever you need us. You work directly with the people who build and run the platform.

Budget friendly

Pay for what you use. Pricing is scaled to the size of your team, not to a feature list designed for an enterprise of a hundred.

Purpose-built for DMOs

Every feature exists because a destination team asked for it. Built cleanly from the ground up, with nothing inherited from a larger platform.

Real-time everything

Publish a change in seconds. Fix a pin, add an event, swap a hero. Nothing waits in a queue.

A roadmap shaped by partners

You are a close partner, not an account number. What you need next quarter shapes what we ship next quarter.

03

Your destination, on the map. Every trail, every stop, every story.

The Wayward map is the digital backbone of your destination β€” a live, embeddable experience that puts your region on every visitor's itinerary.
Example Wayward destination map
View live map → visit.downeastacadia.com
What your map includes
  • Unlimited verified points of interest
  • Trails, scenic routes, and byways
  • Custom itineraries and trip collections
  • Sponsored POI placements for operators
  • Event-driven and seasonal content
Platform capabilities
  • Backend access for quick edits β€” no tickets
  • Custom filters, layers, and categories
  • Embeddable on any page of your site
  • AI-powered visitor search (coming soon)
  • Build-your-trip lead capture
Example map from Downeast Acadia Regional Tourism — 228+ POIs, 700+ trails, 11 itineraries.
04

Curated itineraries that turn browsers into visitors.

Wayward makes it easy to build and publish rich trip itineraries β€” the kind that actually move people to book a trip and come back for more.
Wayward experiences page
Example experience page from Sugar River Valley & Visit Verona. Regional Tourism.
What Wayward builds with you
  • Themed day trips and multi-day itineraries written in your destination's voice
  • Seasonal content that keeps the map fresh year-round
  • Creator campaigns that produce real photography, video, and written stories
  • Byway routes and grant-supported tourism infrastructure
  • Visitor-facing trip planning tools with lead capture
Your team sets the priorities. Wayward does the building, writing, and publishing — so nothing sits in a backlog.
05

One home for every asset your destination produces.

A built-in content library that gives your whole team instant access to photos, brand assets, and operator media — organized, searchable, and always current.
Photo & video library
Every creator campaign asset, operator photo, and brand image in one searchable place.
Brand & style management
Logos, colors, voice guidelines — shareable with operators and partners in seconds.
Operator access
Give any business in your region access to approved assets without an email chain.
Search & filter
Filter by experience, file type, user, or date. Find anything in seconds.
Wayward content library
05

The Wayward Intelligence Layer is your leverage.

Every piece of content, every listing, and every experience flows through the Wayward Intelligence Layer β€” a connected platform that unifies every output, from visitor-facing discovery to market intelligence.
Core asset
Maps & Experiences
Dynamic trip planning, curated discovery.
Core asset
Website & Content
Destination pages, guides, traveler-facing content.
Core asset
Digital Footprint
All owned and syndicated channels and listings.
Output
Visitor Chat & Email
Real-time assistant answering visitor questions.
Output
Press & Brand Content
On-brand press, editorial, and campaign copy.
Output
Market Intelligence
Trend surfacing and strategy recommendations.
Coming
More outputs
New capabilities as the platform grows.
Foundation

Wayward Intelligence Layer

The connected core that links every piece of destination content, powering every visitor-facing output across the platform.

Destination Knowledge
Traveler Personalization
Content Intelligence
Engagement Signals
Market Awareness
Brand Voice
This is not a bolt-on. It is intelligence built into the foundation β€” and it will transform how destinations market themselves and how their teams operate.
07

More than a platform. A full creative agency.

Wayward pairs its platform with an agency team that handles everything a lean DMO can’t always get to — from ads to print to creator campaigns.

Advertising & Media

Managed digital advertising across every major channel, with real reporting and creative included.

  • Meta, Google, TikTok, Reddit
  • Dollar-for-dollar ad spend
  • Monthly creative & reporting
  • Tripadvisor & LinkedIn

Content & Creator Campaigns

Real photography, video, and written stories from creators who travel to your destination.

  • Destination photography
  • Short-form video
  • Written itinerary stories
  • Social-ready content packages

Print & Graphic Design

Visitor guides, maps, brochures, and brand materials that look like they came from a big-city agency.

  • Annual visitor guides
  • Print and digital maps
  • Event collateral
  • Brand identity systems

PR & Social Media

Ongoing social management and PR that keeps your destination in the conversation all year.

  • Social media management
  • Press outreach & pitching
  • Event PR & launch campaigns
  • Brand voice development
Our work
Real destinations. Real results.
Three stories worth telling.
Three destinations doing more with less — and what their teams were able to accomplish once they had the right tools behind them.
08
Case 01 Regional DMO

Visit Unforgettable Forgottonia.

