---
description: Compare Tailwind TMS vs DrayMate TMS to learn about each of the product's price, benefits and disadvantages. Choose the best software for your business in Australia.
image: https://gdm-localsites-assets-gfprod.imgix.net/images/capterra/og_logo-e5a8c001ed0bd1bb922639230fcea71a.png?auto=format%2Cenhance%2Ccompress
title: Tailwind TMS vs DrayMate TMS Comparison - Capterra Australia 2026
---

Breadcrumb: [Home](/) > [Fleet Management Software](/directory/20007/fleet-management/software) > [Tailwind TMS \<span\>vs\</span\> DrayMate TMS](https://www.capterra.com.au/compare/23260/135328/tailwind-tms/vs/DrayMate-TMS)

# Compare Tailwind TMS vs DrayMate TMS

Canonical: https://www.capterra.com.au/compare/23260/135328/tailwind-tms/vs/DrayMate-TMS

> Detailed comparison between Tailwind TMS and DrayMate TMS. Check ratings, reviews, pricing, and features to make the best decision for your business.

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## At a Glance

| Metric | Tailwind TMS | DrayMate TMS |
| **Overall rating** | 4.2/5 | 5.0/5 |
| **Total Reviews** | 97 | 3 |
| **Starting Price** | USD 99.00 | USD 350.00 |
| **Free Trial** | Yes | No |
| **Free Version** | No | No |
| **Deployment** | Cloud, SaaS, Web-based, Mac (Desktop), Windows (Desktop), Linux (Desktop), Chromebook (Desktop), Android (Mobile), iPhone (Mobile), iPad (Mobile) | Cloud, SaaS, Web-based |
| **Support** | Email/Help Desk, FAQs/Forum, Knowledge Base, Phone Support, 24/7 (Live rep), Chat | Email/Help Desk, Phone Support, Chat |
| **Training** | In Person, Live Online, Webinars, Documentation, Videos | Live Online |

## Best for

### Tailwind TMS

Growing OTR trucking companies and freight brokerages looking for a TMS that is: web-based, versatile, scalable, intuitive, and affordable — with a support team there for you 24/7.

### DrayMate TMS

Intermodal/drayage carriers across the United States and Canada. Express Waybill is now DrayMate.

## Key features

### Tailwind TMS

- API
- Accounting
- Billing & Invoicing
- Contact Database
- Customer Database
- Customer Management
- Data Import/Export
- Dispatch Management
- Driver Management
- Driver Settlements
- GPS
- Maintenance Management
- Order Management
- Order Tracking
- Routing
- Scheduling
- Third-Party Integrations
- Transportation Management
- Trip Logs
- Vehicle Management

### DrayMate TMS

- API
- Accounting
- Billing & Invoicing
- Contact Database
- Customer Database
- Customer Management
- Data Import/Export
- Dispatch Management
- Driver Management
- Driver Settlements
- GPS
- Maintenance Management
- Order Management
- Order Tracking
- Routing
- Scheduling
- Third-Party Integrations
- Transportation Management
- Trip Logs
- Vehicle Management

## Links

- [View Tailwind TMS Profile](https://www.capterra.com.au/software/23260/tailwind-tms)
- [View DrayMate TMS Profile](https://www.capterra.com.au/software/135328/DrayMate-TMS)
- [View Original Comparison](https://www.capterra.com.au/compare/23260/135328/tailwind-tms/vs/DrayMate-TMS)

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