Name

Wayward

Legal name

Lost Corporation

Website

https://wayward.travel

Company type

Private

Founded year

2019

Operating status

Operating

Headcount range

1–10 employees

Ownership category

akta.pro rank

Product category

Tourism Management Software

NAICS

Travel Agencies (561510), Tour Operators (561520)

SIC

Services-Computer Programming, Data Processing, Etc. (7370)

akta.pro primary industry

Online Booking & Reservation Platforms (B2B/B2C) (THALAMAA)

akta.pro secondary industries

White-Label Booking Engine Platforms (SaaS/Widget) (THALADAN), Destination & Local Services Marketplaces (Transfers, Guides, City Passes) (THALAFAK), Upsell, Ancillary & Merchandising Platforms (THALACAN)

Keywords

• Tourism management software
• Destination marketing platform
• Tour operator software
• Digital liability waivers
• Travel industry SaaS

Headquarters

HQ city

Chicago

HQ country

United States

HQ region

North America

Offices1 record

Markets served

GTM type

B2B

Offering type

Software

Cost components

Technology or R&D, Personnel, Operations, Marketing or Sales, Infrastructure

Revenue model

1. SaaS Subscriptions: Monthly or annual subscription plans for platform access, billed in advance per billing cycle. Plans include Tourism, Premium, and higher tiers. The platform is offered at different tiers with varying capabilities; DAM features are available on Premium and higher plans.
2. Digital Waiver SaaS: The first waiver is free with unlimited signatures. Subsequent waivers cost $9/month, providing recurring revenue from small operators who want to manage multiple waivers.
3. Payment Processing: Wayward processes payments for bookings directly, charging lower processing fees than larger platforms. Revenue comes from transaction fees embedded in the payment flow (Stripe-powered). The Payments dashboard shows gross revenue, fees, and net payout per booking.
4. Marketing Agency Services: Full-service marketing agency for DMOs including website builds and management, social media management, content campaigns, press and PR, paid advertising management, and market analysis. Billed as professional services, likely project-based or retainer.
5. Sponsored POI Placements: Tourism maps generate revenue through sponsored POI (Points of Interest) placements and premium listings. DMOs can sell sponsored placements on their maps to local operators and businesses, creating a sustainable income stream that offsets platform costs.
6. Wayward Ad Network: An advertising network across destination and tourism platforms where regions can be featured to a high-intent travel audience. Managed directly from the same console as the rest of the Wayward presence, representing programmatic ad placement revenue.
7. Installment Payment Plans: Operators can offer guests installment schedules up to three payments with automated reminders. This drives higher conversion rates for bookings and generates installment-related processing revenue.

Pricing tiers

Go-to-market motion3 records

Distribution channels5 records

Marketing channels6 records

Core offering

Wayward is a white-labeled SaaS platform built for the tourism and travel industry, sold to destination marketing organizations (DMOs/CVBs) and tour operators. It unifies interactive maps, itineraries, booking, digital waivers, payments, guest communications, digital asset management, CRM, and a marketing agency service into a single platform underpinned by a proprietary brand-scoped AI "Intelligence Layer." The platform is sold via subscription tiers (Tourism, Premium, and higher) plus transaction fees and modular standalone offerings such as Digital Waivers and the Marketing Agency.

Product overview

Wayward is a platform-plus-modules SaaS product serving the tourism and travel industry, specifically targeting two audiences: destination marketing organizations (DMOs/CVBs) and tour/adventure operators. The platform is organized around a core Intelligence Layer (AI-powered knowledge and content foundation) that sits beneath all modules. For DMOs, the key modules are Tourism Maps (interactive, revenue-generating maps with sponsored POI placements), Itineraries & Experiences (curated and visitor-built trip planners), Digital Asset Management (centralized media repository), and Marketing Agency Services (full-service in-house agency including website builds, social media, content campaigns, press/PR, and paid advertising). For operators, the key modules are Booking & Registration (tour-specific booking flow), Digital Waivers (progressive-disclosure liability waivers), OneLink (single passwordless guest link for all trip info), Adventure CRM (guest profiles), Guide Briefing (pre-trip reports), Staffing/Vehicles/Gear (ops management), and Financial Reporting (revenue and tax exports). Both audiences share the same platform, creating an Operator Ecosystem where DMOs promote operators and operators sell the experiences the destination is known for. The platform also includes a consumer-facing Wayward App for adventurers to track trips and follow others. Pricing and feature access vary by plan (Tourism, Premium, and higher tiers).