Western Illinois • Client since 2023

A little-known region of western Illinois needed a full-service partner to put it on the map — both literally and figuratively. They came to Wayward looking for help building digital discovery and driving awareness of the area’s hidden character.

A white-labelled tourism map with 260+ points of interest, 17 custom itineraries, content creator campaigns, social media management, print and digital ad management, and a full PR push for a flagship event launch. SEO, AEO, and analytics infrastructure rounds out the stack.

Forgottonia went from obscure to discoverable. A rich library of itineraries and creator content now gives visitors a genuine reason to explore the region, and the team has a platform built to grow with them.

Forgottonia interactive map
“Wayward’s tourism management software helps us easily showcase Visit Unforgettable Forgottonia’s hidden gems. They’re an extension of our team committed to making a trip to Forgottonia a more unforgettable experience.”
Jock Hedblade, Executive Director, Visit Unforgettable Forgottonia
Map POIs
260+
Itineraries built
17
09
Case 02 Regional tourism

The Downeast Acadia Map.

Coastal Maine • Client since 2023

Downeast Acadia’s coastal corridor spans a vast and complex geography that visitors find hard to navigate. The region needed a map-first experience that could turn that complexity into genuine discovery, and a content layer to support it.

A custom white-labelled map with 228+ points of interest and 700+ trails, 11 documented itineraries including scenic byways developed in support of a State grant, four content creator campaigns, digital ad campaigns, and a full SEO and AEO setup.

The region now has one of the most comprehensive coastal tourism maps in New England, backed by itinerary content and creator campaigns that tell a richer destination story across every channel.

Downeast Acadia
Downeast Acadia map
Map POIs
228+
Trails mapped
700+
Itineraries
11
Creator campaigns
4
Downeast Acadia Regional Tourism View live map
10
Case 03 Regional tourism

Sugar River Valley & Visit Verona.

Wisconsin • Client since 2023

A small Wisconsin tourism organization needed a full creative partner who could handle everything from print to social to live events — without the overhead of a large agency. They needed their brand voice, their visitor guide, and their community events all to feel cohesive.

A comprehensive annual print visitor guide with seasonal updates, social media management, four content creator campaigns with images and written stories, a videography campaign, and full event design and coordination for a flagship “Poker Run.” Branding design covering both graphic identity and brand voice rounds out the partnership.

A cohesive creative partnership that built a lasting brand voice, produced a polished print guide, and brought visitors to Verona through engaging, authentic content. A small team now punches well above its weight.

Verona Visitor Guide p3 Verona Visitor Guide p2 Verona Visitor Guide cover
Annual Visitor Guide • Visit Verona WI
“Working with the Wayward team has been awesome. They’ve helped us create fun, engaging content that really shows off the best of Verona. It’s been a great partnership and we love what we’ve built together.”
Allison Plumer, Tourism Coordinator, Visit Verona WI
Creator campaigns
4
Services delivered
Print, social, events
11

Simple pricing. Scaled for your team.

Pay for what you actually use. No enterprise bloat, no seat minimums, no surprises.
Subscription
$2,500 / year
Starting price, scaling to $15,000+ / year
Billed annually. Scales with your usage of the platform.
  • Embeddable tourism map
  • Unlimited experiences & POIs
  • Trips, itineraries & seasonal content
  • Content repository & DAM
  • Operator waiver access
  • Wayward Intelligence Layer
Onboarding & Setup
$3,500 +
One-time fee, up to $15,000
Scoped to your build. Access to the Trails database is a key cost lever.
  • Full platform configuration
  • Map data import & POI build
  • Brand & design setup
  • Team training & documentation
  • Content migration support
  • Launch coordination
Agency Services
Custom scope
Priced competitively per project
No retainer required to get started.
  • Managed advertising , Meta, Google, TikTok
  • Content & creator campaigns
  • Print design & visitor guides
  • PR & social media management
  • Event design & coordination
  • Brand voice & identity
Every engagement is scoped together. We’ll put together a proposal that fits your budget and what you’re actually trying to build.
Let’s build your scope →
12

Ready to see what Wayward can do for you?

We’d love to walk you through the platform, show you how your destination could look on the map, and answer anything on your mind. No pressure — just a conversation.
What happens next
We’ll put together a custom demo built around your destination — no generic slides.
01

Platform walkthrough

See exactly how your map, itineraries, and content would live on Wayward — with your destination as the example.

02

Custom concepts

We’ll sketch out what we’d build first, how we’d scope it, and what it might cost — no obligation.

03

Open questions

Anything about the platform, pricing, timeline, or our team — we’re an open book.