Trails vs Waybook

See how their public offers line up before you choose your own position. Prices stay in the currency, billing schedule, and charged unit each vendor publishes.

Trails

See full pricing history

USD · US · source: trails.so

Plan	Pricing	Charged by	Offer type
Creator	USD 29 monthly $ 29 / mo	Flat · / mo	Standalone · Fixed
Team	USD 49 monthly $ 49 / mo	Flat · / mo	Standalone · Fixed
Enterprise	Contact sales Contact Us	Other	Standalone · Contact sales

Waybook

See full pricing history

USD · US · source: www.waybook.com

Plan	Pricing	Charged by	Offer type
Core	USD 119 monthly · USD 99 / month with annual commitment $99/mo $119/mo 20 Team Members Included +$5 per additional member +$6 per additional member	Flat · 20 Team Members Included	Standalone · Fixed
Pro Highlighted	USD 238 monthly · USD 198 / month with annual commitment $198/mo $238/mo 20 Team Members Included +$10 per additional member +$12 per additional member	Flat · 20 Team Members Included	Standalone · Fixed
Enterprise	Contact sales Custom Setup Pricing on Request	Other	Standalone · Contact sales

What each plan includes

Feature names follow each vendor’s own pricing page, so verify the wording before treating them as exact equivalents.

Trails

Creator

Comes with 1 user: 1

Included
Comes with 20 guides / mo: 20 / mo

Limited
Comes with Private guides: Included
Comes with AI Videos: Included
Comes with Export to PDF and more: Included
Comes with Version history: Included

Team

Comes with 5 users, additional users $10/mo: 5

Included
Comes with Unlimited guides: Unlimited

Included
Comes with Team guides: Included
Comes with Convert video to guide: Included
Comes with Role-based user management: Included
Comes with Custom branding: Included

Enterprise

Comes with SAML SSO: Included
Comes with SOC 2 Compliance: Included
Comes with BAA (HIPAA): Included
Comes with Translations: Included
Comes with Trails Assistant: Included
Comes with Department Workspaces: Included
Comes with Knowledge Bases: Included
Comes with Priority support: Included

Waybook

Core

Highlights 20 Team Members Included: 20

Included
Included in all plans AI Content Writer: Included
Included in all plans Custom Branding: Included
Included in all plans External Document Sharing: Included
Included in all plans Flow Charts: Included
Included in all plans Integrations: Included
Included in all plans Mobile App: Included
Included in all plans News Articles: Included
Included in all plans Org Chart: Included
Included in all plans PDF Exports: Included
Included in all plans Polls: Included
Included in all plans Progress Tracking: Included
Included in all plans Step Revisions: Included
Included in all plans Tests: Included
Included in all plans Unlimited Documents: Included
Included in all plans Waybook Shots: Included
Pro adds Advanced Due Dates: Excluded
Pro adds Advanced Permissions: Excluded
Pro adds Audit Log: Excluded
Pro adds Document Verification: Excluded
Pro adds Enforce 2FA: Excluded
Pro adds Enhanced Support: Excluded
Pro adds External Subject Sharing: Excluded
Pro adds Free Data Migration*: Excluded
Pro adds Waybook MCP: Excluded
Pro adds SSO & Directory Sync: Excluded
Enterprise adds Bespoke Integrations: Excluded
Enterprise adds Custom Email Sender: Excluded
Enterprise adds Custom Reporting: Excluded
Enterprise adds Dedicated Support: Excluded
Enterprise adds Setup Consultation: Excluded
Enterprise adds Team Enablement Sessions: Excluded

Pro

Highlights 20 Team Members Included: 20

Included
Highlights Includes everything in Core: Included
Included in all plans AI Content Writer: Included
Included in all plans Custom Branding: Included
Included in all plans External Document Sharing: Included
Included in all plans Flow Charts: Included
Included in all plans Integrations: Included
Included in all plans Mobile App: Included
Included in all plans News Articles: Included
Included in all plans Org Chart: Included
Included in all plans PDF Exports: Included
Included in all plans Polls: Included
Included in all plans Progress Tracking: Included
Included in all plans Step Revisions: Included
Included in all plans Tests: Included
Included in all plans Unlimited Documents: Included
Included in all plans Waybook Shots: Included
Pro adds Advanced Due Dates: Included
Pro adds Advanced Permissions: Included
Pro adds Audit Log: Included
Pro adds Document Verification: Included
Pro adds Enforce 2FA: Included
Pro adds Enhanced Support: Included
Pro adds External Subject Sharing: Included
Pro adds Free Data Migration*: Included
Pro adds Waybook MCP: Included
Pro adds SSO & Directory Sync: Included
Enterprise adds Bespoke Integrations: Excluded
Enterprise adds Custom Email Sender: Excluded
Enterprise adds Custom Reporting: Excluded
Enterprise adds Dedicated Support: Excluded
Enterprise adds Setup Consultation: Excluded
Enterprise adds Team Enablement Sessions: Excluded

Enterprise

Highlights Includes everything in Pro: Included
Included in all plans AI Content Writer: Included
Included in all plans Custom Branding: Included
Included in all plans External Document Sharing: Included
Included in all plans Flow Charts: Included
Included in all plans Integrations: Included
Included in all plans Mobile App: Included
Included in all plans News Articles: Included
Included in all plans Org Chart: Included
Included in all plans PDF Exports: Included
Included in all plans Polls: Included
Included in all plans Progress Tracking: Included
Included in all plans Step Revisions: Included
Included in all plans Tests: Included
Included in all plans Unlimited Documents: Included
Included in all plans Waybook Shots: Included
Pro adds Advanced Due Dates: Included
Pro adds Advanced Permissions: Included
Pro adds Audit Log: Included
Pro adds Document Verification: Included
Pro adds Enforce 2FA: Included
Pro adds Enhanced Support: Included
Pro adds External Subject Sharing: Included
Pro adds Free Data Migration*: Included
Pro adds Waybook MCP: Included
Pro adds SSO & Directory Sync: Included
Enterprise adds Bespoke Integrations: Included
Enterprise adds Custom Email Sender: Included
Enterprise adds Custom Reporting: Included
Enterprise adds Dedicated Support: Included
Enterprise adds Setup Consultation: Included
Enterprise adds Team Enablement Sessions: Included

How their prices changed

Each date shows when a public price was observed, not when it took effect. An archived region or currency can differ, so a currency change is not necessarily a price increase.

Trails

September 21, 2026
Official pricing page
- Creator: USD 29 monthly
- Team: USD 49 monthly
- Enterprise: Contact sales
August 27, 2026
Official pricing page
- Creator — default: USD 29 monthly · USD 23.2 / month with annual commitment
- Team — default: USD 49 monthly · USD 39.2 / month with annual commitment

Waybook

September 21, 2026
Official pricing page
- Core: USD 119 monthly · USD 99 / month with annual commitment
- Pro: USD 238 monthly · USD 198 / month with annual commitment
- Enterprise: Contact sales
August 27, 2026
Official pricing page
- Core — Core: USD 99 monthly · USD 99 / month with annual commitment
- Pro — Pro: USD 198 monthly · USD 198 / month with annual commitment