Differentiator

Problem solved

Functional benefit

Products and services

• Wayward Platform Unified white-labeled SaaS platform connecting destination marketing organizations (DMOs/CVBs) and tour operators with shared infrastructure for maps, itineraries, bookings, waivers, payments, and marketing. Sold as integrated subscription plans (Tourism, Premium, and higher tiers) to tourism organizations and tour operators worldwide.
• Digital Waivers Standalone digital liability waiver SaaS for adventure operators. Creates branded waivers with progressive disclosure (step-by-step signing with required initials), emergency contact collection, date of birth capture, and IP/browser/timestamp logging for legal compliance. Version-controlled, linked to bookings, stored in the cloud, with CSV export. First waiver is free with unlimited signatures; $9/month thereafter. Sold directly to tour operators and adventure event organizers.
• Marketing Agency Services Full-service marketing agency for DMOs and destinations that includes website builds and management, social media management, content campaigns, press and PR, paid advertising management, and market analysis. Delivered by the same team that built the platform at prices for actual destinations rather than enterprise budgets. Sold primarily to DMO/CVB clients.
• Tourism Maps Interactive, custom-branded destination mapping tool for DMOs and CVBs. Embeddable on destination websites, shareable via QR codes, with revenue generation through sponsored POI placements. Includes a build-your-own-itinerary tool for visitor planning and email lead capture. Sold to destination marketing organizations.
• Wayward Ad Network Owned advertising network across destination and tourism platforms where regions can be featured to a high-intent travel audience. Managed directly from the same console as the rest of the Wayward presence. Sold to DMOs and tourism brands seeking cross-platform visibility.
• Digital Asset Management Centralized media repository for DMO and tourism brands to store, tag, search, and share photos, videos, graphics, and brand assets. Assets feed directly into tourism maps, experience pages, and itineraries. Available on Premium and higher plans. Sold to DMOs and tourism organizations.
• Wayward App Companion mobile app (iOS and Android) for adventurers to track trips, post photos with location data, view routes on maps, follow other trips, and communicate with trip organizers. Originally the core product; now sits alongside the Wayward Console as the operator and brand-facing platform. The live tracking feature was sunset April 1, 2026.

Quantifiable outcome

• Wayward's tourism map and digital presence helped showcase Visit Unforgettable Forgottonia's hidden gems with nine experiences seamlessly embedded on their website, making trip planning and discovery easier for visitors.
• +2 more outcomes

Named customers7 records

Segments3 records

Ideal customer profiles3 records

Technology focussed Yes

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Integration5 records

AI capability3 records

Feature13 records

Partnerships

13 partnerships are on record, tiered core and minor.

• Large Minority Ltd.coreStrategic or Co-development PartnerLarge Minority Ltd. is a prominent global Tuk-Tuk overland adventure operator that uses Wayward for real-time team tracking, participant safety monitoring, and guest experience sharing across their worldwide Tuk-Tuk adventures. Their testimonial appears on Wayward's homepage and multiple feature pages, and they are listed as the first partner logo on the tour operators page, suggesting a close, long-standing relationship with significant input into product development.
• OS TravelcoreStrategic or Co-development PartnerListed as a partner logo on the tour operators page, OS Travel is shown alongside other named operators as a reference customer using the Wayward platform for their booking, waiver, and guest management needs.
• Chop Top ChallengecoreStrategic or Co-development PartnerListed as a partner logo on the tour operators page alongside Lemons Rally, Chop Top Challenge is a motorsport/adventure event organizer using Wayward for real-time participant tracking and fleet management during their events.
• Lemons RallycoreStrategic or Co-development PartnerLemons Rally is an endurance motorsport rally event using Wayward for real-time tracking of dozens of vehicles and their wild operators. The Lemons Rally Master (Jeff Stobbs) provides an active testimonial on Wayward's homepage, and Lemons Rally appears as a featured partner logo across multiple pages.
• Moto ChallengescoreStrategic or Co-development PartnerListed as a partner logo on the tour operators page, Moto Challenges is an adventure motorsport event organizer using the Wayward platform for participant management and tracking.
• NERPAcoreStrategic or Co-development PartnerListed as a partner logo on the tour operators page, NERPA appears alongside established tour operator brands, indicating use of the Wayward platform for their operations.
• Verona Area Chamber of CommercecoreGTM or Marketing PartnerThe Verona Area Chamber of Commerce is a DMO customer using Wayward's full-service marketing agency in addition to the platform. Their Tourism Coordinator (Allison Plumer) provides ongoing testimonials, and they are listed as a trust logo on the DMO page. The partnership extends beyond pure software into content creation, itinerary development, and brand strengthening.
• Visit Unforgettable ForgottoniacoreGTM or Marketing PartnerVisit Unforgettable Forgottonia is a DMO customer using Wayward's tourism map with nine embedded experiences on their website, plus strategic marketing guidance from Wayward's agency team. Their Executive Director (Jock Hedblade) provides a featured testimonial calling Wayward 'an extension of our team.'
• Cascade LoopminorGTM or Marketing PartnerListed as a trust logo on the DMO page alongside other established DMOs, Cascade Loop is a scenic byway/tourism corridor using Wayward's platform to promote the region and its operators.
• Downeast AcadiaminorGTM or Marketing PartnerListed as a trust logo on the DMO page, Downeast Acadia is a destination marketing organization in Maine using Wayward to showcase their region's tourism experiences.
• Sugar River ValleyminorGTM or Marketing PartnerListed as a trust logo on the DMO page, Sugar River Valley is a regional tourism organization using Wayward to promote local experiences and operators.
• KankakeeminorGTM or Marketing PartnerListed as a trust logo on the DMO page, Kankakee is a destination marketing organization using Wayward's platform to engage visitors and promote the region.
• StripecoreTechnology or IntegrationStripe is the primary payment processing provider integrated into Wayward's booking and checkout flow. It handles full payment, deposit, and installment processing with automated reminders. Wayward's privacy policy and terms state that payment card details are not stored by Wayward but provided directly to Stripe. Stripe's PCI-DSS compliance covers payment security.

Scale indicators3 records

Recent moves6 records

Expansion highlights6 records

Emerging players

• TripWorks: TripWorks provides booking, payment, waiver, and marketing tools for tour and activity operators, often focused on smaller and adventure-based businesses. It is an emerging player in the same vertical SaaS niche as Wayward's operator platform.

Broad incumbents

• Simpleview: Simpleview is a leading CRM, CMS, and digital marketing platform purpose-built for destination marketing organizations (DMOs) and CVBs. It competes with Wayward on the DMO side of the platform and is the dominant incumbent in that customer segment.
• Mindbody: Mindbody is a large SaaS platform for fitness, wellness, and experience-based businesses including tours and activities. It is a broad incumbent offering booking, payments, and marketing tools that overlap with several of Wayward's operator-facing modules, though it is not tourism-specialized.

Direct peers

• Peek: Peek is a software and marketplace platform for booking tours, activities, and experiences. It competes with Wayward on both the operator SaaS side (Peek Pro) and on the consumer-facing discovery/marketplace side, addressing the same tour operator and DMO ecosystem.
• Checkfront: Checkfront, acquired by Tripadvisor, provides online booking management software for tours, rentals, and accommodations. It competes head-to-head with Wayward's booking flow, waiver, and payment modules for tour and activity operators, with similar white-label and embeddable widget capabilities.
• Bokun: Bokun, owned by Tripadvisor, is a booking and distribution platform for tour operators, activity providers, and attractions. It overlaps directly with Wayward's operator-facing booking, payment, and channel management capabilities and targets the same SMB/mid-market adventure and tour operator segment.
• Regiondo: Regiondo is a booking software and online marketplace for tours, activities, and attractions, primarily serving European tour operators. It is a direct competitor in the tour/activity booking and reservation platform space that Wayward's product targets.
• Xola: Xola is an online booking, payment, and marketing platform for tour and activity operators. It directly competes with Wayward on the operator SaaS side, particularly for adventure and experience providers booking tours online.
• FareHarbor: FareHarbor, owned by Booking Holdings, is a leading online booking and management platform for tours, activities, and attractions. It directly competes with Wayward's Booking & Registration, Digital Waivers, and CRM modules for the same tour operator and activity provider customer base.
• Rezdy: Rezdy is a tour operator booking and distribution platform serving activity providers globally. It competes directly with Wayward's Booking & Registration, payments, and channel management modules, particularly for adventure, sightseeing, and experience operators.

Market position

Strengths5 records

Weaknesses5 records

Competitive moat5 records

Key risks6 records

Key highlights7 records

Customer concentration

• Xx.com/WaywardApp
• Facebookfacebook.com/waywardapp
• LinkedInlinkedin.com/company/waywardtravel

Revenue estimate

Valuation estimate

Number of profiles

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Wayward